One of the most common questions we hear from buyers looking at new construction homes in the Venice and Wellen Park areas of Florida is:

“Are there any communities around here without CDD fees?”

The short answer is yes , but they’re becoming harder to find.

Many newer  master-planned communities across Southwest Florida include CDD fees, especially in large developments like Wellen Park or Lakewood Ranch. While these communities offer incredible amenities, those added CDD fees in Florida can increase your annual costs by thousands.

The good news? There are still some fantastic communities in the Venice area where you can avoid a CDD fee altogether.

In this guide, we’ll break down how a CDD in Florida works, how it compares to HOA fees, and highlight some great neighborhoods where you can skip those extra costs.

What are Community Development District fees in Florida?

First things first. Before we jump into our list of communities around Venice & near Wellen Park that do not have CDD fees, what exactly are CDD fees in Florida real estate? 

A CDD (Community Development District) is a special government entity created by a developer to fund and manage infrastructure within a community. Essentially, it’s a type of loan or “bond” from the local government to help cover the costs of the developers to put in new infrastructure. In simple terms, a CDD fee helps pay for things like roads and sidewalks, utilities and drainage systems, community amenities (like clubhouses, pools, fitness centers), and even landscaping and common areas. 

Instead of the developer including these costs in the home price, the bond is paid back over time by homeowners as a separate line item on their annual property taxes. These fees are typically paid over 20–30 years, depending on the age of the community. So if you buy into a newer neighborhood, you could be paying that CDD in Florida for quite a while.

HOA vs. CDD Fees — What’s the Difference?

This is where a lot of buyers get tripped up.

While both are common in Florida real estate, HOA fees and CDD fees serve very different purposes.

• HOA fees are paid directly to the association, while CDD fees are paid through your annual property tax bill (you’ll see them as a separate line item).
• HOA fees cover day-to-day maintenance, while a CDD fee is used to repay the cost of building the community’s infrastructure.
• HOA fees are ongoing for as long as you live in the property, while CDD fees in Florida are usually temporary and tied to a bond (often around 30 years).

It’s important to understand how CDD fees work when comparing communities because they’re not always obvious when you first start looking and may end up being the deciding factor when purchasing a property. It’s also very important to calculate both your CDD and HOA fees in total so you can understand the full cost of ownership and whether or not it fits into your budget. 

Everything You Need To Know About CDD Fees in Florida

We get it…  CDD fees in Florida real estate can feel confusing at first.

So here are some of the most common questions we get (and the answers you’ll actually want to know before buying).

What are typical CDD fees for Florida real estate properties?

Most CDD fees Florida real estate buyers see fall somewhere between $1,000 and $5,000 per year, depending on the home, the community and amenities. For example, all communities in Wellen Park have CDD fees; however, they each have different amounts. 

Newer master-planned communities tend to be on the higher end, since the CDD in Florida is funding larger infrastructure and resort-style amenities.

When comparing homes, it’s always a good idea to look at the specific CDD amount for that property, since the cost can vary quite a bit even between nearby communities.

How are CDD fees paid?

CDD fees in Florida are paid annually through your property taxes and appear as a separate line item.

How can I estimate CDD fees when buying a home in Florida?

The easiest way is to check the property tax bill as the CDD fee will usually show up as a separate line.

For new construction, your agent or builder can give you the amount. Either way, always confirm the exact CDD fees for the specific property before making a decision.

Why do so many new communities have CDD fees?

CDD financing allows local municipalities to work with developers to build large master-planned communities without raising the purchase price of homes or levying taxes on residents who live outside these communities.

Instead of paying for infrastructure upfront, the cost is spread across homeowners over time through the CDD assessment.

How can I avoid paying CDD fees when buying a home in Florida?

The only way to completely avoid CDD fees is to buy property in a community that doesn’t have them. These are typically older neighborhoods or smaller developments that didn’t use CDD financing to build their infrastructure.

In some cases, you may also find homes where the CDD bond has already been paid off, which can reduce or eliminate a portion of the fee but this depends on the community.

Are there communities in Wellen Park with no CDD fees?

Short answer: No.

All communities in Wellen Park include a CDD fee. That said, the amount varies and older sections may have lower CDD fees in Florida because the bonds have already been paid down over time.

What impact do CDD fees have on Florida property resale value?

A CDD fee doesn’t automatically hurt resale value but buyers do factor it in.

In many cases, homes in Florida with CDD fees buyers pay still perform well because of the amenities. But homes in Florida without a CDD often stand out for buyers focused on keeping long-term costs lower.

Are CDD fees permanent?

No (thankfully!), most CDD fees in Florida communities last around 20–30 years, depending on the bond. However, it is possible that a CDD can be extended if more funds are needed for major infrastructure improvements. 

Can I pay off my CDD fees in Florida early?

Some communities allow you to pay off the bond portion of your CDD fee, but not all do. And even if you do, there may still be a small maintenance portion remaining.

If this is something you’re curious about when buying a home, it’s always a good idea to ask about the CDD details for that specific property, since every community handles it a little differently.

Are CDD fees tax deductible?

In many cases, a portion of CDD fees may be tax deductible, similar to property taxes. However, this depends on the specific structure of the assessment and individual tax situations, so it’s always best to confirm with a tax professional.

Popular Venice Area Communities With No CDD Fees

Now that we’ve covered the ins and outs of CDD fees in Florida, let’s take a look at some great communities in the Venice area & nearby Wellen Park where you can skip them altogether, because let’s be honest, we all like saving a little extra on our biggest expenses.

While many newer neighborhoods include a CDD in Florida, there are still several great options in Venice, Nokomis, and Englewood where you can enjoy beautiful neighborhoods and amenities without that additional cost.

Beachwalk by Manasota Key

Beachwalk by Manasota Key is one of the newest resort-style communities near Venice, located just a few miles from the Gulf beaches and the famous Manasota Key area. Developed by DiVosta, this gated community offers a true vacation-style atmosphere with extensive amenities and a relaxed coastal feel.

Homes range from the mid $300s to $900k+, with both villas and single-family options available. 

Residents enjoy a large clubhouse, resort pool, fitness center, pickleball courts, and even an on-site restaurant and bar. One of the biggest advantages is that Beachwalk has no CDD fees, which helps keep long-term ownership costs lower than many comparable communities.

View all properties for sale in Beachwalk

Talon Preserve (Nokomis)

Talon Preserve is one of the most popular new construction communities near Venice and Sarasota. It’s located just off I-75 near Palmer Ranch, with direct access to the Legacy Trail, a popular biking and walking trail connecting Sarasota and Venice.

Talon Preserve is another DiVosta community. Homes in this gated community range from the high $400s to $1M+, and amenities include a resort pool, fitness center and spa, restaurant and bar, pickleball and tennis courts, and scenic walking trails throughout the community’s nature preserves. 

Even better – no CDD fee, which is rare for a newer community with this level of amenities.

View all homes for sale in Talon Preserve

Palmero 

Palmero is a boutique community in Venice developed by Taylor Morrison, offering a smaller and more intimate feel compared to some of the larger master-planned developments nearby.

This is a recently completed community and homes here are only a couple years old and range from the mid $400s to $700k+, with modern layouts and flexible living spaces. Amenities include a pool, clubhouse, dog park, and playground, making it appealing to both families and retirees looking for a quiet neighborhood close to Venice’s beaches and downtown. 

And of course, no CDD fees, which helps keep things more predictable long-term.

 View Homes for sale in Palmero

Shores At Stillwater

Shores at Stillwater is a new gated community located in Englewood (just south of Venice) and is a Pulte Homes community area. It offers modern homes in a peaceful setting, but is still close to shopping, dining, and the Gulf beaches. 

The neighborhood features contemporary open layout single-family homes with energy-efficient designs that can help keep utility costs a bit lower over time. Homes range from the mid $400s to $700k+, and residents enjoy a clubhouse, pool, and outdoor gathering spaces designed for both recreation and socializing.

Another great option without a CDD fee.

 View Homes for sale in Shores at Stillwater

Legacy Groves

Legacy Groves is a newer boutique Nokomis community with easy access to Venice, Sarasota, and the Gulf beaches. Another Pulte Home community, it features thoughtfully designed single-family homes and villas with modern layouts, open living spaces, and flexible floor plans that work well for both families and retirees.

Home prices typically range from the mid $500s to around $700k+and amenities include a pool, cabana, playground, and walking areas. 

No CDD fees here which makes it a solid option for buyers watching long-term costs.

Search Legacy Groves Homes for sale

Boca Royale Golf & Country Club*

The original Boca Royale Golf & Country Club is a mature gated community located in Englewood, just south of Venice, known for its relaxed country club lifestyle. The neighborhood includes a mix of single-family homes and maintenance-free villas, many with views of lakes, preserves, or the golf course.

Homes in the original Boca Royale community typically range from the mid $400s to around $900k+, with golf, tennis, pickleball, dining, and social events available, making it a great option for buyers who enjoy an active community atmosphere.

*Important note: the original community has no CDD fee, but there is a newer  section called “Boca Royale at Wellen Park” that is tied to Wellen Park and DOES have a CDD fee as a result. So be sure to double check in this community, because fees will vary dramatically depending on the section where you buy. 

 Search Homes for sale in Boca Royale

Vicenza 

Vicenza is a newer community in North Venice with a distinctive Italian-inspired design built by Neal Communities, a popular builder in this area of Florida. 

Located in North Venice near Nokomis, the neighborhood offers easy access to beaches, shopping, and I-75, making it a convenient location for both commuters and retirees.

Homes range from the mid $400s to upper $600s, including two-bedroom villas and three/four-bedroom single-family homes, with optional pools and great views. 

The community is well-suited for an active lifestyle and amenities include a resort-style pool, clubhouse, pickleball, bocce, dog parks, and scenic ponds throughout the community. There’s even an activities coordinator to organize social events and gatherings — all without the added cost of a CDD fee in Florida, which makes it especially appealing. 

 Search Homes For Sale in Vicenza 

Milano (North Venice / Nokomis)

Milano is a peaceful, established Neal community with Mediterranean-style homes and natural gas (which is a nice bonus). 

Located in Nokomis just north of Venice, you’ll only find resale homes here  which typically range from the mid $400s to around $700k+. 

Milano offers similar floor plans to its sister community of Grand Palm, but with a different architectural feel.

Amenities include a clubhouse, resort-style pool and spa, and a dog park. Milano also has relatively low HOA fees compared to many newer communities in the area. Coupled with no CDD fees, it’s a strong combo for long-term affordability.

 View all homes for sale in Milano

Cielo

Cielo is another smaller, Neal community in North Venice that tends to fly under the radar. The gated community is just minutes from shopping, dining, and the Gulf beaches.

Homes range from the mid $500s to $800k+, and new construction homes have sold out but resale opportunities still pop up occasionally.

It’s close to Myakka River State Park which makes it a great location for anyone who enjoys hiking, wildlife, and spending time outdoors.  The community feels very chilled yet luxurious, has low HOA fees, and  (you guessed it) no CDD fee.

 View Homes for sale in Cielo

Venice Woodlands (Venice)

Venice Woodlands is a quiet community, tucked away just east of I-75 that a lot of buyers overlook, but it’s actually one of the best-value options in the area. In fact, it’s currently the most affordable way to get into a gated, amenitized, new-construction community with a Venice address anywhere along the Gulf Coast.

Built by D.R. Horton, homes here range from villas to larger single-family homes, typically from the mid $200s up into the  high $500s. Many homes back up to preserves or lakes, so you get a bit more privacy and a nicer view than you’ll find in some of the bigger developments.

The amenity list is simple but well-maintained — a resort-style pool, clubhouse, fitness center, pickleball, bocce, and walking trails. It’s not over-the-top, but that’s kind of the point. This is a great, more affordable community for families or anyone looking to keep fees lower while still having the essentials.

And one of the biggest perks? No CDD fees in Florida, which is getting harder to find in newer communities like this.

 View Homes for Sale in Venice Woodlands

Palencia

Palencia is a gated community in Venice by D.R. Horton that offers a quiet, more intimate feel while still being close to the heart of it all. It’s especially appealing for those who enjoy Venice’s downtown scene, with easy access to the Venice Theatre, Venice Art Center, local farmers markets, shops, and restaurants.

Single-family homes and twin villas typically range from the mid $400s to around $700k+, making it a great option for newer construction at a more approachable price point.

Residents enjoy a well-kept setting with amenities like a community pool and cabana, and the added bonus of no CDD fees, which can make a real difference when planning for long-term costs.

 Search Palencia Home for sale

Venetian Falls (55+ Community)

Venetian Falls is a popular 55+ gated community in Venice designed for active adults who want a social lifestyle with low-maintenance living. It’s just a short drive from Venice Beach, historic downtown Venice, waterfront restaurants, boutique shops, and local farmers markets.

Of course, that’s assuming residents ever feel the need to leave. The community offers a large clubhouse with social spaces (including a Grand Ballroom), a resort-style pool and spa, fitness center, bocce courts, putting green, and scenic walking paths throughout the community,along with an Activities Director who helps keep things fun and engaging.

Homes typically range from the high $300s to around $600k+ and include both villas and single-family homes with single-story layouts. With maintenance-free living and no CDD fees, it’s an especially appealing option for retirees looking to keep things simple and predictable long-term.

 View Homes for Sale in Venetian Falls

Caribbean Village

Caribbean Village is a gated community in Venice developed by D.R. Horton, located near the corner of River Road and Venice Avenue. It’s about six miles from the Gulf beaches and close to outdoor destinations like Myakka River State Park and Deer Prairie Creek Preserve, making it a great fit for nature lovers. It’s also just a short drive to Wellen Park.

Homes typically range from the high $400s to around $700k+ and feature Mediterranean-inspired designs with spacious three-bedroom layouts. Some homes also offer peaceful lake views.

Residents enjoy amenities like a resort-style pool and spa, fitness center, and bocce courts, creating a relaxed, social atmosphere where it’s easy to unwind — with the added bonus of no CDD fees.

 View Homes for Sale in Caribbean Village

Finding the Right Venice Community Without CDD Fees

If you’re searching for new homes in Venice without CDD fees, there are some great options available. And even though they are not located directly in the heart of popular master-planned communities like Wellen Park, they are still just a short drive away. And some of them are even closer to the beach!

Communities like Beachwalk, Talon Preserve, Vicenza, Milano, and Palmero show that you can still find great neighborhoods without a CDD in Florida…  you just need to know where to look.

If you’re thinking about making a move, we’re always happy to help you compare communities, break down CDD fees Florida real estate buyers should watch for, and find the right fit for your lifestyle and budget.

Reach out anytime. We’d love to help you find your perfect Florida home.

The post 13 Venice Area Communities With NO CDD Fees (Near Wellen Park) appeared first on That Florida Life.

Wellen Park continues to evolve, and if you’ve been watching its growth over the past few years, you already know how quickly this area is becoming one of the most desirable places to live in Southwest Florida.

From new home communities in Wellen Park to exciting additions in Downtown Wellen Park, plus new parks, trails, and lifestyle amenities, there’s a lot happening both now and in the near future.

We recently shared a video update walking through what’s coming next, and today we’re breaking it all down right here, so you can explore everything at your own pace. 

Whether you’re already living here, planning a future move, or just dreaming about the Florida lifestyle, this guide will give you a clear picture of what’s ahead for Wellen Park, Florida. 

New Home Communities in Wellen Park

One of the best parts about life in Wellen Park is that there’s always somewhere new to explore… including new neighborhoods where you could live! These new home communities in Wellen Park are bringing fresh energy, great locations, and a mix of lifestyle choices whether you’re dreaming of resort-style living, fully custom homes, or something in between.

Oakbend at Wellen Park

Oakbend is one of the newest and most anticipated new home communities in Wellen Park that began selling in late 2025, and it’s already creating a lot of buzz.

Located just south of Downtown Wellen Park, Oakbend offers one of the most central locations in the entire community. Residents will be able to walk, bike, or take a short golf cart ride to restaurants, events, and waterfront gatherings while still enjoying peaceful residential surroundings.

Because of its location and design, Oakbend gives you a great balance between that peaceful, neighborhood feel and being close to all the fun stuff like Downtown Wellen, CoolToday Park, trails, and beaches. 

In keeping with the Wellen Park vibe we’ve come to know and love, Oakbend will be an intimate and close-knit community with just under 200 homes.  The Oakbend amenity area is already under construction, and will feature a beautiful clubhouse, a sparkling pool overlooking the water, firepit, pickleball courts, and easy access to trails that lead to Downtown Wellen Park.

What’s super cool about Oakbend is that it doesn’t feel cookie-cutter. You’ve got two quality builder options here with beautiful nature preserve or lakeview lots available:

Toll Brothers is offering a collection of modern, thoughtfully designed homes ranging from approximately 2,100 to over 3,000 square feet. These homes sit on 50-foot lots and feature contemporary layouts with upscale finishes. Their model home is already open and drawing strong interest. They’re actively building and have sold a number of homes in this community already, plus they also have some quick move-in homes that are completed and ready for residents to move right in.

ICI Homes, a custom builder known for their high level of customization and luxury options, will be offering homes in Oakbend ranging from approximately 2,500 to over 3,000 square feet on 60-foot lots. These homes allow buyers to truly personalize their space, from moving walls to reimagining layouts, making them ideal for those who want a one-of-a-kind home. ICI model homes will be opening in February 2026, but they’ve already sold a few lots and are beginning to build custom homes here.

Home prices in Oakbend currently start in the low to mid $700,000s and increase based on lot selection and customization. This is a very new community, with the very first residents moving in soon.

If you’d like to see current availability or learn which floor plans might fit your lifestyle best, we’re always happy to help. Click here to explore Oakbend at Wellen Park Community. 

Esplanade at Wellen Park

If you’re a resort-style living fan with a passion for health and wellness, , then you’ll want to know about Esplanade at Wellen Park.

This community is shaping up to be more than just a place to live. The Esplanade is a Taylor Morrison brand of communities that are known for being like a daily vacation with wellness woven right into how it’s designed. From spa and fitness options to on-site social programming, it’s got a vibe that’s all about feeling good every single day.

Located in the southern portion of Wellen Park near the existing Myakka Pines Golf Course, Esplanade will focus heavily on wellness, relaxation, and community connection. Residents can expect amenities such as a large clubhouse, resort-style pool, fitness center, pickleball courts, and wellness offerings including yoga and massage services.

Taylor Morrison builders has officially begun selling homes in Esplanade, with model construction already underway. Homes range from approximately 1,515 to 2,833 square feet, with pricing beginning in the $400,000s.

It has also been announced that John Cannon Homes will eventually build high-end luxury custom homes surrounding the golf course. While details haven’t yet been released, we’ll be sharing updates as soon as they become available. 

So stay tuned here to our website and our YouTube channel for details.

What’s Next for Wellen Park  Insider Info Direct from the Developer

Beyond Oakbend and Esplanade, there are other future communities in the pipeline that will likely be released later in 2026. And Wellen Park’s development team is continuing to bring in more builders and national attention to this area.. That means you’ll see different styles, price points, and amenity mixes come to life over the coming years.

Because Josh is out and about in Wellen Park every day touring homes with clients, talking with builders, and working closely with the Wellen Park team, and as a Wellen Park Diamond Club agent, he hears about new communities early. 

So if you’d like to stay in the loop, or discover what’s upcoming and what might fit your lifestyle, and budget, just reach out. 

And as the top buyer’s agent for multiple years in Wellen Park with the best reviews of any real estate agent in the area, you can rest assured that you’ll be in the best of hands.

Downtown Wellen Park Phase 2 Expansion

Downtown Wellen Park has really found its groove, especially in the evenings and on weekends when families are out listening to live music during the Friday Night Concerts, grabbing dinner, strolling the lake, or checking out a market or community event. It’s quickly become the place everyone naturally gathers.

Now, Phase 2 of Downtown Wellen Park is officially underway, and it’s going to add even more reasons to spend time here.

This next phase brings additional restaurants, shops, entertainment spaces, offices, and even some residential options like apartments and townhomes. We’re already seeing buildings wrapped up, and the Wellen Park team has shared that spaces will soon be turned over to tenants so they can start finishing out their interiors.

Several exciting new businesses have already been announced, including Agave Bandido, Easy Does It Comfort Kitchen, Grain & Berry, Club Pilates, and Woof Gang Bakery & Grooming, with more to come as Phase 2 fills in.

Because every business has its own build-out timeline, openings will happen in waves rather than all at once. We expect to start seeing new spots open this winter, with more rolling out through spring and summer 2026.

Parks, Trails & Outdoor Living in Wellen Park

Outdoor living has always been at the heart of Wellen Park, and this next phase only builds on that foundation.

Fetch Dog Park

Dog owners have something fun to look forward to with the new Fetch Dog Park, a fully fenced, two-acre dog park opening near Downtown Wellen Park. This space is designed to be both functional and fun, with large open areas, agility features, shaded seating, and plenty of room for pups to run and play.

It’s meant to be a true community space (not just for dogs, but for owners too), and is expected to open around February 2026. There will also be convenient parking along the future Wellen Park Boulevard extension. We know a lot of residents are excited about this addition, and we can’t wait to give it a test run with Hana. 

Buttonwood & Oakheart Trails

Wellen Park’s trail system is expanding in a big way with two new nature trails currently under development.

The Oakheart Nature Trail will be a winding, immersive 3-mile trail featuring shell paths and boardwalks that meander along a 50-acre lake, wetlands, and preserved natural areas near the Everly and Lakespur neighborhoods. 

This trail is designed to feel more like a nature experience than a sidewalk, with plans for a fishing pier and connections to a future school campus, making it ideal for kids who walk or bike to school. Oakheart is expected to be completed in spring 2026 and will include trailheads with parking and restrooms.

The Buttonwood Trail is a 2.5-mile shell and boardwalk trail running through natural scenery near the Palmera neighborhood. It will include a gated connection directly into Palmera, making it especially convenient for residents there. Construction began late last year, with completion expected around February 2026.

Station 87 Community Park

One of the most unique additions is Station 87 Park, a creatively designed community space inspired by the nearby fire station. The park features custom, firehouse-themed playground equipment, a large open lawn, and a pavilion for community gatherings.

Construction on the park and playground equipment has just been completed, and families are already loving the addition to the community. However, the new firehouse adjacent to the park is still under construction and will be opening later this year.

If there’s one thing Wellen Park does really well, it’s outdoor living, and this next wave of additions leans into that even more. Whether you’ve got kids, dogs, bikes, or just love being outside, there’s a lot to look forward to.

What About the Manasota Beach Road Extension?

This is one of the most frequently asked questions we hear.

While the idea of extending Manasota Beach Road to create a more direct connection to the Gulf has been discussed for years, nothing has been finalized. These types of infrastructure projects involve multiple agencies, environmental considerations, and long-term planning.

At this point, there are active discussions being held and community meetings. However there is no confirmed timeline, and this road could still be years away if it moves forward at all. We always recommend making real estate decisions based on what exists today and not on what might happen in the future.

That said, we’ll continue to share verified updates as they become available.

Thinking About Moving to Wellen Park?

Whether you’re relocating full-time, searching for a second home, or just starting to explore your options, Wellen Park offers something truly special.

We’d love to help you:

• Explore neighborhoods that match your lifestyle
• Tour homes and communities
• Understand timelines, pricing, and options

Download our FREE Wellen Park Relocation Guide to get started.
Or reach out anytime: we’re happy to help you plan your next step.

The post What’s Coming to Wellen Park in 2026? New Communities, Downtown Expansion & Outdoor Living appeared first on That Florida Life.

Tucked into the southernmost stretch of Sarasota County sits one of the Gulf Coast’s most charming coastal towns. Englewood is known for its Old Florida feel, uncrowded beaches, and peaceful pace of life which offers a refreshing break from busier Florida destinations. In this guide to Englewood Florida attractions, we’re sharing the best things to do in and around Englewood, from beaches and boating to dining, fishing, nature, and easy day trips.

Where Is Englewood & Why It’s So Special

Englewood sits between Sarasota and Punta Gorda along the Gulf Intracoastal Waterway, offering small-town charm with big-nature vibes. Just minutes from Manasota Key, the area is surrounded by protected coastline, quiet waterways, and plenty of space to slow down. Once rooted in commercial fishing, Englewood has grown into a warm, welcoming community known for world-class fishing, local arts, friendly neighborhoods, and accessible Florida golf courses.

Its biggest draw is the water, with four protected beaches, excellent shelling, regular dolphin sightings, and some of the prettiest Gulf sunsets you’ll ever see. Add in scenic parks, kayak trails, and the charming Englewood downtown, and it’s easy to understand why so many people fall in love with this laid-back coastal town.

So, let’s get into it — here are the top Englewood things to do that deserve a spot on your must-see list.

Prefer to watch instead? We put together a quick video walking you through all our favorite Englewood Florida attractions. Click below to watch our Englewood highlights on YouTube and get a feel for the area before you dive into the full guide.

Beaches & Coastal Parks (Englewood, Florida Attractions)

There’s no question that Englewood’s biggest draw is its pristine coastline. Manasota Key is home to four state-protected beaches, all accessible by just two bridges and carefully preserved year-round.

Stump Pass Beach State Park

Located at the southern tip of Manasota Key, Stump Pass Beach State Park is one of Englewood’s most scenic natural areas. The shoreline is largely undeveloped, giving it a peaceful, Old Florida feel, and the park also features nature trails that wind through mangroves and coastal hammock.

While the tourists haven’t yet caught on to this stunning piece of paradise, the locals love Stump Pass for the quiet beaches, excellent shelling and shark tooth hunting, and especially the sunsets. It’s one of Florida’s most beautiful state parks and is known as one of the best fishing spots in Charlotte County.

The park sits at 900 Gulf Boulevard on Manasota Key and stretches along three islands on the county’s shoreline. There is a small entry fee (typically $3–$6 per vehicle), and is open daily from 8:00 am until sunset.

If you’re more of a “show me” person, we’ve got you. We made an Ultimate Guide video to Stump Pass Beach that walks you through the whole place. Tap to watch and see why it’s one of our favorite Englewood spots.

Englewood Beach

Englewood Beach is the area’s main public beach and one of the most recognizable Englewood, Florida, attractions. It’s a popular gathering spot in town, thanks to its calm waters, soft sand, picnic areas, playparks, and beachfront dining that make it easy to spend the whole day here. Many people enjoy spending the day on the sand and then walking straight to dinner or sunset drinks at the range of Tiki bars or restaurants nearby.

Englewood Beach is located at the south end of Manasota Key. Beach access is free, with paid parking nearby, and it’s open from sunrise to sunset.

Blind Pass Beach

Blind Pass Beach offers a quieter alternative to some of the busier shoreline areas on Manasota Key. At just over an acre in size, this park is small but mighty – serving up some stunning nature and an authentic island experience.  

The area has extreme tides, which make for great shelling, but swimming is at your own risk because there are no lifeguards here. The beach is free to access from sunrise to sunset, but the limited parking spaces do cost $5 per hour, and trucks and RVs are not permitted. We love that even though it’s a small park, it is ADA accessible and has restrooms available. If you’re interested in things to do near Englewood, FL, that feel uniquely local, this is a great spot to explore.

Along this stretch, you can also spot the historic Hermitage Artist Retreat, a cluster of Old Florida cottages that host visiting artists and musicians for creative residencies. While not open to the public, it adds character to the shoreline, reflects the area’s innovative spirit, and serves as a nice symbol of the local ecological work the project supports.

Manasota Beach

Just north of Englewood, Manasota Beach is another favorite for those looking for broad sandy areas and fewer crowds. Manasota Beach is located at 8570 Manasota Key Road, approximately 20 20-minute drive from Venice, with excellent signage so you can easily find your way there from any direction.

The beach is free to visit and offers parking, restrooms, showers, picnic areas, grills, boat ramps, and lifeguards on duty during peak times.

We put together a great video guide to Manasota Beach if you want to see the area before you go. It walks you through the shoreline, amenities, and everything you’ll want to know for your first visit.

Water Adventures & Englewood Fishing

With beaches this beautiful, it’s no surprise that many of Englewood’s favorite activities take place just beyond the shoreline. Life in Englewood is deeply tied to the water, making boating and fishing everyday activities rather than occasional splurges.

Boating & Boat Rentals

Exploring the Gulf is easy thanks to the multiple marinas in Englewood, Florida, that offer boat rentals. Whether you’re renting a pontoon for the afternoon or heading out with friends, boating is one of the most popular Englewood attractions. Rentals are available at various locations around Englewood, with pricing dependent on boat type and rental length.

Watersports

If boating isn’t your thing, perhaps you’d prefer to try out some of the watersports available in the area? Bring your own gear or rent equipment from local outlets to enjoy paddleboarding in calm bay waters, kayaking through mangroves, or even tearing up some waves on fun jet skis.  

Boat Tours & Dolphin Cruises

Several local operators offer dolphin and sunset tours departing from area marinas. These relaxed cruises showcase the waterways without the responsibility of navigating yourself, so you can kick back and enjoy the dolphins, manatees, and stunning views.  It’s yet another great option when searching for things to do near Englewood, FL.

Fishing

If you love spending time on the water, Englewood fishing is truly hard to beat. The area sits right between the Gulf of Mexico and the Intracoastal Waterway, giving anglers access to everything from quiet backwater flats to deeper offshore waters all within a few minutes of each other.

Manasota Key Marina is right at the heart of some of the best Englewood fishing spots, making it an easy launch point whether you’re heading into Lemon Bay, cruising the Intracoastal, or chasing big game out in the Gulf. Fishing piers and public boat ramps sprinkled throughout Englewood make it accessible to everyone, even if you don’t own a boat.

For those who want the full experience without the planning, guided fishing tours are widely available. Local captains know exactly where the fish are biting, depending on the season, tides, and weather, making charters a great way to get the most out of your day on the water.

Shark Tooth Hunting

Englewood and the surrounding beaches are well-known for shark tooth hunting, a fun and free activity that appeals to all ages. Many beaches in and around Englewood offer good opportunities to find fossilized shark teeth, especially after storms or at low tide, so it’s one of the most popular Englewood attractions.

Nature, Parks & Outdoor Adventure

Beyond the beaches, Englewood is surrounded by protected outdoor spaces that showcase Florida’s natural beauty and offer a fantastic day out.  

Lemon Bay Park & Environmental Center

Located between Englewood and Manasota Key, Lemon Bay Park spans over 200 acres of preserved nature, offering a completely different outdoor experience. Here, you’ll find shoreline trails, boardwalks, pine flatwoods with well-maintained walking trails, scrub habitats, butterfly gardens, and educational exhibits at the nature center. As part of the Florida Birding Trail, it’s a favorite spot for birdwatching, and bald eagles are regularly seen there.

The park, located at 570 Bay Park Boulevard in Englewood, is free to visit and open daily from 6:00 am until sunset. Oh, and dogs are permitted here as long as they are leashed.

Cedar Point Environmental Park

This coastal preserve is a 115-acre park offering boardwalk trails through mangroves and salt marshes, with views of Lemon Bay. It’s peaceful, scenic, and ideal for slowing down, making it one of the quieter things to do near Englewood, FL, and, unsurprisingly, renowned as Charlotte County’s flagship environmental park.

The park’s sweeping views of Lemon Bay truly are an Englewood attraction worth visiting. You can access for free, but leave both your dog and your bicycle at home as neither is permitted.  However, it is a great place to bring the kids for a hike, and there are restroom facilities at the nature center for convenience.  Just remember to be cautious of alligators when approaching shorelines!

Manasota Scrub Preserve

For a more rugged hiking experience, Manasota Scrub Preserve provides quiet trails through native scrub habitat. The preserve spans around 50 acres and is home to some of Florida’s most unique wildlife, including the rare Florida Jay Scrub and the Gopher Tortoise. It’s a great way to experience Old Florida landscapes without crowds and appreciate how we can live alongside conservation efforts.

This dog-friendly park is ideal for hiking, spotting native wildlife, or just hanging out on the benches and enjoying a slower pace surrounded by nature. It’s located at 2695 Manasota Beach Road. There is no admission fee, and it offers limited but free parking.

Englewood Golf Courses

Outdoor enthusiasts will be happy to hear that there are plenty of ways to enjoy the scenic spots in Englewood, not least the impressive number of lush green golf courses in the area. The area is home to more than ten public and semi-private courses that remain playable year-round.  

Boca Royale Golf & Country Club is one of the best-known, offering golf alongside tennis, pickleball, croquet, and dining, all set within a lush, Old Florida landscape. For many residents, golf is a key part of what makes Englewood such a relaxed, active lifestyle.

Englewood, Florida, Downtown & Local Culture

And while the beaches get most of the attention, Englewood has a wonderfully down-to-earth community vibe tucked just inland. If you wander over to the historic heart of town, you’ll find Englewood’s downtown and local culture on full display. This is where the town’s personality really shines.

Dearborn Street (Olde Englewood Village)

Englewood, Florida, downtown revolves around historic Dearborn Street, where local shops, galleries, coffee spots, and restaurants create a walkable, community-focused atmosphere. Live music can be found most nights of the week, small events throughout the year, and seasonal events like Cruisin’ on Dearborn bring classic cars, crowds, and energy to the streets.

This area is rich in history and art, and captures Englewood’s personality better than anywhere else. We love visiting here, and we’re sure you will, too.

Englewood Farmers Market

Held weekly from October through May, the Englewood Farmers Market takes place right in Englewood, Florida downtown, on the 300 Block of West Dearborn St. It’s an incredibly lively market that showcases local produce such as fruits and vegetables, baked goods, herbs, and even jerky, as well as artisans and creative stalls, every Thursday from 9:00 am to 2:00 pm.  It’s free to attend, and it has such a great vibe that it made it onto our list of top farmers’ markets in the Sarasota and Venice areas.

Lemon Bay Playhouse

Also located downtown, Lemon Bay Playhouse is a local community theater that offers live performances year-round, as well as drama classes and summer camps. It’s a fairly intimate setting, and the reasonable ticket prices make it a popular option for local entertainment and an enticing Englewood attraction. Showtimes and ticket prices vary by production, and tickets can be purchased in person or online.  

Dining: Best Restaurants in Englewood, Florida

Englewood’s dining scene is precisely what you’d expect from a relaxed Gulf Coast town: friendly, flavorful, and perfect for breezy, beachy evenings out. When people talk about the best restaurants in Englewood, Florida, a few local favorites always come up.

On Manasota Key, SandBar Tiki & Grille is the go-to for live music, open-air seating, and that laid-back tiki vibe that makes you want to stay. It’s steps from Englewood Beach, so it’s a natural stop after a day in the sun.

For an upscale-but-still-relaxed experience, Farlow’s on the Water is one of our personal favorite restaurants in Englewood. Sitting slightly inland along a quiet canal, Farlow’s blends Southern comfort with Caribbean inspiration, creating a menu that feels both vibrant and comforting. It’s an excellent pick for date nights or any time you want something a little special.

Back on the Gulf side, The Waverly offers beautiful décor and sunset views, while Lock ’N Key delivers classic coastal dishes and a friendly, come-as-you-are atmosphere. Both make excellent choices for casual dinners, family outings, or brunch with a view.

Mango Bistro, just off Dearborn Street, is a long-time favorite for its eclectic menu and welcoming atmosphere. It has a French flair and a mouth-watering smoothie bar.

Visit Wellen Park

Just a few minutes’ drive from Englewood, Wellen Park has quickly become one of Southwest Florida’s most exciting lifestyle destinations. Even though the Wellen Park neighborhoods are gated, Downtown Wellen Park is entirely open to the public. That means anyone can enjoy its shopping, dining, beautiful outdoor spaces, and year-round calendar of events and festivals. It’s a fun contrast to Englewood’s quieter vibe, giving residents easy access to a vibrant, activity-filled hub whenever they want a change of pace.

You can stroll the scenic waterfront downtown area, grab a bite at one of the many restaurants (we rounded up our favorites in our guide to the best restaurants in Wellen Park), or explore the growing list of activities in Wellen Park. The community also hosts everything from weekly live music to seasonal markets and large-scale festivals. Plus, it’s home to Atlanta Braves Spring Training at CoolToday Park, which is always a big draw.

For Englewood residents, Wellen Park makes an effortless day trip whenever you’re craving more options, so it pairs perfectly with Englewood’s relaxed coastal lifestyle. Check out the video below to catch a snippet of the fun available in downtown Wellen. 

Explore Historic Venice

Head north to Venice, Florida, to explore historic downtown streets known for Italian-inspired architecture and beautifully landscaped boulevards. It’s a lovely change of pace and a favorite outing for Englewood locals looking for a little extra shopping, dining, or people-watching.

Downtown Venice is filled with boutiques, cafés, bookstores, and outdoor patios, all arranged along a thoughtfully designed grid that invites you to stroll. The city hosts frequent events, festivals, and art fairs throughout the year, and it’s easy to combine a downtown adventure with a stop at one of Venice’s nearby beaches, where you can discover why it’s known as the Shark Tooth Capital of the World.

Sharky’s on the Pier and the Venice Fishing Pier are two of the most recognizable landmarks on the Gulf Coast. Sharky’s offers beachfront dining, tropical drinks, and some of the best sunset views in the region, all right next to the long, scenic pier that stretches out over the water. It’s a classic Venice experience that never gets old, and, while it’s not technically in Englewood, we still think it makes the cut as one of the top Englewood, Florida, attractions.

We actually filmed a 30 Things to Do in Venice video that covers beaches, parks, restaurants, and little hidden gems all around the city. Having so many easy day trips sitting just minutes away really is one of the best parts of Englewood living. Check it out below. 

Easy Day Trips Near Englewood

One of Englewood’s biggest advantages is its proximity to other Gulf Coast destinations. The beauty of living here is that you get the quiet coastal lifestyle and quick access to some of Southwest Florida’s most loved towns and parks. From island escapes to lively city centers, there are so many easy day trips when you’re ready to venture a little farther afield. Some of our top picks are below.

Just north, Sarasota offers a vibrant mix of museums, arts, shopping districts, and cultural attractions. It’s a great place to spend the afternoon browsing galleries, enjoying lunch downtown, or catching a performance.

Nature lovers will enjoy a short inland drive to Myakka River State Park, one of Florida’s oldest and largest state parks. Enjoy an airboat tour and wildlife viewing, canopy walks, and sweeping prairies, in this taste of “wild Florida” that feels worlds away from the coast.

Just south of Englewood, Punta Gorda sits along the Gasparilla Sound and Charlotte Harbor, offering a peaceful coastal setting that’s perfect for nature lovers. The Charlotte Harbor Environmental Center features free educational tours and miles of hiking trails. At the same time, wildlife fans can visit the Peace River Wildlife Center, Octagon Wildlife Sanctuary, or explore the habitats of Babcock Ranch Preserve. There is also a fun mix of unique local attractions, including Fisherman’s Village, an open-air waterfront shopping and dining hub, and Alligator Bay Distillers, a must-stop for rum enthusiasts.

For island charm, Gasparilla Island and Boca Grande make perfect beach-focused getaways. Think pastel cottages, bike-friendly streets, upscale but relaxed dining, and some of the clearest water on the Gulf. Nearby, Placida and Don Pedro Island State Park offer quieter, more natural stretches of shoreline that feel wonderfully untouched.

And of course, you can’t forget Siesta Key with its iconic bright white quartz sand that stays cool underfoot even on hot summer days. It’s an easy, more extended day trip when you’re craving a lively, classic beach-town experience.

Whether you’re in the mood for culture, small-town charm, island exploration, or wild nature, Englewood’s location makes it incredibly easy to enjoy a wide variety of destinations in every direction.

Are Englewood, Florida, Attractions Calling You?

With its protected beaches, vibrant yet unpretentious downtown, accessible Englewood, Florida golf courses, strong fishing culture, and relaxed pace of life, Englewood remains one of Southwest Florida’s best-kept secrets. Whether you’re planning a visit or researching Englewood things to do before a move, this coastal village offers an authentic Florida experience that’s increasingly rare and easy to love.

So, if you’re nodding along thinking “yep, Englewood sounds like the kind of place where I’d feel right at home, we’d love to help you explore it further. Download our Englewood Relocation Guide for tips, neighborhoods, and everything you need to get to know the area.

The post The Best Englewood Florida Attractions: Beaches, Nature, Dining & Day Trips appeared first on That Florida Life.

If you’re dreaming of life in Southwest Florida, you’re probably picturing sunshine, palm trees, and friendly, active communities built around that easygoing Florida lifestyle. And one thing you’ll quickly notice is how central pickleball in Venice, Florida, has become to that way of life, from neighborhood courts to public parks and full-on pickleball clubs.

And honestly, we get asked about it all the time: What even is pickleball? Why is everyone so obsessed with it? And most importantly, where can you play pickleball in Venice and Sarasota?

This fast-growing sport has become the heartbeat of community life across Venice, Wellen Park, Sarasota, and beyond. It’s social, it’s outdoors, it’s fun for all ages, and it’s showing up in nearly every new-home neighborhood and park around the region.

Whether you’ve played before or are just hearing about it, pickleball has grown into more of a lifestyle than a sport. From public parks to private clubs and resort-style community courts, it’s one of the easiest ways to stay active and meet new people.

Let’s take a closer look at what makes pickleball so popular (why I love it, and why I think you will, too), why it’s perfect for Florida living, and where you can jump in to play right here on the Gulf Coast.

What is pickleball?

In simple terms, pickleball is a paddle sport that combines elements of tennis, badminton and table-tennis (ping‐pong), but with its own rules, court and pace.  

If you’ve played tennis, you’ll recognise a lot of the rhythm, but with pickleball you spend less time racing full-court and more time focusing on positioning, quick reflexes, placement and fun. The game is about control, accuracy, and keeping the play going until someone makes a mistake.

Here’s a quick comparison of the sports so you can see the similarities and differences at a glance:

• Like tennis: there’s a net, you hit a ball over it, there’s strategy of placement and rallying (it’s not about hitting the ball as hard as you can. Instead, it’s about where you hit it and how long you can keep the ball in play.)
• Like badminton: the court is smaller (doubles badminton court size is often used) and the net is usually lower in height.
• Like ping‐pong: the paddle (the bat or racquet) is solid (there’s no strings like Badminton racquets) and the ball is light and perforated.

Key features that make the game distinct:

• The ball used is a hard plastic, often perforated (a “wiffle‐type” ball) rather than a tennis ball.
• The paddles are solid faced (composite or wood) rather than strung racquets.
• There’s a “non-volley zone” (often called the “kitchen”) near the net, which is typically 7 ft on each side in outdoor court versions. If you’re standing in this zone, you cannot volley (hit the ball out of the air).
• The serve is underhand (in most standard rules) and the ball must bounce once on each side before volleying. 

So in short: if you know tennis, you’ll get the guts of pickleball quickly. Add in the smaller court, the paddle-and-ball twist, and that famous ‘kitchen’ rule, and you’ve got the unique flavor that makes pickleball what it is.

Where did Pickleball come from? 

In 1965, on Bainbridge Island, Washington, two dads concocted a game one afternoon to keep their bored children busy. They borrowed badminton nets, ping-pong paddles and a wiffle ball. That improv session ended up creating what we now know as pickleball. 

From there it grew. First through retirement communities, rec centres, parks, and now into full-blown nationwide popularity as the fastest-growing sport in the U.S.. 

Over the decades it spread from the Pacific Northwest into other parts of the U.S., and beyond. We can thank the northern snowbirds for packing their paddles and bringing the game south with them.

In recent years the growth has been explosive: for example one survey notes that in 2024 participation in the U.S. reached about 19.8 million people — a jump of 45.8 % from the year before. It’s thought that this may have happened due to a combination of how inclusive the sport is, the lower barriers to entry, and how well-positioned it was as an outdoor, socially-distanced activity during the Covid pandemic.

How to play pickleball

Now that you know just how popular pickleball has become, maybe it’s starting to sound a little tempting? Or at least you’re curious what all the fuss is about? 

If so, you’re in the right place, because I’m a bit of a pickleball fanatic myself and love turning curious newcomers into fellow players. Here’s everything you need to know about how to play pickleball, pickleball rules, how to win at pickleball (because that’s the goal, right?), and why so many people are picking up a paddle and falling in love with the game.

Basic Rules of Pickleball

You already know the basics – smaller court, underhand serve, and that all-important “kitchen” zone where volleys aren’t allowed. Those simple rules keep the game friendly, balanced, and easy for beginners to jump in. But once you start playing a bit more, there are a few other pickleball rules and quirks worth knowing that can really help your game.

• In older versions of the game, if your serve hit the net and still landed in the correct service area, it was called a “let,” and you’d redo the serve.
  But not anymore. Now, if your serve hits the net and lands in, it’s a live ball. If it hits the net and lands out, it’s a fault. Simple as that. 
• Most beginners learn the “don’t volley in the kitchen” rule, but you should also remember that even if you’re outside the kitchen and hit an overhead shot that carries your momentum into the kitchen zone, that’s still a fault and the point goes to the other team, even if it’s an awesome shot. 
• Don’t forget that your feet matter more than your paddle. Your feet must stay behind the baseline during the serve. Even leaning too far and losing balance into the court counts as a fault. 
• Unlike tennis, there are no do-overs. If your serve is out, that’s it — the serve moves on. 
• In tournament or more organized play, players switch sides once one team reaches 6 points (in an 11-point game). This helps balance out things like sun glare or wind. 
• For a while, spin serves were the trend. It’s when players would flick or manipulate the ball before hitting it. As of 2023 rule updates, that’s mostly banned. You can still hit with spin from your paddle, but not by spinning the ball with your hand before serving.

Don’t worry, it sounds more complicated than it is. After a game or two, it all starts to feel natural.

How to Score in Pickleball

Pickleball scoring is a bit different from tennis, but once you get it, it makes sense. In recreational play, only the serving team can score points, and most games are played to 11 points (you have to win by at least two). Some competitive matches go to 15 or 21.

You win a point when your opponent fails to make a legal return. For example, if the ball bounces twice on their side, goes out of bounds, hits the net, or they commit a foul like volleying in the kitchen.

How to Win in Pickleball

Now that you understand pickleball scoring, the real fun begins as you decipher how to win in pickleball. 

Beginner Tip: it isn’t about brute force. Because the court is smaller and the ball doesn’t bounce as high, power shots won’t always save you.

Winning comes down to strategy, placement, and teamwork. Aim your shots where your opponents aren’t, focus on steady rallies, and use soft, controlled shots (called “dinks”) to keep your opponents moving and off balance. 

Pickleball rewards patience, communication, and positioning just as much as physical strength, which is one reason players of all ages love it.

Pickleball Strategy and Movement

While you’ll pick up a lot just by playing, it helps to understand the basics of pickleball strategy. Movement is key. Try to stay balanced, communicate with your partner, and move toward the net after your serve or return (without stepping into the kitchen).

Quick reflexes and smart positioning matter more than speed. Think of it as a friendly chess match on a court in the sense that every shot you make sets up the next move.

When I was first learning, my instructor always said, “Points are won at the kitchen line and lost in the backcourt.” I didn’t really get what he meant until I’d played a few games. Now it makes perfect sense.

You can almost think of it like holding your ground in a strategy game (I wanna say war strategy but let’s not get too competitive). Your goal is to hold the line. Ideally, you’re right up at the kitchen line, moving just a step or two side to side and then returning to your center. Quick reflexes are everything here.

Your job is to make your opponents move, throw them off balance, force them to back up or stretch for a shot, while you stay steady at the line. If you can hold your ground and keep them running around the court, you’ll have the upper hand. It’s much harder to win when you’re constantly chasing the ball in the backcourt.

In short, control the kitchen line, and you control the game. That’s really what pickleball comes down to: patience, positioning, and creating just enough pressure for the other side to make the mistake first.

What do people like about pickleball

Pickleball has really taken off in Southwest Florida (where older adults, active retirees and neighbourhood-amenity communities are common). One of the reasons for this is that the sport ticks all the right boxes: social, fun, low barrier, less running than tennis (because we’re having fun not getting Olympic ready, right?)

The smaller court means less strain on your knees, back, and other joints, but you’re still moving, reacting, and getting that satisfying sense of play. You don’t need to be an athlete to start, either; you can learn the basics quickly, join a game, chat with neighbors, and enjoy the morning sun or evening breeze.

The game offers a perfect mix of movement, friendly competition, social time and outdoor fun, without the steep learning curve or full-court wear and tear of tennis.

I know, I know… it sounds like I’m throwing a lot of shade at tennis, but once you’ve played pickleball, you’ll get it. I actually like tennis too, but it’s just that pickleball feels more approachable for those of us who aren’t built to challenge Serena Williams. 

And that’s part of the attraction for a lot of people. Families and mixed-age groups (yes, while many players are older, the sport is absolutely not limited to them) enjoy that it’s an activity that crosses generations, and keeps people connected, which is pretty rare these days. 

And I’ll admit, that’s partly what drew me in, too.

That, and the fact that it just looked like so much fun (more fun than running back and forth nonstop, which is what tennis always felt like to me growing up.) 

We had some friends here in Venice who loved playing, and I wanted to give it a try because it seemed like a great way to get outside, get a little exercise, and meet people.

I was nervous at first…  no one wants to be the “newbie”, so I signed up for a beginner class with other newcomers to learn the basics before jumping into open play. Honestly, I didn’t realize at the time just how much I’d end up loving it. Pickleball quickly became my favorite way to shake off the day’s to-do list, move my body, and have a laugh with good people.

Our little pickleball group now plays for the fun of it, with lots of jokes, cheering when someone hits an amazing shot, and plenty of laughter between points. It’s about connection rather than competition. And that’s what makes it so easy to fall in love with.

Where you can learn to play Pickleball in Venice, Florida. 

Pickleball courts are popping up everywhere, and if you’ve been wondering where to play pickleball, Venice Florida has plenty of options. In fact, you’ll find tons of great places to play pickleball in Sarasota, Wellen Park, and all around Southwest Florida, whether you’re a total beginner picking up a pickleball paddle for the first time or looking to sharpen your skills. 

So if you’re ready to jump in (or jump back in), here are a few great places to learn, practice, and play Pickleball in Venice, FL. 

Private lessons

Many neighborhood communities, especially newer developments, resort-style and amenity-rich ones, feature instructors or coaches who will come to your court or host small group sessions. A great way to learn the fundamentals and meet people. Make sure to ask your  real estate agent when viewing new homes, or the lifestyle co-ordinator if you already live in a community with a court. 

Local organisations & community classes

One of the best ways (I believe) to learn pickleball in Sarasota County is through local community programs like the Sarasota County Schools ACE (Adult and Community Enrichment) Program. 

This is actually where I first learned to play pickleball, and it turned out to be so much more than just a class! The ACE program offers beginner and multiple intermediate-level lessons taught by friendly, experienced instructors who really help you build confidence and have fun from day one.

Classes are usually held at local gyms or recreation centers, and they’re designed for real people, not professional athletes. You’ll learn the rules, basic techniques, and court etiquette, but you’ll also meet a great mix of locals from all over the area (not just living in the same community) who just want to get active and enjoy the game. In fact, some of my closest pickleball friends today are people I met in those ACE classes I took, and we still meet up to play every week! And they’ve introduced me to new pickleball friends too!

You can find upcoming class schedules and registration info on their website, or check your local community for similar programs. 

Clinics & group sessions

Another great option for learning or leveling up your game is joining one of the local pickleball clubs that offer both memberships and instructional clinics. For example, Dill Dinkers in Sarasota is a dedicated indoor pickleball facility where you can drop in for open play, join leagues, or sign up for skill-building clinics taught by certified instructors.

Where to play pickleball in Venice / Wellen Park / Sarasota area

Pickleball courts are popping up everywhere across Venice, Wellen Park, and Sarasota, and it’s easy to see why: the game fits perfectly into the laid-back, social Florida lifestyle. From public parks to neighborhood courts and private clubs, there’s always a place to grab your paddle and join in. 

Community Courts

Many new and established neighborhoods now have their own pickleball courts built right in, which is a major bonus for residents who want to play close to home. In most cases, these courts are open only to residents (and sometimes their guests) and are maintained through community fees or HOA dues. If you’re shopping for a new home, be sure to ask about pickleball amenities as they’re quickly becoming one of the most sought-after features in Southwest Florida communities.

Neighborhood and Local Parks

If you’re not in a neighbourhood with community pickleball courts, don’t worry — many Venice and Sarasota neighborhoods and local parks have free public pickleball courts open to everyone. Some of the most popular local spots include Downtown Venice’s Herscher Park,  Woodmere Park in Venice, and Laurel Park, just north of Venice. 

It’s easy to join a game or just show up to hit a few balls and get the feel for it. If you’ve been wondering, ‘Where can I find pickleball courts in Sarasota?’ the Sarasota County Parks website is the best, most up-to-date resource for every public court in the area.  

If you’re looking for casual matches, social drop-ins, or smaller local events, you’ll also want to check out the PlayTime Scheduler for Venice and Sarasota. It’s an easy online tool where local players post available games, meetups, and open play times at parks and clubs all over the region. It’s perfect for finding a last-minute match or connecting with other players nearby, no membership required.

Pickleball-clubs (membership model)

If you catch the bug and get serious about regular play, social events around the game, and meeting other players regularly, a club environment can be a good fit. 

One of the best known in the area is Dill Dinkers Sarasota, located on Tallevast Road. It’s an indoor facility offering memberships, open play sessions, and clinics for all levels. It’s a great option if you want to beat the heat or keep your game going year-round. 

Other local options include Sarasota Pickleball Club for leagues, events and skill sessions, and the GSI Institute which has a pickleball membership option within a larger fitness/wellness club.

In the Wellen Park area, the Boca Royale Golf and Country Club community has a separate racquet club that is open to the public to join! So you don’t need to live in the community to be a member of this pickleball club, but it is a huge perk for those who live there. They have fantastic facilities, equipment, pros offering classes and more. In fact, we helped a family recently purchase a home in Boca Royale specifically because they LOVED the pickleball club and wanted to be members so they could play everyday. 

Why Pickleball Matters for New Homes and Community Living in Southwest Florida

When you’re looking at a new home in Southwest Florida, seeing pickleball courts in the community isn’t just about having a sport to play, it’s about everything that comes with it. A court means connection. It’s morning matches under blue skies, meeting your neighbors, staying active without feeling like you’re “working out,” and building that easy Florida rhythm into your days.

For many people moving to this area pickleball has become a social anchor. It’s often the first way newcomers meet people and feel part of their new neighborhood. And developers have caught on. These days, you’ll see pickleball courts included right alongside fitness centers, walking trails, and resort-style pools in nearly every new or planned community from Venice to Sarasota to Wellen Park and beyond.

There’s a reason for that. Communities that offer active, social amenities like pickleball tend to have higher appeal and stronger resale value. They speak to what buyers are really after – a sense of lifestyle and belonging, not just square footage.

If you’re wanting to buy a home in a community with great courts and a super active pickleball scene, then here are a few of the most popular  pickleball communities to check out!

Brightmore at Wellen Park (Venice, FL – 55+ Community) has nine dedicated pickleball courts – including a stadium pickleball court where they plan to hold events and tournaments.

IslandWalk in Wellen Park – with 12 pickleball courts, this community is super active and often wins the championships for inter-community play around here!

Grand Palm (Wellen Park) – 8 pickleball courts and regular play almost every morning as well as tournaments.

Beachwalk by Manasota Key – 10 pickleball courts and a highly active community with regular play daily and tournaments too.

Wellen Park Golf & Country Club – 8 pickleball courts as well as a pro shop and on site pro who holds regular clinics and classes

Talon Preserve on Palmer Ranch (North Venice / Nokomis) – 8 pickleball courts with daily play and events to participate

The Meadows (Sarasota, FL) recently built eight brand-new pickleball courts

Why Homebuyers Want Community Pickleball Courts

Pickleball has surpassed the status of ‘amenity’ and has become part of what makes community life here in Southwest Florida feel alive. Those courts mean connection, movement, and neighbors who actually know each other. Whether it’s retirees keeping active, families playing together, or newcomers finding their circle, pickleball has become the core of many local neighborhoods. It’s a simple game that adds a whole lot of lifestyle. And really, isn’t that connection, fun, and vibrancy what we are striving for in our neighborhoods, communities, and lives? 

Smart Questions to Ask When Touring a Community

Now, we’re not suggesting that you pack up and move home to facilitate your new found pickleball addiction (though I would totally understand if you had that urge). But, if you’re touring homes anyway and pickleball is part of your wish list, go beyond just checking for a court. Ask these questions instead:

• How many courts are there, and are they dedicated pickleball courts or shared with tennis?
• Are there lights for evening play?
• Does the community offer clinics or social groups for beginners or regular players?
• Are there membership fees or open access for residents?
• How busy do the courts get, and is there a reservation system?

Getting started with Pickleball

If you’re ready to dip your paddle into the world of pickleball, it doesn’t take much to begin. Check out a local park or your community courts, borrow a paddle if you need to, and maybe sign up for a beginner class. Find drop-in games and meet other players nearby, and off you go. 

If you’re brand new to pickleball, my best advice is simple: stick with it. Like anything new, it takes a little practice before it starts to click, and the more often you play, the more fun it becomes. It’s tough to pick up a paddle only a few times a year and expect to improve, so try to make it a small but regular part of your week.

Even if you can only play once a week or every couple of weeks, keep at it. You’ll start to feel more comfortable on the court, get a better sense of the rhythm, and before long you’ll find yourself hooked.

If you can, find a small group of people to play with regularly, or join a class where you can learn alongside others. That consistency, and the friendships that come with it, really makes all the difference.

Most importantly, bring your fun attitude. Pickleball in Venice, Florida, and our gorgeous Gulf Coast neighborhoods isn’t just about the game. It’s about the laughter, the friendships, and those sunny mornings spent outside doing something you actually enjoy. It’s one of the simplest ways to plug into community life, stay active, and embrace everything the Florida lifestyle has to offer.

So whether you’re moving to the area, already calling it home, or just visiting for a taste of the good life,  grab a paddle, step on the court, and see what all the excitement’s about. Chances are, you’ll be hooked before your first game is over. I know I certainly was. 

The post Pickleball in Venice Florida: What It Is, How to Play or Learn To Play, and the Best Places to Play Locally appeared first on That Florida Life.

If you ask any local, they’ll tell you that fall is one of the best times of year in Southwest Florida. I can guarantee, it’s the fall festivals and events in Venice that truly put this season on the map.

Sure, we don’t get the big leaf-changing display or chilly sweater weather, but as the summer heat and humidity finally ease up, locals come back out in full force. September through November is the start of festival season here. It’s when we can spend more time outside, enjoying live music, waterfront sunsets, and all the arts, food, festivals, and events in Venice and the surrounding areas that make life here so enjoyable.

For locals, this season feels like we’re reclaiming our outdoor spaces after summer. The streets come alive, with something happening every weekend, and it’s a great time to enjoy the area before the busy winter visitors arrive. And for anyone visiting during this time, it’s the perfect opportunity to get an authentic taste of the region, the local culture, and the welcoming community vibe that makes Southwest Florida so special.

We’ve rounded up all the best seasonal concerts, markets, family-friendly activities, festivals, and events happening in Venice, Wellen Park, and nearby spots like Sarasota, Punta Gorda, Fort Myers, Bradenton, St. Petersburg, and Tampa. Whether you’re new to the area, a longtime local, or planning a fall break, these events will get you out exploring and experiencing that Southwest Florida community vibe.

** PLANNING AHEAD FOR THE SEASONS? CHECK OUT OUR GUIDE FOR THE BEST WINTER EVENTS IN VENICE AND BEYOND. 

Venice, Florida Fall Festivals and Events

Venice is packed with things to do all year long, but fall marks the start of festival season, bringing a whole new energy to the area’s already lively calendar. 

Recurring & Regular Events in Venice, FL

From longtime favorites like the Venice Farmers Market and Friday Night Concerts in the Park to seasonal festivities like Haunted History tours and the Downtown Halloween Strut, something is happening nearly every weekend.

Venice Centennial 2025 — The City Turns 100

2025 marks a milestone for this little slice of paradise — Venice is turning 100 years old! The city plans to spread the celebrations over 18 months, incorporating events, art installations, lectures, contests, and surprises into the regular festival calendar.

The Centennial kicks off this fall with the 2025 Holiday Parade & “All Aboard the Centennial” theme on November 29, 2025, in downtown Venice. 

Over the coming months, you can look forward to special events, including “Together Through Time: Venice at 100” (a gala dinner and program), the unveiling of the John Nolen statue, and new art installations throughout the town. The Venice Centennial Lecture Series and exhibits like Venice Turns 100! will run regularly at the Venice Museum & Archives and in local libraries. 

The city is also seeking community involvement, partnerships, and volunteer opportunities to help shape and celebrate the Centennial.  Additionally, you’ll see some of your favorite festivals receive a little extra sparkle, and new celebrations will be added to the mix. (We’ll be keeping an eye on updates and dropping them into your calendar!)

Major Fall Events in Venice, FL

In addition to the regular calendar lineup, here are the signature fall events in Venice (the ones locals and visitors look forward to every year).

Sun Fiesta October 17–19, 2025

The iconic Sun Fiesta is Venice’s biggest fall tradition, and one of the most beloved community festivals in all of Southwest Florida. You’ll find a huge arts & crafts fair, live music on stage throughout the weekend, food and drink vendors, a lively parade, and even the famous bed races down Venice Avenue.

This event has been running strong since 1994 and has become one of the most anticipated October events in Venice, and it’s still offering free admission (yes, thank you!). It’s the perfect blend of small-town charm and big-festival fun, all for good causes within the community. Parking can be tight downtown, so consider arriving early or carpooling with friends.

Haunted 5K, 10K, Half & Full Marathon October 4, 2025

Get your running shoes (and costumes) ready for this spooky-fun race series. Whether you’re a serious runner or just in it for the medal and the memories, the Haunted Run features scenic courses, themed gear, and plenty of Halloween spirit.

Downtown Venice Halloween Strut October 31, 2025

This is one of the most family-friendly Halloween traditions in the area. Kids (and often adults) in costume parade through downtown as local businesses hand out candy. It just doesn’t get much more wholesome and fun than that. Expect music, decorated storefronts, and plenty of photo-worthy moments.

37th Annual Downtown Venice Art Festival November 1–2, 2025

Every fall, the streets of downtown Venice turn into an open-air art gallery. Hosted by Howard Alan Events and Venice MainStreet, this juried festival showcases artists from across the country. You can find everything from fine art and photography to ceramics, jewelry, and home décor.

It’s free to attend and is a great place to start your holiday shopping early or pick up something unique for your home.

** WANT MORE SEASONAL FUN? DON’T MISS OUR GUIDE TO SPRING EVENTS IN VENICE.

Wellen Park Fall Events

If you haven’t experienced a Wellen Park event, you’re in for a treat this fall! This neighborhood has genuinely become one of the area’s go-to community hubs. As the weather cools down, the entire area comes alive with festive lights, outdoor concerts, seasonal markets, and family-friendly gatherings.

The heart of it all is Downtown Wellen, where you can stroll by the lake, grab a bite at one of the restaurants, and enjoy the laid-back but lively vibe. Whether you’re here for holiday celebrations, a weekend market, or just an evening of live music under the stars, Wellen Park knows how to make fall feel special.

Here are some of our top Wellen Park event picks for the season:

Regular Weekly & Monthly Fun at Wellen Park

• DJ Nights at The Yard — Come from Monday til Wednesday evenings for laid-back music vibes.
• Serenade in the Shade — Thursday through Saturday offers up ambient acoustic sessions under the Heritage Tree.
• Friday Night Live Concerts — Outdoor music with food trucks and a lively community feel. Classic way to kick off the weekend.
• Sunday Groove at the Farmers Market — Chill Sunday tunes while you shop for fresh goodies.
• Monthly Dueling Pianos (3rd Thursday) — A crowd-pleaser at Solis Hall, which is always a fun, interactive night.

These regular happenings make it easy to enjoy Wellen Park on any given week. But this neighborhood keeps on giving. In addition to the regular lineup of events, Wellen Park will also host some epic seasonal entertainment. Our top picks are listed below. 

Bigger Seasonal/Fall Wellen Park Events

Oktoberfest at Wellen Park, October 4, 2025

This fall favorite features polka music, bratwurst, beer tents, and classic Oktoberfest games, including the stein-hoisting contest. It’s lively, festive, and perfect for the whole family. This is the second year it has run, and it is set to be an annual favourite in the area. It’s free admission and at the top of our list for not-to-be-missed fun events in Southwest Florida. 

Wellen Park Spooktacular Halloween, October 31, 2025

This is exactly what it says on the tin – a kid-friendly Halloween celebration with trick-or-treating at local shops. But in true Wellen Park style, it’s even more fun with a live DJ, plenty of seasonal treats, and even a dog costume contest! You better believe our pooch, Hana, is excited about entering this, and boy, is she in it to win it! We might even be tempted to share a sneak peek of her costume on our social media page, so be sure to follow us to catch it. 

Wellen Park Wine Festival November 14–15, 2025

If you love wine, food, and good company, the Wellen Park Wine Festival is the event of the season. It kicks off on Friday, November 14, with the elegant ‘Five-Course Dinner with an Exclusive First Taste’ at Solis Hall. This intimate, upscale evening will feature perfectly paired culinary creations and pours from acclaimed vintners and is expected to sell out quickly. Gosh, it even sounds fancy in writing!

The Saturday offers a full day of wine-themed fun and education, including a Wine Class 101 and the main event, the ‘Grand Tasting’, with nearly 40 vintners, local food tents, and live entertainment. Tickets are essential, and as well as general admission, there is both a VIP option and designated driver reduction (Our commiserations if you’re on driving duty this time – we recommend you leave the car at home so you can join in on the delicious tasting!)

Thanks4Giving Tree Campaign October 5 – November 14, 2025

This community-driven program invites residents and visitors to donate grocery gift cards, which are distributed to local families in need. The initiative is run in partnership with Wellen Park Rotary Club and aims to feed over 100 local families. 

It’s so simple to get involved: collect a gift tag from the tree in the Wellen Park Welcome Center (each one represents a family they hope to support), purchase a Publix gift certificate in the mount of your choosing (so great that there is no minimum amount so anyone can offer whatever they can), return your donation to the welcome center where your tag is hung on the tree to show festive progress. At the end of the campaign dates, meal packages are purchased and supplied to the number of families on the tag tree. It’s a great community project and a heartwarming way to give back to the local community during the season.

5th Annual Grilled Cheese Festival,  November 22, 2025

Cheese lovers, assemble! The Grilled Cheese Festival returns to CoolToday Park (the Braves’ Spring Training stadium in Wellen Park) for a full day of melty goodness, craft beer, and live music on the plaza. It’s free and family-friendly, with food trucks serving creative grilled-cheese combos (from classic melts to loaded gourmet builds), a beer garden with souvenir mugs, kids’ activities, and music. Festival hours run 11 AM til 6 PM. Our  advice: come hungry and pace yourself.

This day has become a little tradition for us when we celebrate our love of beer and grilled cheese… and Josh loads up on Braves Spring Training tickets. Single-game tickets are released on this day, so head over to grab your fill of cheese and baseball!

If you want to get a sneak peek inside the stadium then check out our video on Braves Spring Training at CoolToday Park . It’s one of our favorite behind-the-scenes looks at this Wellen Park gem.

Nearby Southwest Florida Festivals & Events

If you’re up for a little road trip (and who isn’t?), there’s plenty of fall fun just beyond Venice.

Fall Events in Sarasota

Sarasota Rocktoberfest October 17–19, 2025

Get ready to raise a glass at Sarasota Rocktoberfest, one of the most fun and festive fall events in Sarasota. This three-day celebration takes over downtown Sarasota with free live music, fantastic food, and refreshing drinks throughout the weekend.

Whether you’re there to enjoy the outdoor beer garden, shop the local vendor market, or soak in the laid-back Florida fall vibes, there’s something for everyone. The event is both family-friendly and dog-friendly, so bring your crew (including furry friends) and make a day of it.

Expect a lively mix of rock, pop, and local bands performing throughout the weekend, along with a variety of German-inspired dishes and regional favorites. It’s one of the easiest and most affordable ways to kick off festival season in Sarasota.

29th Annual Downtown Sarasota Craft Festival October 18–19, 2025

If you love handmade art, local talent, and a relaxed weekend stroll, the Downtown Sarasota Craft Festival is a must-do this fall. Held at 5 Points Park in the heart of downtown, this long-running event fills the streets with creativity, color, and a sense of community charm.

Now celebrating its 29th year, the festival showcases a diverse array of handcrafted treasures, including jewelry, ceramics, photography, paintings, clothing, and home décor. You’ll also find an inviting Green Market, where you can browse artisanal goods, including handmade soaps, gourmet spices, and tropical plants.

Admission is free, and the atmosphere is perfect for a weekend outing, making it easy to explore at your own pace with plenty of cafés, shops, and restaurants nearby. 

Water Lantern Festival October 25,  2025

The Water Lantern Festival at Nathan Benderson Park is one of the most magical fall events in Southwest Florida. Each October, this 600-acre lakeside park transforms into a breathtaking scene as hundreds of hand-decorated glowing lanterns drift across the water, each one carrying personal messages of love, hope, and remembrance.

It’s a beautiful, family-friendly evening filled with food trucks, live music, and a sense of calm community connection. Kids under eight get in free with a paid adult ticket (lanterns sold separately), and tickets often sell out early.

After the lanterns have floated away, keep the night going by grabbing dinner or drinks in town, or heading to PopStroke for a round of mini-golf under the lights.

Gulfcoast Pride Festival, October 25, 2025

Get ready for a burst of color and celebration at the Gulfcoast Pride Festival, held each fall in Sarasota’s vibrant Rosemary District downtown. Known as one of the fastest-growing LGBTQ+ events on Florida’s Gulf Coast, this festival literally fills the streets with energy, music, and community pride.

The event hosts more than 100 local vendors offering pride-themed goods, art, and handmade items, along with performances from both local and national entertainers. There’s no shortage of delicious food either, as the area’s restaurants and food artisans line the streets with a wide variety of mouthwatering treats.

Repticon Sarasota, October 25, 2025

Calling all reptile fans: Repticon Sarasota slithers back into town at the end of October, bringing with it a fascinating mix of scaly, slinky, and totally cool creatures. This family-friendly expo is part trade show, part educational adventure, and 100% fun for anyone who loves animals.

You’ll find vendors from all over Florida showcasing reptiles, amphibians, and exotic pets, plus everything you could ever need to care for them, from enclosures and feeders to unique reptile-themed merch. Even if you’re not planning to take home a new scaly friend, it’s a great way to learn about these amazing animals up close.

Tickets are incredibly affordable, starting at just $12 for adults and $6 for kids, with free admission for children 4 years and under. Each ticket is valid for all-day entry on either Saturday or Sunday.

Lights at Spooky Point October 3 – November 1, 2025

If you’re looking for something a little spooky but still totally family-friendly this fall, Lights at Spooky Point at Selby Gardens’ Historic Spanish Point campus in Osprey is the perfect pick. Every October, the gardens transform into a glowing Halloween dreamscape filled with twinkling lights, creative displays, and just the right amount of “boo.”

It’s a ticketed event with two entry times every day, so there’s plenty of opportunity to fit it into your schedule. Once there, you can wander the paths under the stars, spot pumpkins and ghosts tucked among the trees, and enjoy all the cozy Halloween vibes without the jump scares. It’s fun, festive, and gorgeous, especially when the lights reflect off the bay.

Pro tip: arrive early to explore the gardens in daylight, then stay around after dark to watch the whole place come alive. It’s a little eerie, a little magical, and a whole lot of fun.

Siesta Key Crystal Classic November 14–17, 2025

Fun on the beach isn’t just for summer! Every November, Siesta Beach turns into an outdoor art gallery as sand sculptors from all over the world compete in the Annual Siesta Key Crystal Classic Sand Sculpting Festival. Over four incredible days, 24 artists transform piles of that famous white Siesta Key sand into jaw-dropping masterpieces. Some of the displays are so impressive that they really make you forget they’re made from sand at all.

The festival isn’t just for watching, though. Spectators can join workshops, take sand-sculpting lessons, enjoy live music under the tent, and browse through 75 vendors at the Vendor Village, where they can find a variety of food, drinks, and souvenirs. On Saturday night, stick around for Sculptures After Dark, when the illuminated sculptures glow under colorful lights. It’s pure beachside magic.

If you’re feeling creative yourself, sign up for the Amateur Competition or cheer on contestants during the high-energy Quick Sand Contest. And don’t miss the Awards Ceremony on Sunday at 3 PM, when the top artists are crowned. It’s family-friendly, full of talent, and just the right blend of beach fun and artistic awe.

Sarasota Medieval Fair Weekends, November 1–30, 2025

Step into a world where history and pageantry collide at the Sarasota Medieval Fair, held under the sprawling oaks of The Woods of Mallaranny in Myakka City. Every weekend in November, this 50-acre fairground transforms into a lively medieval village filled with jousting knights, jesters, minstrels, belly dancers, and all the merriment you’d expect from a true Renaissance celebration.

Now celebrating its 21st anniversary, the fair is bigger and better than ever, with over 140 artisan shops, 14 performance stages, and an ever-changing lineup of entertainment. Each weekend brings a unique theme and a fresh roster of shows, so there’s something new to experience every time you visit.

Families can enjoy rides, games, and the Children’s Realm, while foodies will love the turkey legs, hearty feasts, and frothy ales that make the fairgrounds smell downright irresistible. Between the full-contact jousts, human chess matches, and endless live music, it’s easy to spend the whole day getting lost in the fun.

Tickets are flexible and easy to plan around, as you can grab a single-day ticket for any Saturday or Sunday, or make the most of the season with a multi-day flex pass, allowing you to experience all five weekends of fun. Since each weekend has its own theme and special lineup, the flex pass is a great way to catch it all.

Whether you’re a history buff, a fantasy fan, or just someone who loves a good themed festival, the Sarasota Medieval Fair is one of fall’s most unforgettable adventures and a highlight of fall events in Sarasota.

Lakewood Ranch Blues Festival December 6, 2025

After an unforgettable 2024 event, the Lakewood Ranch Blues Festival is gearing up for another soulful, high-energy weekend this fall, and the 2025 lineup is looking incredible. Expect two full days of live performances from some of the best blues artists around, along with delicious food, local vendors, and that laid-back, toe-tapping community vibe that makes this festival such a favorite.

The event brings together crowd-pleasing favorites and fresh new acts, all set against the welcoming backdrop of Waterside Place in Lakewood Ranch. Grab a drink, pull up a lawn chair, and settle in for great music, great food, and plenty of friendly faces.

Events in Punta Gorda this Fall

Englewood Beach Waterfest October 11–12, 2025

Get ready for high-speed thrills and beachside fun at Englewood Beach Waterfest, host of the APBA Offshore World Championship races on Saturday, October 11, and Sunday, October 12, 2025. This is the weekend when the Gulf roars as multiple classes of racing powerboats compete. According to the Race Weekend page, general admission tickets cover both full days of racing, so you won’t need to re-buy for Sunday. 

While the powerboats roar through the waves, on the sand you’ll find a Beach Oasis & Food Court with tents offering regional favorites, festival staples (think funnel cakes, popcorn, pretzels, ice cream), and a “Raceday cocktail” special for those who want something extra.

There’s also a Family Conservation Center, which is excellent for teaching kids (and adults!) about our marine and coastal ecosystems. If you’re into marine and conservation programming, that’s a fun stretch between races.

The festival kicks off with a Block Party on Friday, October 10, 2025, free to the public, held at Dignam Family Stage at Pioneer Plaza, as a fun warm-up to the racing weekend. 

7th Annual International Culture Fest, October 25, 2025

Take a trip around the world without ever leaving Punta Gorda at the 7th Annual International Culture Fest. This family-friendly celebration, taking place from 12 PM to 6 PM, invites guests to experience the beauty and diversity of cultures from around the globe, all in one vibrant waterfront setting.

You’ll find international cuisine, cultural crafts, and live performances representing traditions from around the world. Kids (and adults!) can join in educational activities and creative workshops while browsing local artisan booths and sampling flavors from around the world.

Presented by the Cultural Heritage Center of Southwest Florida, this event celebrates the region’s rich cultural mix, fostering connection, curiosity, and community joy.

Florida International Air Show — November 1–2, 2025

Get ready to look up — the Florida International Air Show is soaring back into Punta Gorda Airport this fall, filling the skies with roaring engines, precision maneuvers, and a whole weekend of aviation excitement. 

Gates open at 9 AM, and the flying kicks off at 12 PM, giving you plenty of time to explore the static displays, food vendors, and family exhibits before the show starts.

Now in its 44th year, this event features some of the world’s best pilots and aerial acts, including the U.S. Navy Blue Angels and the F-16 Viper Demo Team, vintage warbirds, and crowd-pleasing stunt pilots. On the ground, you’ll find everything from aviation education booths to up-close aircraft displays and kid-friendly activities in the Family Aviation Experience area.

There are ticket options to suit everyone. General admission is ideal for families and first-time attendees who seek the classic festival experience. At the same time, upgraded options include Flightline Club seating for shaded comfort and catered food, Photo Pit access for photographers looking to capture the best shots, and VIP Pavilion tickets for an all-inclusive experience featuring prime views and premium amenities. Kids 3 and under get in free, making it an excellent outing for families.

Holiday Lighting of the Village “Jingle & Jammies” November 15, 2025

The most anticipated event of the year in Punta Gorda is back, and this year’s theme is all about cozy cheer! The Holiday Lighting of the Village at Fishermen’s Village kicks off the holiday season with twinkling lights, festive fun, and a brand-new theme: “Jingle & Jammies.” Families are encouraged to arrive in their cutest and coziest pajamas for a night filled with contests, photo opportunities, and holiday magic.

Enjoy live music, Santa’s grand arrival, and the official Lighting of the Village. Shops stay open late, offering complimentary holiday treats while you browse for gifts and soak in the small-town magic of a Florida Christmas by the water.

Fall Festivals & Events in Fort Myers 

Edison & Ford Fall Festival October 18, 2025

Edison & Ford Winter Estates in Fort Myers hosts this lovely Fall Festival on Saturday, October 18, from 9 AM to 4 PM. The festival is free to attend (although some activities carry a small additional fee), offering a relaxed mix of crafts, music, food, and seasonal fun. For a little extra adventure, you can climb the historic Banyan Tree or pick out a pumpkin. 

Note that admission to the museum buildings, laboratory, and riverside areas of the property requires a separate ticket.

If you’re making a weekend of your travels, this event offers a nice blend of heritage, art, laid-back vibes, and local flavor, especially if you’re looking for something a little more low-key than the big festivals.

BIG ARTS Film Festival November 14–15, 2025

If you’re looking for a cinematic experience that feels both intimate and inspiring, make your way to Sanibel Island for the BIG ARTS Film Festival, a two-day celebration of film combining artistry, conversation, and community in a way only BIG ARTS can deliver.

The weekend includes exclusive screenings, live Q&As, and special gatherings where film lovers can connect with the creative minds behind the stories. Between screenings, guests can enjoy an opening reception, meet the filmmaker, and participate in discussions that illuminate how storytelling shapes our understanding of the world. It’s thoughtful, creative, and deeply human—the kind of event that reminds you why the arts matter and just how prominent they are in this creative corner of Florida. 

Fall Events in Tampa

Oktoberfest Tampa October 10–12, 2025

If you’re in Tampa this fall, don your lederhosen (or comfy jeans) and head downtown for Oktoberfest Tampa, held along the Hillsborough River at Curtis Hixon Waterfront Park. This annual celebration is one of the largest and most festive Oktoberfests in the region, marking its 16th annual appearance in 2025. 

Across three days, the festival is packed with authentic German cheer, live music, dancing, and Bavarian food & drink. You’ll find beer tents serving everything from Märzen to hefeweizen, along with traditional German eats like pretzels, sausages, and schnitzel. It’s a full-on German village vibe, right in the heart of Tampa. 

Fun competitions, such as Mr. & Mrs. Oktoberfest and a Beard & Mustache contest, take place during the festival, and stein-hoisting challenges keep things lively and entertaining. Oktoberfest Tampa is a Tampa fall event worth adding to your calendar.

Tampa Pig Jig October 18, 2025

What started as a friendly backyard barbecue competition has grown into a massive annual fundraiser and live music festival set against the beautiful backdrop of Julian B. Lane Riverfront Park in downtown Tampa.

This year’s lineup features nationally recognized country and rock artists, including Megan Moroney, Midland, and Matt Nathanson, promising a full day of good tunes and good vibes. Between sets, you can sample BBQ from the corporate cook-off, sip ice-cold drinks, play games, and hang out with the friendliest crowd in Tampa Bay.

Best of all, every bite and every beat supports a great cause, as proceeds benefit NephCure Kidney International, helping to fund research and raise awareness for rare kidney diseases.

Ford Taste of Latino Festival, October 26, 2025

Spice up your fall weekend with a trip to Historic Ybor City for the 7th Annual Ford Taste of Latino Festival at Centennial Park. This free, family-friendly celebration takes place from 12 PM to 6 PM. It brings together the best of Latin music, dance, food, and art for an unforgettable afternoon.

You’ll find live music and cultural performances filling the park, along with booths serving up authentic Latin flavors from across the Americas — think empanadas, tacos, pastelitos, and more. Local artists and vendors line the walkways, adding color and creativity to every corner.

Don’t miss the TOP Latino Chef Contest, where talented chefs compete for culinary bragging rights, or the Florida Latino & Latina Lideres Recognition Ceremony, honoring community leaders who make a difference across the state.

It’s the perfect Sunday outing to celebrate culture, community, and cuisine right in the heart of Tampa Bay this fall.

Hillsborough County Fair October 30 – November 9, 2025

Nothing says fall in Florida quite like the Hillsborough County Fair. It’s eleven full days of rides, music, food, and good old-fashioned family fun. Held at the Hillsborough County Fairgrounds, this annual event brings the community together with a little something for everyone.

Expect all your favorite fair attractions, from thrilling rides and delicious food (hello, funnel cakes and corn dogs!) to live shows and local competitions, along with special themed events throughout the week. Highlights include Rodeo Weekend, goat yoga, and interactive agricultural exhibits that celebrate the county’s farming roots.

From livestock shows and arts displays to nightly entertainment and a midway full of lights and laughter, it’s a fall tradition that captures everything we love about small-town fairs with a Florida twist.

Tampa Tattoo Arts Convention November 7 – 9, 2025

If you love art with an edge (or you’re thinking about adding to your own collection), the Tampa Tattoo Arts Convention is the place to be. Hosted by Villain Arts, this massive three-day event brings together hundreds of tattoo artists from around the country to showcase their unique styles, from fine-line and realism to bold traditional work.

The weekend features live entertainment, including sideshow acts, circus performers, and even a contortionist archer (yep, you read that right). You can browse vendors selling art, jewelry, and alternative fashion, or even enter a tattoo contest to show off your ink and compete for a trophy.

Tickets are $20 for a single-day pass or $40 for the entire three-day weekend. Children under 12 are admitted free, making it a fun (and surprisingly family-friendly) way to explore one of Tampa’s most creative and unconventional events.

Events in St Petersburg this Fall

Clearwater Jazz Holiday October 16-19, 2025

Get ready for four days of soulful sounds, waterfront vibes, and community magic at the 46th Clearwater Jazz Holiday, where you’ll be treated to a stacked lineup of headliners and emerging artists across several stages at Coachman Park in downtown Clearwater. Gates open at 4:00 PM on Thursday and Friday, and at 3:00 PM on Saturday and Sunday. 

St. Pete Pier Pumpkin Patch & Fall Festival October 10–19, 2025

Fall comes to life on the waterfront with the St. Pete Pier Pumpkin Patch and St. Pete Fall Fest, turning Spa Beach and Family Park into a seasonal wonderland with free admission. 

Stroll through rows of plump pumpkins (available for purchase), snap photos in rustic settings (complete with hay bales, a vintage truck, and more), and soak up the crisp autumn energy right by the water. 

The patch’s operating hours are variable, so do check before turning up. Beyond the pumpkins, the Fall Festival (on October 18) brings a full day of fun: local vendors, live music, a kids’ zone, face painting, festive décor, and a drone show as the evening highlight. It’s an easy, feel-good fall outing to bring the family (and your pup), meander the pier, pick your pumpkin, enjoy local bites, and catch that autumn glow over Tampa Bay.

Tarpon Springs Seafood Festival November 7–9, 2025

Get your appetite ready for the 37th Annual Tarpon Springs Seafood Festival as it takes over the Sponge Docks for a weekend full of fresh flavors, coastal vibes, and family fun. 

Admission is free, making it accessible to everyone. The festival runs from 12:00 PM to 9:00 PM on Friday and from 10:00 AM to 9:00 PM on Saturday. Saturday, 10 AM–5 PM, and Sunday.  

You’ll find plenty of seafood vendors serving up everything from Gulf shrimp to grilled fish. Of course, there are also non-seafood options available for those who prefer something else. Alongside the food, the event features a chef’s competition, live music throughout the weekend, arts & crafts booths, artisan vendors, and family-friendly activities. 

SAVOR St. Pete Food + Wine Festival November 1–2, 2025

SAVOR St. Pete (aka Savor The Burg) returns to Vinoy Park for two days of mouthwatering delight by the waterfront. This festival is all about enjoying the craft behind food and drink. Think local chefs, national culinary talent, craft beers, wines, spirits, and all the flavors in between. You’ll find a curated Grand Tasting Village full of food & beverage booths, cooking demonstrations, mixology segments, and interactive opportunities for food lovers. This is one of the top food + wine events on Florida’s Gulf Coast and a perfect excuse for a food-loving weekend trip to St. Pete.

SHINE St. Pete Mural Festival November 7 – 16, 2025

St. Petersburg puts on its artistic best each fall with the SHINE Mural Festival, and 2025 marks the 11th anniversary of this city-wide celebration of color, creativity, and community. Over the course of ten days, SHINE brings local, national, and international mural artists to walls all across the city, transforming blank surfaces into bold works of public art. This year, the festival plans to introduce 15 new murals, enhancing St. Pete’s already impressive outdoor art scene. 

Tips for Enjoying Fall Festivals in Southwest Florida

With so many significant events happening this season, a little planning goes a long way toward making the most of your weekend adventures. Whether you’re heading to a beachside concert, a waterfront wine fest, or a small-town fair, these quick tips will help you enjoy the day like a local:

• Arrive early for the big events — parking fills up fast.
• Bring cash; many food vendors still prefer it.
• Pack a lawn chair or blanket for outdoor concerts and movies.
• Check event sites for updates. Schedules sometimes shift due to weather.
• Explore neighborhoods while you’re there.  If you’re considering moving to the area, these events are an excellent way to get a sense of the community.

Which Venice Event Will You Go To This Fall? 

Fall in Southwest Florida is all about community spirit, sunshine, and enjoying the outdoors again after the hot summer. From local favorites to big regional festivals in Sarasota and Tampa, there’s something for everyone nearly every weekend.

This time of year is perfect for making the most of festival season or visiting to explore potential new neighborhoods. You’ll find fall in Venice and the surrounding area to be one of the most vibrant and welcoming times of the year.

Want more local guides? Check out our YouTube videos for real estate insights and fun things to do around Venice.

The post The Best 2025 Fall Festivals and Events in Venice, Wellen Park & Beyond appeared first on That Florida Life.

If you’ve been dreaming of a home that’s truly yours (designed around the way you live, with every detail handpicked to fit your lifestyle), then you’re in luck. Here in beautiful Wellen Park, one of Florida’s fastest-growing master-planned communities, you have the chance to make that dream a reality with ICI Homes, a top tier and highly sought after custom home builder in Florida.

Unlike most new construction homes in Wellen Park, where you pick a floorplan and select finishes from a limited range of options or design package, ICI Homes gives you the power to completely customize your home from the ground up. Want to expand the footprint? Add a game room or home gym? Maybe even a detached casita guest house for family and friends? Include gorgeous custom lighting? With ICI Homes, the options are endless.

In this post, we’ll walk you through:

• Who ICI Homes is and their role in Wellen Park
• The benefits of building a custom home in the Palmera & Oakbend Communities
• Exactly how the step-by-step process works (yes, we’ll keep it simple!)
• Extra tips on budgeting, timelines, and what to expect
• Why Palmera is such a special place to call home

Oh, and because sometimes it’s just easier to see it all in action—we’ve also made a video walkthrough of the ICI Homes custom home process right here for you:

Who is ICI Homes and Where Are They in Wellen Park?

ICI Homes is an award-winning custom home builder in Florida, with more than 40 years experience in the industry. They’re especially known for two things:

1. Beautiful floorplans with great flow
2. Incredible customization options 

In Wellen Park, you’ll currently find them building in the brand-new Palmera community, with plans to expand into the upcoming Oakbend community as well.

At Palmera Wellen Park, ICI Homes offers large 75-foot homesites—a big deal since many builders in the area use smaller lots. These wider sites mean you’ll have room to spread out, create beautiful outdoor living spaces, and even take advantage of stunning lake or preserve views.

If you’re curious about Palmera, check out our full Palmera Community Guide to find out why this area is so special!

Why Build a Custom Home in Wellen Park with ICI Homes?

Let’s be honest – there are a LOT of fantastic builders in Wellen Park, all offering amazing homes. After all, it’s one of the most sought after developments in the country. You could pick from any builder’s standard floorplans and end up with a lovely house. But if you’re looking for something special—something that’s designed just for you—here’s why you’ll love working with ICI Homes in Palmera:

True Customization

One of the biggest perks of building with ICI Homes is the freedom to truly make your home your own. Instead of being stuck with a handful of pre-set options, you get to take one of their award-winning floorplans and treat it as a starting point. Want to move a wall or shift the layout around? No problem. Need more space overall? You can expand the footprint to give yourself extra room where it matters most.

This is also where you can dream a little bigger. Maybe you’ve always wanted a dedicated game room, a private exercise studio (we even saw one home with a workout studio built into the bathroom – talk about convenient clean-up!), a cozy craft space, or even a temperature-controlled wine room? ICI Homes can make that happen, and more. 

And since Florida living is all about enjoying the outdoors, you can also design your lanai and backyard to fit your lifestyle, whether that’s a resort-style pool, an outdoor kitchen, or a space for cozy sunset dinners by the lake. With ICI Homes, your house doesn’t just look like every other home on the block. It reflects the way you want to live.

It’s all about designing your home to match your life, not the other way around.

A Resort-Style Lifestyle in Palmera

Of course, building your dream home is only half the story. You also want to love the community you’re living in. That’s where Palmera really shines. Life here feels like being on vacation every single day.

From the moment you drive through the gated entrance, you know you’re stepping into something special. At the heart of the neighborhood is a gorgeous clubhouse, the perfect place to gather with neighbors or just relax. Outside, you’ll find a resort-style pool complete with a splash pad, so whether you’re in the mood to lounge with a book or splash around with the kids, Palmera has you covered.

Staying active is easy too, thanks to a fully equipped fitness center, plenty of sports courts, and even a golf simulator. For the dog lovers, there’s even a dedicated dog park where your furry friend can run and play. And when you don’t feel like cooking, you don’t have to because Palmera will have its own onsite restaurant and bar, making it simple to grab dinner or a drink close to home.

To top it all off, a full-time lifestyle director keeps the community calendar packed with fun events and activities year-round. From fitness classes to social gatherings, there’s always something going on, which makes it easy to meet new people and really feel like part of the community.

Space to Breathe

Those 75-foot homesites make a big difference. You’re not squeezed in, and you have the chance to design a home with curb appeal, privacy, and outdoor living that feels like your own little oasis.

Now Selling – ICI Homes in Oakbend at Wellen Park!

If you’ve been dreaming of building a custom ICI Home in Wellen Park but are looking for a slightly lower price point than Palmera, then you’ll definitely want to check out the brand-new Oakbend community.

Oakbend is just getting started, with sales beginning in Fall 2025, and it already has people buzzing. This boutique-style neighborhood will have that same resort-style vibe you love about Palmera, but on a more intimate scale. Two builders will be here, but ICI Homes is the only custom builder in Oakbend—making them the go-to choice if you want a home designed around your lifestyle.

The homesites here are 50 feet wide, giving you more room than many other builders in Oakbend, and you’ll have the option of peaceful preserve or lake views. Just like in Palmera, ICI Homes offers a wide range of beautiful base floorplans that are completely customizable, so you can design your home exactly the way you want it.

And the location? Oakbend is just minutes from Downtown Wellen Park, with nature trails planned to connect the community straight to the action. Whether you’re grabbing dinner, meeting friends for coffee, or enjoying one of the many events downtown, everything you love about Wellen Park will be right at your doorstep. 

The Step-by-Step Process of Building a Custom Home with ICI Homes

If the idea of designing a custom home sounds overwhelming, don’t worry: it’s not nearly as complicated as you might think. ICI Homes has a clear custom home process to guide you every step of the way.

Here’s how it works:

Step 1: Choose Your Homesite

First of all, you’ll pick the perfect lot in Palmera or Oakbend to build your custom home upon. Many of the 75-foot or 50-foot homesites back up to either peaceful preserves or sparkling lakes.

Step 2: Pick Your Starting Floorplan

Every custom home starts with one of ICI’s award-winning base floorplans. Think of these like a canvas. You’re not starting from scratch, but you have the flexibility to modify it however you like. 

There are currently eight base floorplans to choose from, ranging from 2,600 to 4,000+ square feet with 2-5 bedrooms, 2-4.5 bathrooms, 2 car garages, and even  separate casita guest house option. And all fully customizable. Wow. 

Step 3: Dream and Design

This is where the fun begins! Starting with an architect, you’ll map out exactly how you want your home to look and function. You might want to add a game room, move the kitchen, or even expand the garage. No problem – they’ll draw it up. 

Step 4: Finalize Details

Once the big-picture design is set, you’ll work with ICI’s design team to choose your finishes, exterior style, and all the little details that make the home uniquely yours, making sure that everything, from the flooring and tiles to the cabinets and colors, is exactly what you want. 

Step 5: Construction Begins

Your design goes from paper to reality! During construction, you’ll have opportunities to check in on progress and see your vision coming to life. We know how important it is to feel like you’re in the loop at this stage. That’s why, when you work with us, Josh keeps you up to speed with regular meetings, updates, and even video recordings of the build-in-progress. 

Step 6: Move-In Day!

After a final walk-through and closing, you’ll officially have the keys to your dream custom home in Wellen Park. ICI Homes also provides a 2-10 Home Buyers Warranty for added peace of mind.

Not Ready for a Full Custom Build?

We get it—going the full custom route isn’t for everyone. It can be a big process, and sometimes you just want something beautiful that’s ready sooner. The good news is that ICI Homes also offers a selection of quick move-in homes in Palmera and Oakbend too. The inventory changes daily as homes are sold or released, so if you’re curious about what’s currently available, just get in touch with us and we’ll share the latest options with you.

Extra Things to Know Before You Build

Building a custom home is exciting, but it helps to go in with some extra tips in your back pocket.

Timeline

On average, the process from design to move-in takes about 12–18 months. Timelines can vary depending on the scope of your customization, materials, and permitting.

Budgeting for Customization

When you’re designing your dream home, it’s easy to get carried away. Keep these tips in mind:

• Decide upfront which upgrades are “must-haves” vs. “nice-to-haves.”
• Remember that some customizations (like moving walls) are easier to do during the design phase than adding later.
• Factor in outdoor living spaces. Florida life is all about the lanai!

As a point of reference, truly custom homes by ICI Homes, in Palmera, Wellen Park, start around $1.1 million and, depending on the level of architectural customizations, can exceed $2.5million. ICI Homes in Oakbend will start around $800,000 and go up from there. 

Resale Value

A home that’s uniquely yours can also be a big win for resale, especially if you choose upgrades that add long-term value, like expanded living spaces, luxury kitchens, or lake-view lanais.

Life in Palmera & Oakbend: More Than Just a House

It’s worth mentioning again that Palmera is one of the most exciting new communities in Wellen Park. Between the resort-style amenities, lifestyle programming, and the onsite restaurant, it’s designed to make everyday life feel like a getaway. And the new Oakbend community is just as exciting, with the ability to easily walk to dining, shopping and entertainment downtown!

Plus, Wellen Park itself is growing like crazy! With Downtown Wellen bringing in new shops, restaurants, entertainment, and outdoor recreation, you’ll have everything you need just minutes from your doorstep.

If you’re looking for a combination of luxury, lifestyle, and flexibility, building a custom home with ICI in Palmera or Oakbend at Wellen Park checks every box.

Why Choose That Florida Life to Help You Build?

We don’t just write about Wellen Park – we’re part of it. And when it comes to building your dream custom home in Wellen Park, you’ll want someone who knows the area inside and out. That’s where Josh comes in. As a New Construction Specialist, Wellen Park Diamond Club member, and award-winning Realtor, Josh has spent years building strong relationships with the area’s top builders and has an unmatched understanding of the communities, floorplans, and features that make Wellen Park so special.

He’s not just here to show you homes, he’s here to guide you through the entire process, from finding the perfect community and homesite to helping you navigate upgrades and customization options. His insider knowledge ensures you get the best experience possible (and often access to opportunities that others might miss.)

If you’re ready to turn your Florida dream into a reality, Josh is here to make it happen with expertise, insight, and a genuine passion for helping people love where they live.

Ready to Build Your Custom Home in Wellen Park?

Building a custom home with ICI Homes is one of the most exciting opportunities in Wellen Park right now. With larget homesites, lake and preserve views, endless customization options, and a resort-style community, Palmera or Oakbend is the perfect place to make your Florida dream home a reality.

If you’d like to learn more, tour these communities, or see available floorplans, reach out to us now. We’ll walk you through everything, connect you with the right people, and help you start building your dream home today.

The post Building Your Dream ICI Homes Custom Home in Wellen Park appeared first on That Florida Life.

Temps are up, flip-flops are on, and Florida has officially slid into its steamy, sun-drenched summer season. Yes, it’s hot—but that’s half the fun! Summer here means salty breezes, popsicles melting faster than you can eat them, and that glorious mix of sunscreen and sea air. Whether you’re soaking up the rays at the beach or escaping into an air-conditioned theatre, there’s no shortage of ways to enjoy Southwest Florida in the summer months.

We’re all about finding the best ways to live that Florida life – so we’ve curated our top picks for summer events in Florida’s southwest areas. This is your go-to guide for Summer events in Venice Florida, as well as Wellen Park, Sarasota, and beyond—think fireworks, live music, tropical night markets, foodie fests, and more. Grab your shades, your calendar, and maybe a handheld fan—let’s dive in!

Summer Events in Venice, Florida

Regular and Recurring Events in Venice, Florida

Throughout the summer, Venice continues to host its popular weekly happenings—perfect for both locals and visitors. The farmers markets offer the freshest produce and local artisan goods, while Yoga on the Beach brings early-morning zen by the Gulf. Monthly outdoor movie screenings and the fabulous Friday Night Concert Series fills downtown parks with live music as the sun sets, and history buffs will want to join the weekly Downtown History Tours, including the tantalizing Historic Culinary Tours. 

Speaking of tours, new to the rotation this year are the fabulous Shark’s Teeth & More Family Adventure Tour where you’ll explore the shores of South Brohard and Caspersen Beach on this guided fossil—shark’s tooth—hunting expedition. Held every Wednesday, Thursday, and Friday, 9 am–12:30 pm, the outing includes gear and tips to find prehistoric treasures, plus a short drive downtown to enhance the fossil-hunting experience. A fun, educational morning for families, tide-pool explorers, and adventurers.

There’s no shortage of ways to spend your days. You can find the full run-down of these regular events, and more, featured in our spring and winter events roundups.

Major Summer Events in Venice, Florida 

Beyond the regular weekly happenings, summer in Venice brings a lineup of unique and exciting events—some are seasonal favorites that locals look forward to every year, while others are special one-off experiences you won’t want to miss. Here are a few standout summer events happening around Venice, Florida.

Venice 4th of July Fireworks (July 4)

Celebrate Independence Day with a stunning 20-minute fireworks show over the Gulf, launched from North Brohard Beach. Best viewing is from Venice Beach, Brohard Park, Maxine Barritt Park, and the Fishing Pier. Arrive early for free parking at public lots nearby as space fills fast. Note that there is no seating allowed on the pier. The show is free, family-friendly, and accessible. 

Christmas in July (July 11 & 12)

Ready for a dose of holiday cheer in the middle of summer? Downtown Venice turns up the festive charm with its annual Christmas in July celebration—a sun-drenched, family-friendly event packed with activities, giveaways, and surprises. This two-day event transforms the historic downtown area into a merry wonderland of tropical holiday spirit. Think Santa in shades, elves on the loose, and sleigh bells paired with flip-flops!

Wander the streets while enjoying retail sales, festive drinks, live entertainment, and themed activities. Don’t miss the Elf Scavenger Hunt (download the sheet ahead of time!) where the kids can track down mischievous elves at participating stores and earn a free cookie from Venice Wine & Coffee Company.

Highlights include ornament-making workshops at Venice Theatre, Lunch with Santa (Friday at Bodrum and Saturday at Daiquiri Deck), and photo ops at the fire station and farmers market. Plus, enjoy specials and giveaways at over 30 participating downtown shops and eateries.

And yes—there’s even Kona Ice, raffle baskets, and a Family Fun Day at the Venice Art Center. It’s the perfect way to enjoy a little mid-year magic!

16th Annual Labor Day Weekend Venice Craft Festival (August 30 & 31)

Soak up summer with one of Venice’s most beloved traditions—the Labor Day Weekend Venice Craft Festival! Now in its 16th year, this two-day outdoor event brings local charm and creative energy to the heart of downtown. Stroll along historic Miami Avenue and explore rows of artisan tents filled with handmade jewelry, pottery, paintings, décor, wearable art, soaps, candles, and more—all crafted by independent artists from across the region.

The festival is free to attend and runs from 10 AM to 4 PM both days, making it a perfect way to spend a leisurely weekend supporting small makers and soaking in the Venice sunshine. Expect a festive atmosphere with live music, friendly crowds, and plenty of spots to stop for lunch or a cool drink along the way.

Parking is free and plentiful throughout downtown, with nearby public lots and street parking available—just come early for the best spots. 

Venice Beach Party (September 27, 2025)

Say goodbye to summer with your toes in the sand at the Venice Beach Party! This family-friendly afternoon bash is a local favorite, bringing live music, food trucks, and laid-back vibes to one of the most beautiful beaches on the Gulf Coast. With bands playing throughout the afternoon, a variety of beach games and kid-friendly activities, and delicious eats from local vendors, this is the perfect way to spend a sunny seaside Saturday.

Make sure to bring beach chairs and blankets so you can kick back comfortably and enjoy the show. Note that coolers and pets are not allowed, and the event will go on rain or shine, so come prepared either way! The event runs from 1 PM til 6 PM and for added convenience, a free trolley will run to and from Centennial Park to help ease parking worries.

Wellen Park Events and Festivals Summer 2025

Summer is the perfect time to soak in everything Wellen Park has to offer—from its stunning natural beauty to the growing lineup of fun, community-focused events. With warm evenings, glowing sunsets, and the lake as a backdrop, it’s easy to see why this area has become such a buzzing social hub.

Sundays come alive with the Downtown Wellen Farmers Market around Grand Lake, featuring fresh produce, artisan foods, flowers, handmade crafts, and family-friendly activities. Music lovers won’t want to miss the monthly Dueling Pianos at Solis Hall, a lively, interactive evening of sing-alongs and laughs held every third Thursday. For those focused on wellness, Wellen Park offers a variety of outdoor group fitness events—from Saturday Yoga on the Lawn to Monday Zumba by the Lake, plus running and cycling groups—all open to all skill levels and ages. And car enthusiasts can enjoy the monthly Cars & Caffeine show, showcasing vintage and unique vehicles from 8 AM til 11 AM each first Saturday (starting back from September 6th).

Beyond these ongoing favorites, two standout events—the lively Night Market and the engaging Solis Hall Summer Series—bring extra excitement and unique experiences throughout the summer.

Solis Hall Summer Concert Series

Wellen Park’s Solis Hall Summer Series offers a variety of weekday events every Monday and Tuesday through July, August, and September. Enjoy hands-on workshops, wellness sessions, and cultural programs designed to engage and connect the community. Whether you’re interested in creative crafts, yoga, or local arts, there’s something for everyone.

A highlight of the series is the Friday Night Jazz Cabaret, featuring intimate live jazz performances —perfect for a relaxing summer evening. Check the Wellen Park events calendar for schedules and ticket information to plan your visit.

Night Market at Wellen Park

On the second Thursday of every month, the Night Market transforms Downtown Wellen into an evening festival filled with artisan booths, food trucks, live music, and glowing string lights over the lake. It’s the perfect way to enjoy Florida’s balmy summer nights while shopping local. 

Southwest Florida Events & Festivals in 2025

Summer Events in Sarasota

Summer Circus Spectacular (June 13 – Aug 9) 

Step right up to the Summer Circus Spectacular in Sarasota. Presented by The Circus Arts Conservatory and The Ringling, the performance features world-class circus artists from Sarasota and beyond, dazzling audiences with acrobatics, juggling, aerial feats, and more. Held at the intimate Historic Asolo Theater, it’s a chance to see top-tier talent up close in a beautiful setting. With both daytime and evening shows available, it’s easy to fit into any summer schedule. Tickets are affordable at just $20 per adult and $15 for kids under 12, making it a perfect family outing or a unique cultural experience.

Red, White & Food Festival (July 3)

Kick off your 4th of July celebration early at the Red, White & Food Festival on Thursday, July 3. Held in Parking Lot 4 at The Mall at University Town Center, this family-friendly event runs from 4–9 PM and features 40+ food trucks, live entertainment, and a patriotic tailgate party. End the night with a spectacular view of the fireworks over Nathan Benderson Park—bring your lawn chairs and your red, white, and blue spirit! 

15th Annual Sarasota Improv Festival (July 18–19)

Get ready to laugh—the Sarasota Improv Festival is back at Florida Studio Theatre, July 18–19! Now in its 15th year, this high-energy weekend brings together 17 top improv troupes and over 80 performers from around the world. Expect two days packed with 29 hilarious shows, interactive workshops, and spontaneous moments you won’t forget. 

Single tickets start at just $10 per show, or you can save with a Festival Saver Pass—perfect if you want to catch multiple acts. It’s all happening in Downtown Sarasota, and every performance is completely unscripted—no two shows are the same. A must for comedy lovers or anyone looking for a fun, fresh experience this summer!

Sarasota Opera Food & Wine Festival (September 27)

Get a taste of Sarasota’s vibrant culinary scene at the Sarasota Opera Food & Wine Festival. This fun, community-centered event invites you to sample bites from top local eateries and sip on a curated selection of wines—all while supporting the talented young voices of the Sarasota Youth Opera.

Held at the beautiful Sarasota Opera House in the heart of downtown, the festival runs from 1 PM until 4 PM and offers something for every palate. General admission is $75 in advance or $85 at the door. And if you want a little something extra then VIP tickets ($150) include early access and special seating so you can skip the lines and relax in style.

Whether you’re a foodie, a wine lover, or an arts supporter, this event is a delicious way to give back and enjoy Sarasota’s cultural flair.

Fort Myers Events & Festivals This Summer

Bayside Park Concert Series (July 13 & 20)

Enjoy live tunes against gorgeous beach and sunset backdrops from 4-7 PM at Bayside Park, Fort Myers Beach. Admission is free and attendees are  encouraged to bring lawn chairs and leashed pets for a laid-back evening of acoustic and classic-rock performances. There is convenient parking near Matanzas Pass Bridge, with nearby restaurants and bars making it easy to grab dinner before or after. The event is weather-permitting so be sure to check the official event page for updates.

6th Annual Swing Out of Summer Golf Tournament (August 8)

Swing out of summer with a fun-filled tournament featuring a Hole‑in‑One contest where you can win up to $10K, “Beat the Pro” challenge, raffle, and a BBQ buffet. Played in teams of up to six, with packages priced from $150 to $1,200, this event raises funds for local charities. Space is limited and participants must book by August 1 via the official site.

Island Hopper Songwriter Festival (Sept 19–28)

Spanning venues from Captiva to Downtown Fort Myers, Island Hopper features 60+ live performances by top singer-songwriters, including Grammy-nominated acts like Chris Young and LOCASH. Most daytime concerts and beach shows are free, with select ticketed events offering intimate poolside acoustics and brunches. A free shuttle service and a dedicated app make navigating the festival easy, which was ranked a Top 5 U.S. music festival in 2024 .

Punta Gorda Events

Pineapple Fest (July 26, 2025)

Celebrate summer with tropical vibes at Pineapple Fest! Held at the lush Peace River Botanical & Sculpture Gardens in Punta Gorda, this fun-filled event features live steel pan and reggae music, plus cold drinks, local vendors, plant sales, and pineapple-themed contests. Show off your skills in the “Biggest Homegrown Pineapple” and “Best Pineapple Recipe” contests, and sample tasty bites from local food trucks.

General admission includes all festivities and under 5 and members go free. Tickets are available online or at the gate. Bring your own chairs or blankets and dress in your best pineapple gear for a truly tropical day!

Events in St. Petersburg, Florida

Dunedin Food Tour (Every Saturday & Sunday)

Discover the heart and flavor of charming Dunedin on a guided walking food tour, happening every Saturday and Sunday until September 2026. This leisurely tour takes you to 5–6 locally loved eateries and craft breweries, where you’ll sample signature bites like hogfish sliders and chef’s daily creations, along with small-batch beers and more. 

Along the way, you’ll hear fascinating stories about Dunedin’s rich Scottish heritage and its scenic location along the Pinellas Trail. Each stop is independently owned, offering a personal touch and unique flavors you won’t find anywhere else. It’s a delicious way to explore one of Florida’s most walkable waterfront towns. Book your spot early—tours fill up fast!

Tampa Bay Ice Cream Festival (July 20)

Cool down with the ultimate summer treat at the Tampa Bay Ice Cream Festival, held in celebration of National Ice Cream Day! Taking place at the scenic Spa Beach Park on the St. Pete Pier. This fun, family-friendly event brings together more than a dozen local vendors serving up all kinds of frozen goodies—think creamy soft serve, small-batch scoops, refreshing gelato, popsicles, and plenty more cool treats.

Admission is free and open to the public, and all frozen treats are available for purchase. Enjoy waterfront views while sampling your way through the best St Pete and Tampa Bay has to offer, then cast your vote for the “Best Ice Cream Award.”

There’s live entertainment and plenty of shady spots to kick back, making it a great outing for everyone. You’ll find public parking nearby in the Pier lots and downtown garages. Arrive early to beat the heat and the lines—this is one sweet event you won’t want to miss!

Great St. Pete Cupcake Contest (August 23)

Got a sweet tooth? The Great St. Pete Cupcake Contest is back for its 14th year at the Morean Arts Center, and it’s always a fun (and delicious) way to spend a summer afternoon. Pre-register to get your hands on a 12-pack of mini cupcakes made by local bakers—from kids and home bakers to pros and plant-based creators. You’ll get to sample each one and vote for your favorite in the People’s Choice Award.

Thinking of entering as a baker? Go for it! It’s just $15 per flavor, and judging happens before the public arrives. Just be sure to sign up before August 1—this event fills up fast every year.

Tampa Events and Festivals

Bolts Brew Fest (August 1)

Beer meets hockey at the annual Bolts Brew Fest, returning to AMALIE Arena on Friday, August 1, 2025! Hosted by the Tampa Bay Lightning, this craft beer celebration features more than 50 breweries serving up hundreds of beers from local, national, and international brands. Wander through the arena floor and concourse as you sip, play oversized games, snap photos, and soak in the lively atmosphere.

As well as General Admission, and General Admission Plus, VIP tickets are available and include early access, exclusive brews in the Ashley VIP Lounge, bonus food options, and a BOGO ticket for a preseason Lightning game. Tickets tend to go fast, so grab yours early and toast to an unforgettable night inside Tampa Bay’s favorite arena!

Tampa Bay Comic & Pop Culture Convention (August 1 – 3)

If you’re into comics, cosplay, or all things pop culture, Tampa Bay Comic Con is definitely worth checking out. It’s a fun three-day event where you can wander through artist booths, catch celebrity panels, snap pics with your favorite characters, and maybe even pick up something cool from the vendor floor. 

Whether you’re there for autographs, photo ops, or just to people-watch some epic cosplay, there’s always something going on. Hours run from noon to 10 PM on Friday, 10 AM to 10 PM Saturday, and 10 AM to 5 PM Sunday—so you’ve got plenty of time to soak it all in.

Choose from General Admission, VIP, Ruby Pass, or Multipass—VIP perks include early entry, collectible swag, and VIP panel seating. Parking is available in nearby garages and on-street, with easy access to I-275 and public transit. Bring your cosplay, imagination, and game face—this is one weekend every fan looks forward to!

710 Dab Day Festival (July 12)

Celebrate good vibes and alternative wellness at the annual 710 Dab Day Festival. It’s a chilled summer evening at the Cuban Club, featuring live music —expect electronica meets bass-heavy grooves. The event runs until 11:30 PM and sprinkles in a curated cultural vendor market, glassblowing demos, and interactive art installations. 

Top medical marijuana treatment centers and MMJ doctors will be on-site to educate and answer questions in a welcoming, informative setting. Whether you’re exploring holistic wellness or just here for the atmosphere, this community-driven festival is sure to be insightful. Entrants must be 18+ and vendors 21+. Tickets start at $35, with VIP access at 4 PM for early entry. 

2025 Summer Events in Southwest Florida

Summer events in Venice, Florida, bring the perfect mix of fun, flavor, and community spirit. Whether you’re exploring local festivals, enjoying live music, or spending time with family outdoors, there’s no shortage of ways to make the most of the season. These events are a great excuse to get out, meet new people, and create lasting memories. Keep an eye on what’s happening, and dive into all the exciting summer happenings Venice, and surrounding areas, have in store for you!

We’d love to know which summer events in Venice, Florida, you’re planning to check out! Share your pics and stories from the fun on Facebook and tag us @ThatFloridaLife — we’re excited to see what you get up to!

The post Don’t Miss These 2025 Must-See Summer Events in Venice Florida appeared first on That Florida Life.

So, you’re thinking of building custom homes in Wellen Park — first of all, congrats! There’s nothing quite like designing a brand-new home that truly reflects your life, style, and wishlist. If you’ve ever dreamed of a home that’s not just a house, but your house, you’re in the right place.

Wellen Park ®️, already one of the most sought-after communities in Southwest Florida, isn’t just known for its beautiful model homes and resort-style living (though there’s plenty of that to love). It’s also a place where you can create something entirely your own — whether that means building a custom dream home from the ground up or choosing a semi-custom home that gives you flexibility without the overwhelm.

And while many Wellen Park model homes are truly stunning productions, there’s a growing demand for more personalized, luxurious options. If you’re one of the many people looking for a home with more input, style, and space to grow, the good news is: you’ve got options. The key is knowing where to look, how the process works, and how to ensure you’re working with the right builder (and team!) from the start.

Helping Make The Process Easy For You

We’ve helped many families build semi-custom and custom homes in Wellen Park. With my background in land development and great relationships with these luxury home builders in Wellen Park, I’m here to help make the process easy for you and guide you through the entire journey. 

Don’t hesitate to reach out to me at any time if you have questions or want to talk a bit more about what you are looking for in your Wellen Park dream home!

Let’s break down everything you need to know about building semi-custom or custom homes in Wellen Park — where to find them, what to expect, and how we can help you make it happen, confidently and stress-free.

Why Build Custom Homes in Wellen Park ®️?

Wellen Park has earned its reputation for good reason. It’s vibrant, beautifully master-planned, and full of amenities that make everyday life feel like a vacation — think walking trails, community events, trendy restaurants, and outdoor adventures around every corner. And with its rapid growth and thoughtful design, it’s become the spot for new construction in the Venice/North Port area.

But what a lot of folks don’t realize is this: Wellen Park isn’t just for buyers looking for move-in-ready homes. There are also some incredible opportunities to build something more unique — homes that aren’t stamped out of a builder’s catalog, but designed (or at least tailored) specifically for you.

What’s the Difference Between Custom and Semi-Custom?

We hear this question a lot — and it’s a great one.

When people hear “custom home,” they often imagine starting from scratch with a blank slate — and that’s exactly what it is. A fully custom home is designed from scratch with your architect or builder. You get to decide the layout, materials, finishes, exterior look, smart features, lighting — you name it. You’re in control, from the floor plan and layout to every finish and material. If you can dream it, it can be built (within reason and local permitting, of course). It’s the ultimate way to personalize your living space.

On the other hand, semi-custom homes offer a bit more structure, but still plenty of flexibility. These homes start with an existing floor plan from a builder, but give you the ability to make meaningful changes. That might include moving a few walls, changing ceiling heights, choosing high-end finishes, or even expanding the footprint in specific directions. You don’t have to make every decision — but you do get a final product that still feels personal and unique.

Is It Worth It? The Pros and Cons of Going Custom

There’s something truly special about walking into a space that reflects your personality in every detail. There’s no doubt that custom homes offer excellent personalization and attention to detail. You get to choose everything from layout and lighting to tile and trim. You also have the chance to incorporate features that reflect your values, like high-efficiency systems, smart home tech, or eco-friendly materials.

That said, custom builds do take time, often 10 to 12 months or longer, depending on the size and level of customization. And because every decision is up to you, the process can sometimes feel overwhelming if you’re not working with the right team.

Semi-custom homes strike a nice balance. You get the luxury of choice but without the intensity of designing every last detail from the ground up. They can also be more cost-effective and often move a little faster. 

Pros of Custom Homes:

• Total creative control: Design it your way from day one.
• Higher-end materials and energy-efficient systems tailored to your preferences.
• Space that supports your lifestyle — whether that means a dream kitchen, dedicated office, or multigenerational layout.

Cons:

• The timeline: It can take 10–12 months (or longer) to complete.
• The decision-making: There are a lot of choices to make.
• The cost: Custom homes are typically more expensive than production or semi-custom homes.

Semi-Custom Pros:

• Less decision fatigue, but still plenty of personalization.
• Faster build time.
• A more manageable price point, without sacrificing that luxury feel.

Whether or not it’s worth building custom homes in Wellen Park, or anywhere, really comes down to your budget, timeline, and how involved you want to be in the design process.

What the Custom Building Process Actually Looks Like

Every builder’s process is a little different, but most custom home builds follow a similar path. And because I’ve worked with many of these builders before alongside my clients, I can help you understand the process and the differences. Here’s what you can expect:

1. Choose Your Builder: This is the most important step. You’ll want someone experienced, reputable, and a good personality match for you (this is a months-long relationship, after all). Having a knowledgeable Realtor with actual experience going through the design & build process with families makes a huge difference here.
2. Design and Planning: You’ll work with your builder and/or architect to draft a floor plan and choose design features. In Wellen Park, the builder will have their own in-house team of architects to work with.
3. Financing: Custom homes often require a construction loan, which is different from a standard mortgage. These loans pay the builder in phases as milestones are completed, and then convert to a traditional loan once the home is finished. This is a key distinction because obtaining a construction loan is a different process and comes with different cash flow considerations.
4. Permitting and Pre-Construction: Your builder will handle the necessary approvals and permits before construction begins.
5. Building Begins: Expect regular updates, inspections, and walkthroughs at key stages. As your agent, I’m here to document your build (including videos) at all of these stages so that we can be sure things are going according to your plans and to catch any mistakes before it’s too late. I’m very hands-on and highly involved with all of my client’s new build projects. So you can rest assured you won’t be alone to deal with the builder by yourself!
6. Final Walkthrough and Close: Before move-in, we’ll inspect everything together to ensure your home is just right.

And through it all, having a new construction expert (like us!) by your side makes it a stress-free memorable process – for all the right reasons!

Where to Find Custom & Semi-Custom Homes in Wellen Park ®️

Not every Wellen Park neighborhood offers true customization, so let’s narrow it down to the ones that do:

Everly

This is one of Wellen Park’s newest luxury enclaves — and it’s a showstopper. Everly is a standout for estate-style luxury homes. You’ll find true custom builds by award-winning builders such as John Cannon Homes and Lee Wetherington, alongside semi-custom options from Neal Signature Homes. This neighborhood is designed for those seeking a more personalized and upscale living experience. 

This gated community offers  elegant streetscapes, lush landscaping, beautiful lake views and access to planned high-end amenities like a private clubhouse and fitness center, Everly blends exclusivity with a warm, resort-style vibe. Even though this is a high-end community, it’s a small community with a relaxed feel, allowing for an exclusive experience for residents. 

We’ve helped a number of families build custom and semi-custom homes in Everly, so please reach out to us if you have questions or want to talk more about what they offer and your options. 

Gran Place

Tucked behind gates and nestled among nature preserves, Gran Place is a boutique community of just 42 homes — all semi-custom and crafted by Sam Rodgers Homes. This builder is known for timeless design, solid construction, and thoughtful touches. 

The neighborhood offers a peaceful, intimate feel with beautiful natural surroundings, yet it’s just minutes from Wellen Park’s Downtown area and CoolToday Park. Residents enjoy scenic walking trails, and serene views,all in a setting that feels private yet connected. This community does not have an amenity area, since the homes are considered the ultimate amenity. 

Palmera 

Palmera is one of the newest communities in Wellen Park and offers custom home opportunities with ICI Homes. ICI is a truly custom builder with almost endless options, flexible floorplans and upscale finishes. This builder gives buyers a strong blend of design flexibility and luxury features and finishes.

For those who prefer a semi-custom experience, then Homes by Towne in Palmera is another great option. In fact, they can do so many customizations that they almost seem like a custom builder in many ways. Homes by Towne allows you to change rooms, move walls and pillars, and even expand the footprint of the home itself. With many gorgeous lots, including lake view lots, Homes by Towne offers a great product for the price point. 

The Palmera neighborhood is thoughtfully designed for elevated living, will feature a coastal-inspired clubhouse with a fitness center, golf simulator, and dining options, as well as multiple pools, pickleball courts, a playground, trails, and an event lawn for community gatherings. Other key amenities include a lifestyle director who plans regular events and activities as well as an onsite restaurant serving food and drinks. Lawn maintenance and irrigation are included, offering convenience alongside luxury.

Esplanade

This is one of Wellen Park’s most anticipated upcoming communities — and it promises to deliver on luxury and lifestyle. Esplanade will feature only 877 homes, designed for active living and relaxation. On top of the resort-style amenities, residents can expect a signature “Bahama Bar” and membership passes to the adjacent Myakka Pines Golf Club, one of the area’s most beautiful golf courses. 

Primarily known for resort-style living, Esplanade will feature custom home options by John Cannon Homes, blending luxury living with community perks like pools, pickleball, and social events.

Esplanade is a very new community that is still in the initial planning phases. They will begin selling homes soon, so please reach out to us to learn more and be the first to know when they release their lots. 

Oakbend

Another new community in Wellen Park that is just beginning development is Oakbend.  This community will be offering larger homesites and custom homes by ICI Homes, allowing for greater design flexibility and personalized layouts. 

With fewer restrictions and more space to work with, Oakbend is ideal for buyers who want to bring their unique vision to life, and ICI Homes can offer stunning, fully custom options to help you realize your dream space. 

This community has a fantastic central location in Wellen Park, with easy access to the downtown Wellen areas and the CoolToday Stadium for shopping, dining and events. It will also have its own resort-style amenities for residents to enjoy. 

Meet the Builders: Who’s Who in Wellen Park ®️

Let’s take a closer look at the names behind these beautiful homes:

• John Cannon Homes is a well-known name in Sarasota and Venice for their detail-driven designs and ability to deliver stunning, one-of-a-kind residences. This is a well-recognized custom home builder who creates luxurious homes. 
• Lee Wetherington – Over 40 years of experience, delivering innovation, craftsmanship, and exceptional client care. They are known for their creative and innovative “bonus rooms” and creative spaces tailored to the dreams and lifestyle of the owners. 
• Neal Signature Homes – Think of them as the “luxury arm” of Neal Communities, with semi-custom options and upscale designs.
• Sam Rodgers Homes – A long-standing name in luxury homes in the local Sarasota area, with a national reputation for both elegance and durability.
• ICI Homes – Florida’s go-to builder for quality craftsmanship and flexibility in the custom space. Offering full customization of the home, the options are seemingly endless. 
• Homes by Towne – From Hawaii to California and Florida, Homes by Towne is known for offering semi-custom homes that feel almost like a custom home with all the options for customization – including moving walls and expanding footprints! They are also known for more modern and sophisticated designs.

Choosing the Right Builder — and Why It Pays to Work with an Expert

Choosing the right builder is one of the most important decisions you’ll make when building your semi-custom or custom home in Wellen Park. While the design and finishes might be what you fall in love with, it’s the builder behind the scenes who truly shapes your experience — and your outcome.

Here are a few key things to consider:

Reputation and Experience: Look at a builder’s track record. Have they been in the area for a while? Do they have a portfolio of quality work and happy homeowners?

Transparency: Make sure they’re upfront about pricing, timelines, and the overall process. Good communication is a must.

Quality of Workmanship: Touring model homes or completed builds can give you a sense of their attention to detail and craftsmanship.

Customization Flexibility: If you’re going custom or semi-custom, it’s important to know exactly how much flexibility you’ll have to make changes that matter to you.

This is where having the right Realtor by your side can make all the difference.

Having started my career over 20 years ago in land development overseeing the construction of luxury communities such as these in Wellen Park, I’m your new construction expert here at That Florida Life, I’ve helped hundreds of families build new homes in the area and I know which Wellen Park neighborhoods offer true custom or semi-custom homes (not just upgraded production models). I’m here to help you narrow down which builders best align with your style, budget, and timeline. 

Plus, I pride myself on being a very hands-on agent who is there for you every step of the way and documenting your build to ensure the builder delivers your dream home!

Why Working with a New Construction Realtor Matters (Hint: We Work for You)

A lot of buyers assume they don’t need a Realtor when building a new home, but that often leaves them stuck in a construction zone unsure how to navigate the process. Here’s a truth bomb you need to consider: 

The builder’s sales rep works for the builder. You need someone working for you.

When you work with us at That Florida Life, you get:

Expert Guidance from Start to Finish
We help you ask the right questions, review contracts, and understand your options — so you don’t feel overwhelmed or miss anything important.

Support Through the Process
From navigating paperwork to keeping everything on track, we’re your advocate through every step of the build.

On-the-Ground Oversight
We make regular site visits, document the build with photos and video (especially helpful if you’re out of state), and step in quickly if delays or issues arise.

It Doesn’t Cost You Extra
Currently, all the builders in Wellen Park offer to cover buyer-agent fees for you. That means you get all the benefits and expert guidance of working with a licensed realtor— without any extra coming out of your pocket for the home.

Exclusive Access & Perks
Lastly, as a  proud member of the Wellen Park Diamond Club, I’m part of an elite group of Realtors with deep connections to the area’s builders and developments. That means you get insider info, early opportunities, and sometimes even bonus incentives — just for working with the right person.

If you’re considering building a custom home in Wellen Park, don’t go it alone. We’re here to help you make confident decisions and ensure the entire process — from breaking ground to turning the key — is smooth and stress-free.

Ready to Start Building Your Dream Home?

Wellen Park ®️ is growing quickly, but there’s still room for homeowners who want to take a more personalized approach to Florida living.

Whether you’re looking for a fully custom masterpiece or a thoughtfully tailored semi-custom home, we can help you find the perfect fit — and the right builder to bring it to life.

If you’re curious about your options or ready to start planning your dream home in Wellen Park ®️, reach out to us. We’re here to make the journey smooth, exciting, and stress-free — just like your future home should be.

The post Semi-Custom & Custom Homes in Wellen Park: What You Need to Know Before You Build appeared first on That Florida Life.

As the days stretch longer and the sun shines brighter, Florida rolls into its sun-soaked season of water, fun, and outdoor play. While our “chilly” months (hello, 50s and 60s!) bring their own kind of magic, there’s something special about spring and early summer here—when the temps climb back into the 80s and sunny skies are practically guaranteed. It’s the perfect time to get outside, enjoy the vibrant community spirit, and dive into some of the best local events of the year. 

If you caught our Winter Events Roundup, you already know we love celebrating the seasons in style. Now, we’re back with a fresh list of can’t-miss Spring events in Sarasota, Venice, Wellen Park®, and Southwest Florida so mark your calendars and get ready for food, music, festivals, and more!

Watch the video below to get a roundup of our 6 favorite springtime festivals, or scroll on to read a comprehensive guide of Venice and surrounding area Spring events that you can’t miss.

Venice, Florida Events

Regular and Recurring Events in Venice, Florida

Venice is bursting with things to do all year long—but spring brings a fresh energy to the area’s already vibrant calendar. From daily heritage tours to weekly favorites like yoga on the beach, and monthly outdoor movie screenings, there’s no shortage of ways to spend your days. Here’s just a few of our favorite regular spring events: 

• Venice Farmers Market

Venice Farmer’s Market is held in the heart of downtown Venice, every Saturday. Here, you can discover fresh produce, artisanal goods, and local crafts. It’s a perfect way to support local vendors and enjoy the community atmosphere.​

• Friday Night Concert Series

Every other Friday night, the Centennial Park Gazebo comes alive with free concerts featuring local bands and artists. Bring a chair or blanket and enjoy an evening of music under the stars.​

• Monthly City Bicycle Ride

On the second Thursday of each month at 10:00 AM, the City of Venice organizes a group bicycle ride. Cyclists of all skill levels are welcome to join this leisurely ride, which promotes community engagement and healthy living. The route and meeting point details are typically announced closer to the event date, which you can find here.

• Venice History Tours

Step back in time and uncover the fascinating history of Venice! Whether you’re hopping on a guided golf cart ride, walking through historic downtown with a local expert, or diving into spooky tales on a haunted history tour, there are plenty of ways to discover the stories behind this charming Gulf Coast town. It’s fun for visitors and locals alike, and perfect for springtime meanders in the sunshine . Tour availability varies, as do the prices, so check the tour provider (linked above) for full details.

Major Events in Venice, Florida Spring 2026

Beyond the regular daily and weekly happenings, spring in Venice brings a variety of standout events—some annual favorites, others special one-time celebrations. Here are a few of our top picks from the spring events in Venice, Florida.

Pirate 1M, 5K, 10K, 15K, & Half Marathon (April 4th, 2026)

Runners of all skill levels are invited to join the race at Shamrock Park in Venice, FL. This event offers a series of races, from a fun 1-mile run to the challenging half marathon, making it perfect for all abilities or even a fun family challenge! 

Runners must sign up in advance at RunSignUp and the races start at 8am. The scenic route through the park provides a beautiful backdrop, and costumes are encouraged to add a festive pirate flair to the event. Winners of the best costume prize are announced at the start of the race, and all finishers will receive a themed medal! 

Venice Sharks Tooth Festival (April 11–12, 2026)

Celebrate Venice’s reputation as the “Shark’s Tooth Capital of the World” at Centennial Park for a weekend of fossil and beach-inspired fun. You’ll find vendors, live music, and delicious food. 

Although this event technically falls under Spring, it’s so much fun that we gave you a heads-up in our Winter events roundup to make sure you had plenty of time to mark it in your calendar! It’s one of the best events in Venice all year. 

Venice’s beaches are famous for their abundance of fossilized shark teeth, attracting enthusiasts from all over the world. The area’s unique geological history has created a rich deposit of these fossils along its shores, some of which we share on our YouTube video here.

This free, family-friendly festival offers a variety of fun activities for all ages. There’s an interactive shark-themed play area for kids (sorry, grown-ups!), which includes face painting, shark tooth hunting, and much more. 

While leashed dogs are welcome, it’s best to leave pets at home because the crowds are usually pretty busy. Guests are encouraged to bring their own chairs to comfortably enjoy the live music, though coolers will not be permitted.

Eggstravaganza Egg Hunt (April 4, 2026, 10:00 AM–12:00 PM)

Head over to Centennial Park between 10 am and 11.30 am, to celebrate the Easter holidays with a festive Easter egg hunt suitable for children under 12 years old. Plus, from 11.30 am til 12 pm there’s a special Beeping Egg Hunt for blind and visually impaired children up to 16 years. 

The event features over 2000 thousand hidden eggs, face painting, and a special appearance by the Easter Bunny. It’s free to participate in the search, and a fun yet chilled way to celebrate the holiday with the community.​

6th Annual Spring Fling Skim Jam (April 25th – 26th, 2026)

Zap Skimboards host this ridiculously fun event which brings together professional and amateur skimboarders for a weekend of competition and camaraderie in Nokomis. 

Attendees can enjoy a free skim clinic, watch high-energy contests, and meet top athletes during autograph sessions. The beachside event also includes music, food vendors, and raffles.​

If you’re hoping to participate, be sure to register in advance as on-the-day entries will not be permitted. Otherwise, grab your towel and enjoy an action-packed day of watersport display at what is fast becoming one of the most fun Springtime events in Venice. 

33rd Annual Downtown Venice Craft Festival  (June 20-21, 2026)

This beloved annual event transforms the streets of Historic Downtown Venice into an outdoor gallery filled with handcrafted treasures. Discover an array of unique items including jewelry, pottery, woodworking, wearable art, home décor, and more—each created by talented artists and artisans from across the country. 

Admission is free, and there’s plenty of shaded sidewalk space for browsing comfortably. Parking is available in nearby lots and public garages. 

The event is presented by Howard Alan Events in collaboration with Venice MainStreet, making it the perfect weekend outing for art lovers and curious shoppers alike.

Wellen Park ® Events and Festivals

If you haven’t been to a Wellen Park event this spring, you’re definitely missing out! More than just a place to live, it’s a vibrant community hub where the lifestyle really shines. The downtown area is where it all comes to life—live music, outdoor markets, family-friendly festivals, and more.  Here are some of our top picks this season:

Family Fun Day (April 11, 2026)

Downtown Wellen Park comes alive with laughter and play at the annual Family Fun Day on April 12, 2025, from 12:00 PM to 4:00 PM. The event is free to attend, and packed with entertainment for kids and families. Some of the fun you’ll find includes carnival games, a bubbly foam party, colorful face painting, interactive arts and crafts stations, and more. 

It’s the perfect way to enjoy quality time outdoors with loved ones while soaking up the vibrant community spirit that defines Wellen Park. 

Country Music Festival (May 2, 2026)

If you’re looking for a fun, family-friendly night out this spring, the Country Music Festival at Downtown Wellen Park is one to add to your calendar. Happening on May 2nd from 4:00 PM to 10:00 PM, this lively event brings a little Southern charm to one of the area’s fastest-growing communities.

Be warned, this isn’t just a concert — it’s a full-on country-themed experience. You’ll find live performances from country artists, including rising talent like Derek Lersch and local favorites, along with line dancing, interactive activities, shopping vendors, and plenty of food options. The whole event is designed to feel like a relaxed, high-energy evening where you can wander, listen to music, and soak up the atmosphere.

The festival is free to attend, making it a great option for families, couples, or anyone wanting a laid-back night out without the ticket price. With its mix of live music, local vendors, and community vibe, it’s the kind of event that really shows off what makes the Venice and Wellen Park area such a fun place to live and visit.

Cars & Caffeine at Wellen Park® 

Start your morning in style at the Cars & Caffeine event hosted by the Venice FL AACA Car Club on the first Saturday of every month except July and August, from 7:30 AM to 10:00 AM, at Wellen Park Boulevard in Venice. 

This casual and welcoming gathering invites classic car lovers, exotic car enthusiasts, and curious onlookers alike to enjoy a stunning display of automobiles while sipping fresh coffee and chatting with fellow car buffs. The event is free and open to all ages. 

Nearby Events & Festivals in Southwest Florida

Spring is a fantastic time to explore Southwest Florida’s vibrant lineup of festivals and community events. From coastal food fests to art shows and waterfront concerts, there’s always something happening. If you’re looking for spring events in Sarasota, annual events in Tampa, or just fun family things to do in Florida (not Disney), check out our top picks for seasonal happenings just a short drive from Venice!

Events in Boca Raton:

Boca H2O Music Festival – May 23, 2026

Dive into two days of sunshine, music, and water fun at the Boca H2O Music Festival in Boca Raton. This high-energy beachside event brings together top DJs and live acts, setting the stage for an unforgettable party atmosphere. 

Expect everything from EDM to pop, immersive light shows, and interactive experiences like water slides, foam zones, and floating stages and lounges. The festival caters to both day-partiers and night owls with extended set times and VIP cabana options. 

This Boca Grand Sandbar event is free to attend, and parking is available nearby with both self-park and shuttle options, but attendees are encouraged to arrive early or use ride-sharing services for convenience.

Events in Bradenton:

De Soto Grand Parade  (April 25, 2026)

The De Soto Grand Parade returns, as one of the top things to do in Bradenton, on April 26, 2025, bringing vibrant energy and rich local tradition to the heart of Manatee Avenue. Hosted by the Hernando de Soto Historical Society, this lively celebration honors the Spanish explorer Hernando de Soto, whose 1539 landing near Shaw’s Point is central to local lore. 

The Grand Parade is the crown jewel of a month-long series of events and is considered one of the oldest and largest parades in the Southeast. Spectators line the streets to enjoy dazzling floats, costumed performers, and collect festive beads and trinkets tossed into the crowd. 

The event is free and family-friendly, drawing locals and visitors alike for a night of history, fun, and community spirit.

Spring Events in Sarasota:

Sarasota Film Festival 2025 (April 10 – 19, 2026)

Celebrating its 28th year, the Sarasota Film Festival is a premier event showcasing over 200 films, including features, documentaries, and shorts from both established and emerging filmmakers. 

Attendees can enjoy Q&A sessions, panel discussions, and special appearances by industry professionals. The festival also emphasizes educational programs and community outreach, making it a cornerstone of Sarasota‘s cultural calendar.​

To avoid paying higher ticket prices, patrons are encouraged to pre-book showings or purchase a SFF membership (with discounts available) through the box office. 

La Musica International Chamber Music Festival  (April 6–10, 2026)

Enjoy world-class performances at the La Musica International Chamber Music Festival, happening April 6–10, 2026, at the Sarasota Opera House. This annual festival is in it’s 40th season and brings together accomplished musicians from around the globe for a series of intimate concerts featuring classical masterworks and modern pieces. 

Guests can also attend rehearsals, lectures, and special events designed to deepen appreciation for chamber music. For performance schedules and ticket info, visit the official La Musica website. Parking is available in nearby public garages and street parking is accessible throughout downtown Sarasota.

Suncoast Boat Show (April 17 – 19, 2026)

The Suncoast Boat Show returns to Marina Jack in Sarasota, offering 65,000 square feet of dockside excitement from luxury motor yachts and sportfishers to kayaks and inflatables. 

It’s the perfect day out for all ages, especially with Captain Don’s Kids Fishing Clinics, where kids can learn fishing techniques and go home with a free rod and reel! 

In addition to boats, you can explore vendor tents filled with marine accessories, electronics, clothing, jewelry, and nautical art. Children 15 and under get in free, and active military and veterans enjoy complimentary admission with ID. There is no box office onsite so remember to purchase your digital tickets in advance!

The event has been a local favorite for over 40 years, and with a portion of the proceeds supporting Mote Marine Laboratory’s ocean conservation efforts, it’s easy to see why. We agree that it’s definitely up there on the list of things to do in Sarasota this season. 

Elizabeth Moore Sarasota Open (April 5–12, 2026)

Part of the ATP Challenger Tour, the Sarasota Open attracts professional tennis players from around the world. Held at the Sarasota Sports Club, the tournament offers fans the chance to see rising stars compete on Har-Tru clay courts. 

The venue provides excellent amenities, including a clubhouse and viewing areas.​ Kids under 12 are admitted to the grand stand for free but still require a ticket. With a weather forecast of sunny but cool, it’s set to be a fantastic weekend event! 

Sarasota International Dragon Boat Festival (April 18, 2026)

Get ready for a thrilling day on the water at the Sarasota Dragon Boat Festival at Nathan Benderson Park! This exciting Gulf Coast event welcomes both competitive and community teams to race on a 400-acre world-class lake. 

Whether you’re a seasoned paddler or brand new, there’s a place for you—including solo participants via the ‘Experience Dragon Boat’ programs.

Race categories include 200m, 500m, and a 2K pursuit, or if you enter as a community team it’s three laps of 500m. 

Between races, attendees can enjoy the Health & Wellness Village, family-friendly festival vibes, and thrilling views of the action. Admission for spectators is free and race entry fees vary by division. 

Whether you’re paddling or cheering from the sidelines, the festival offers a day of excitement, food vendors, and family-friendly activities in a picturesque setting.​ Learn more or register here. 

Siesta Con 2025 (May 9, 2026)

Sarasota’s premier comic convention returns with a celebration of pop culture, featuring comic artists, voice actors, and gaming tournaments. Highlights include the original Batmobile display, cosplay contests, and a vendor hall filled with collectibles and artwork. It’s a must-visit for fans of comics, games, and sci-fi.

Kids under 10 go free and general admission is $10. You can upgrade to the VIP experience for $50 which gets you access to exhibitors and artists, cosplay contests, preferred seating, photo opportunities and autographing, and a VIP gift bundle! 

5th Annual Downtown Sarasota Spring Craft Fair (May 2 – 3, 2026)

This charming art festival takes over Five Points Park in the heart of Sarasota, transforming the downtown area into a vibrant celebration of creativity. 

Featuring 100% handmade works by talented U.S. artists, it’s an ideal weekend outing for art lovers and gift hunters alike.

Explore a variety of treasures including jewelry, pottery, ceramics, paintings, clothing, and more. The festival also features a lively Green Market with plants, orchids, spices, and gourmet treats to tempt your senses. With prices ranging from $15 to $3,000, there’s something for every taste and budget.

Add in some sunshine and the scent of fresh kettle corn, and you’ve got the perfect spring day out.

95th Annual Sarasota Tarpon Tournament (May 9 – June 14, 2026)

Step into fishing history with the 96th Annual Suncoast Tarpon Tournament in Sarasota— the world’s oldest tarpon tournament. Running from May 9 to June 14, this iconic event offers weeks of exciting angling, camaraderie, and community support. 

For just $150 entry fee, anglers can compete in divisions like junior, ladies, fly, His & Hers, and most releases. Weekly winners and select divisions advance to a two-day Fish-Off to determine the overall champion, whose name is inscribed on the historic trophy. 

Tarpon, known for their epic battles and thrilling leaps, are a true test of skill. With proceeds supporting local charities, this tournament blends sport, tradition, and giving back—making it a standout experience on Florida’s Gulf Coast.

Savor Sarasota Restaurant Week (June 1–14, 2026)

Sarasota is well known for its huge selection of welcoming and delicious restaurants and breweries. Celebrate 20 tasty years of Savor Sarasota from June 1–20, 2025! Over 50 restaurants across Sarasota County—from Longboat Key to Englewood—will serve up specially curated multi-course menus. 

Enjoy lunch for just $25 and dinner for $45 per person. It’s the perfect time to explore new spots or revisit your favorites. With flavors from around the world, reservations are highly recommended for this foodie favorite!

SPRING EVENTS IN FORT MYERS:

Fort Myers BBQ Bands & Brew (March 28, 2026)

If you’re up for a lively day trip just south of Venice, the BBQ, Bands & Brew Festival in Fort Myers is a great way to spend a spring Saturday. Taking place on March 28th from 11:00 AM to 6:00 PM at the Caloosa Sound Amphitheater, this family-friendly event combines great food, live music, and a relaxed outdoor atmosphere.

Expect a mix of food trucks, games, and live entertainment, with headlining performances like Hair Daze bringing energy to the stage throughout the day. It’s designed to be a casual, come-and-go style event where you can grab some BBQ, enjoy the music, and soak up the waterfront setting.

Even better, the festival supports a good cause — with proceeds benefiting Lee BIA Builders Care, a local nonprofit that provides emergency home repairs for elderly and disabled residents. It’s a fun, feel-good event that mixes great local vibes with community impact.

Fringe Fort Myers (May 28 – 31, 2026)

If you’re looking for something a little different (in the best way), Fringe Fort Myers is one to keep on your radar this spring.

This isn’t your typical theatre event—it’s bold, a little quirky, and full of surprises. Fringe is an unjuried performing arts festival, which basically means anything goes. You’ll find a mix of local and traveling performers bringing everything from comedy and storytelling to music, dance, and completely unexpected acts to the stage.

The excitement starts building throughout March with teaser shows, special events, and sneak peeks, leading up to the full schedule reveal on March 31. Then, tickets officially go on sale April 1 (and yes, some of these shows can sell out, so it’s worth grabbing them early).

One of the coolest parts? Every ticket you buy goes straight to the performers, so you’re not just having a fun night out, you’re supporting real artists and the local creative scene.

India Fest at Fort Myers  (March 14th, 2026)

Immerse yourself in the vibrant colors, flavors, and rhythms of India at the annual India Fest in Fort Myers. This popular celebration of Indian culture features traditional dance performances, live music, and a wide array of Indian cuisine—from savory street food to rich, flavorful curries. 

Visitors can explore cultural exhibits, shop for handmade crafts and clothing, and watch stunning showcases of classical and Bollywood-style dance. The family-friendly event is in it’s 34th year and typically draws around 3000 attendees from across Southwest Florida. 

Grow Fort Myers & Orchid Symposium  (April 11 – 12, 2026)

Celebrate sustainability and nature at the Grow Fort Myers & Orchid Symposium, at the UF/IFAS Extension in Fort Myers. This two-day event blends eco-conscious gardening education with the beauty of orchids, offering workshops on native plants, composting, pollinators, and water-wise landscaping. 

Orchid lovers can attend special talks from experts and shop for unique plants and garden supplies. 

There will also be kids’ activities, food vendors, and opportunities to connect with local environmental organizations. Admission is free, but registration may be required for some workshops. 

Events and Festivals in St Pete, Florida: 

Tampa Bay Blues Festival (April 10 – 12, 2026)

Experience the soulful rhythms of the Tampa Bay Blues Festival at scenic Vinoy Park in downtown St. Petersburg. This waterfront festival features a stellar lineup including Kenny Wayne Shepherd, Taj Mahal & The Phantom Blues Band, Jimmy Vaughn, Los Lobos and more.  

Guests can enjoy local food vendors, craft beers, full bars, and wine while soaking in the music. Don’t miss the official Kick-Off Party at the Palladium Theater on April 10. 

Kids under 12 are free but all entrants must have a scannable ticket either printed or on your phone. Tickets start at $75, with the top VIP tier reaching $800. Parking is limited near Vinoy Park, so plan ahead and check nearby public lots or garages.

St. Pete Pride Festival  (June 26–28, 2026)

Celebrate love, diversity, and community all month long at the St. Pete Pride Festival, returning this June for its 24th year. Throughout the city of St. Petersburg, the festival will host events including concerts, parades, art shows, and community gatherings, with major highlights like the Friday Night Concert & Market,  Pride Parade and Festival on the Saturday, and the Sunday Street Fair. 

This iconic event draws thousands and supports the LGBTQ+ community and allies. For updates, schedules, and ticketed event info, visit the St. Pete Pride website. 

Events and Festivals in Tampa:

Keel Farms Blueberry Festival  (Every Sat & Sun in April 2025)

Nothing says spring better than the sweet taste of perfectly ripe blueberries. Keel Farms savor this time by hosting the annual Blueberry Festival in Plant City, with events running every Saturday and Sunday throughout April from 10 a.m. to 3 p.m. 

This free, family-friendly event features blueberry picking, a blueberry shortcake eating contest, and a host of farm activities including camel rides, bounce houses, and a petting zoo. Local vendors, food trucks, and Keel and Curley’s signature blueberry wines round out the experience. 

Admission is free, with parking available on-site for $10 per vehicle. It’s the perfect day out for families, foodies, and fans of Florida-grown produce.

Tampa Bay Wine & Food Festival (April 7 – 11, 2026)

The Tampa Bay Wine and Food Festival is a culinary celebration that brings together top chefs, winemakers, and spirits producers for five delicious days of tastings, dinners, and waterfront events. 

From curated wine pairings to signature tasting nights under the stars, this festival showcases the best of Tampa’s culinary scene. Proceeds benefit the Community Initiatives Foundation’s EAT SMART campaign, which supports youth wellness in the area. 

You’ll find organised events in Tampa and St. Petersburg, drawing a crowd of food lovers and industry insiders. For full schedules and tickets, visit the official festival website. 

Tampa Bay Black Heritage Music Festival (April 25–26, 2026)

Now in its 26th year, the Tampa Bay Black Heritage Music Festival returns to Curtis Hixon Waterfront Park for two days of soulful celebration. From noon to midnight each day, guests can enjoy an incredible mix of live performances by national and local Black artists across genres, along with food trucks, art vendors, and cultural exhibitions. The festival honors African American heritage through music, community, and education. Admission details and performance schedules will be available soon at tampablackheritage.org. Located in the heart of downtown Tampa, the venue is accessible via parking garages and public transportation.

Tampa Caribbean Carnival  (April 18 – 19, 2026)

The 21st Annual Tampa Caribbean Carnival is a joyful explosion of color, rhythm, and island spirit, held at Perry Harvey Sr. Park. Experience the vibrant parade featuring masqueraders in elaborate costumes dancing through the streets, then enjoy an evening of live Caribbean music with performers like Alison Hinds, Lyrikal, Mical Teja, and more. 

The park transforms into a cultural village with authentic Caribbean food vendors, arts, crafts, and family-friendly fun, as this is one of the biggest and most popular annual Tampa events. This celebration of Caribbean heritage is free for kids under 5 to attend, though various tiered admission and VIP options are available for youths and adults. Street and garage parking is available nearby, but carpooling or rideshares are recommended as it does draw quite a crowd. 

6th Annual Juneteenth Festival (June 15 – 20, 2026)

Presented by Roc the Block Inc., the 5th Annual Juneteenth Festival brings together the community for a powerful and joyful celebration of freedom and Black culture. 

Featuring live music, spoken word, dance performances, and family activities, this free event honors the legacy of Juneteenth and promotes education and unity. Guests can also explore local vendors, cultural food stalls, and historical exhibits. 

Various events, seminars, and performances will take place over the five days, ranging in price from free to $300. A full itinerary can be found here. 

Which Spring Events in Venice, Florida Will You Make It To?

From arts festivals to outdoor adventures and flavorful food events, spring in Venice and the surrounding Gulf Coast is full of excitement. It’s the perfect time to soak up sunshine, enjoy the warm breeze, and explore everything Southwest Florida has to offer. Whether you’re a visitor or a local, don’t miss your chance to celebrate the season in true Florida style!

We’d love to know which events made it on to your calendar. Share your photos from local Florida events on Facebook and tag us in them @ThatFloridaLife

The post Top Spring 2026 Festivals & Events in Venice Florida (including Wellen Park®) & Southwest Florida appeared first on That Florida Life.

Are you nearing retirement and starting to think about where you’d love to spend your golden years? The right location can make all the difference to your wellbeing, how you spend your time, and stretch your savings. With its warm weather, tax-friendly benefits, and endless opportunities for fun in the sun, Florida is a top choice for retirees. 

With so many options, choosing where to retire in Florida can feel overwhelming. In this guide, we’ll highlight the best places to retire in Florida, breaking down what makes each location unique to help you find your perfect retirement haven. 

Why Florida is a Great Place to Retire

Florida’s warm climate and mild winters mean you can stay active with endless outdoor activities like golfing, fishing, hiking, and enjoying the beaches and parks anytime. There are ample museums, art festivals, and entertainment options to explore, too. 

Additionally, many active adult communities in Florida have amenities like fitness centers, pools, and social events. Here, meeting new people is easy and fun, filling your later years with friendships. 

And let’s not forget about the financial side of things. With no state income tax, you can keep more of your Social Security benefits, pension income, and retirement savings. Plus, many areas have affordable homes and property tax exemptions for seniors, making your budget go further..

Best Places To Retire In Florida

Florida has many great communities that are perfect for enjoying your golden years. No matter if you’re looking for an adventurous and active life, a community-centric vibe, or a laid-back paradise, the Sunshine State delivers plenty of options to choose from. 

Below, we’ve compiled our 23 best places to retire in Florida – each with their own perks. Let us know if there’s any we’ve missed! 

Gulf Coast and Southwest Florida

Sarasota – Culture & the Arts

• Population: Approximately 53,786 residents
• Share of Population 65+: Approximately 27% 
• Cost of Living: Approximately 5.3% higher than the national average
• Median Household Income: $62,615
• Average Home Value: $454,200

Sarasota is one of our favorite places for retirees. Located on Florida’s Southwest Coast, it’s part of the Suncoast Region along the Gulf of Mexico. The area is renowned for its vibrant arts scene, pristine beaches, and high quality of life. It regularly ranks in the top ten places to live in the U.S., which is no surprise when you weigh up the pros and cons of living here. 

>>Download our free Sarasota Relocation Guide here

The city offers a wide range of cultural attractions, including theaters, art galleries, and music festivals, while The Ringling Museum showcases an impressive art collection and circus history. From craft breweries to opera houses, sports games to nature preserves, and golf courses to boating tours, Sarasota offers something to do for all lifestyles, ensuring retirees have plenty of fun to fill their days. 

Another major draw for this area is the easy accessibility of healthcare. Sarasota Memorial Hospital ranks among the top 10 safest large hospitals in the U.S. 

While the cost of living is slightly above the national average, many retirees find the lifestyle and amenities well worth the investment.

 Search all homes for sale in Sarasota here

Venice – Charming Beach Town

• Population: 24,876
• Share of Population 65+: Approximately 61%
• Cost of Living: 5.3% higher than the national average
• Median Household Income: $65,478
• Average Home Value: $441,900

>>Download our free Venice Relocation Guide here

Venice, Florida, is a dream destination for many visitors—and for good reason. This charming Gulf Coast town blends natural beauty, small-town warmth, and vibrant community life. With its manicured boulevards, historic downtown, and miles of unspoiled beaches, Venice consistently ranks among the best and happiest beach towns in the U.S. 

Retirees enjoy the walkable streets in friendly neighborhoods, top-notch healthcare facilities, and various recreational activities, from golf and fishing to the area’s rich arts and culture scene. And Venice is just a short drive from Sarasota, offering a great balance for those who want access to world-class arts and culture while spending their days in a smaller, laid back charming beach town. 

Beyond its stunning coastline, South Venice offers unique perks like a private beach ferry, making waterfront living even more accessible. If you’re thinking about making Venice your home, check out the pros and cons of living in Venice to see why so many people choose to retire here.

Search all homes for sale in Venice here

Wellen Park ® 6th Hottest Master-Planned Development

• Population: 18,760
• Share of Population 65+: approximately 56%
• Average Home Value: $300s – $1M+

Wellen Park ® is one of Florida’s most sought-after retirement destinations, offering an unbeatable combination of top-tier amenities, thoughtfully designed neighborhoods, and an award-winning community layout. This master-planned paradise provides everything retirees could want—stunning homes, world-class healthcare, vibrant social opportunities, proximity to the thriving Downtown Wellen area, and easy access to the Gulf Coast’s best beaches. 

With excellent medical facilities nearby, including Sarasota Memorial’s state-of-the-art hospital, residents can enjoy peace of mind knowing quality healthcare is just around the corner.

For those looking for an active and engaging 55+ community, Brightmore at Wellen Park ® is a standout choice. This brand-new state-of-the-art neighborhood offers resort-style living with incredible amenities, social events organized by the on-site lifestyle director, and a laid-back Florida lifestyle. 

We’ve helped hundreds of families move to Wellen Park ®. With so many beautiful homes available, it’s easy to see why. Book a tour today and discover why Wellen Park ® is the perfect retirement place!

Search all Wellen Park homes for sale here

Port Charlotte – Affordable Near Coasts & Boating

• Population: 62,531
• Share of Population 65+: Approximately 33% of the population
• Cost of Living: 6.3% lower than the national average
• Median Household Income: $54,956
• Average Home Value: $296,500

>>Download our free Port Charlotte Relocation Guide here 

Boasting over 165 miles of waterways, Port Charlotte is a paradise for boating, fishing, and nature lovers. The area’s peaceful atmosphere and natural beauty make it ideal for those looking to slow down and savor their retirement years. It’s centrally located between Sarasota and Fort Myers, so residents can easily access bigger-city amenities while enjoying a small-town feel.

Beyond its scenic charm, Port Charlotte provides a fantastic quality of life, with plenty of activities and entertainment, including seven of the twenty golf courses in Charlotte County. Many neighborhoods feature canals where homeowners can dock their boats right in their backyards, which is ideal for those who love life on the water.

It’s also a practical choice for retirees thanks to its affordability and excellent healthcare options. The town is home to top medical facilities and a network of specialty care providers. Plenty of housing options fit different lifestyles and budgets, including an impressive variety of 55+ communities.

Browse all homes for sale in Port Charlotte 

Punta Gorda – Charming Boat Lifestyle

• Population: 19,230
• Share of Population 65+: Approximately 50% of the population
• Cost of Living: Approximately 6.3% lower than the national average
• Median Household Income: $68,923
• Average Home Value: $388,800

Punta Gorda is celebrated for its historic charm, waterfront views, and a strong sense of community. As one of the best retirement cities in Florida, it features a picturesque downtown area with quaint shops and restaurants and a variety of recreational activities such as boating, fishing, and walking along the scenic Harborwalk. The Fisherman’s Village, a popular shopping and dining destination, and local farmer’s markets are popular destinations for local retirees. 

You’ll love to know that the high quality of life comes with a relatively low price tag, as Punta Gorda rates below the national and state average cost of living. 

The area offers a strong sense of community and ample housing options, from waterfront homes with private docks to low-maintenance condos in active adult communities, and excellent healthcare facilities.

Browse all homes for sale in Punta Gorda 

Englewood – Coastal Living in “Old Florida”

• Population: 19,683
• Share of Population 65+: Approximately 57% of the population
• Cost of Living: 5.3% higher than the national average
• Median Household Income: $55,788
• Average Home Value: $388,200

Englewood offers a peaceful coastal lifestyle with a lower cost of living than many other Florida beach towns. The area feels more like “old Florida” and boasts beautiful beaches, scenic state parks, and plenty of opportunities for outdoor recreation, including fishing, boating, and wildlife observation. You’re also just a short drive away from the magnificent Gasparilla Island and Boca Grande, an affluent winter-haven for wealthy families over the years including the Rockefellers.

Despite its small-town feel, Englewood has all the essential amenities, including healthcare facilities, shopping, and dining options. There are some great local farmers’ markets,as well as cultural events on historic Dearborn Street, and access to top-rated golf courses. Named the “Best Affordable Place in America to Retire,” Englewood blends old Florida charm with modern conveniences. 

More than half of the population here are retirees, so the consensus is that it’s an ideal destination to spend your golden years! 

Browse all homes for sale in Englewood

Cape Coral – Largest Canal & Boating  Lifestyle Community!

• Population: 193,003
• Share of Population 65+: Approximately 24% of the population
• Cost of Living: 4.2% higher than the national average
• Median Household Income: $65,282
• Average Home Value: $377,400

>>Download our free Cape Coral Relocation Guide here

Cape Coral is a fantastic place to retire, offering an affordable cost of living, beautiful waterfront properties, and endless recreational opportunities. 

Known as the “Waterfront Wonderland,” the city boasts over 400 miles of canals—more than any other city in the world—making it perfect for retirees who love boating, fishing, or simply enjoying scenic water views, and one of the best places to retire in Florida on the water.

Located just north of Fort Myers, residents can easily access top-rated healthcare and amenities. Nearby, you can relax on Sanibel and Captiva Islands’ pristine tropical beaches or take advantage of the city’s many parks and golf courses. 

Search all Cape Coral homes for sale 

Fort Myers – Sports, Culture & Beaches

• Population: 84,694
• Share of Population 65+: Approximately 21% of the population
• Cost of Living: 4.2% higher than the national average
• Median Household Income: $51,682
• Average home value: $349,500

>>Download our free Fort Myers  Relocation Guide here

Fort Myers is one of the fastest-growing areas in Florida. Despite this, it has retained its laid-back, welcoming vibe. It has a warm climate, top-rated beaches, and abundant things to do. 

The city caters to golf enthusiasts, nature lovers, and baseball fans who can catch spring training games for the Boston Red Sox and Minnesota Twins here. Downtown Fort Myers also serves plenty of arts and culture, waterside dining, and shopping galore. 

Lee Memorial Hospital services the area, and ranks in the top 1% of U.S. healthcare facilities. With a low cost of living and a high quality of life, retirees can spend their days fishing along the Caloosahatchee River, exploring the Edison and Ford Winter Estates, or simply relaxing on nearby Sanibel and Captiva Islands.

Search all homes for sale in Fort Myers 

Lakewood Ranch – Top Selling Master-Planned Community in US

• Population: 29,408
• Share of Population 65+: Approximately 30% of the population
• Cost of Living: 5% higher than the national average
• Median Household Income: $110,026
• Average home value: $697,450

Lakewood Ranch is a top-selling master-planned community spanning 50 square miles across Sarasota and Manatee counties. Some homes here have a Sarasota address, while others will have a Bradenton address. 

It offers retirees a vibrant lifestyle with over 20 villages featuring golf courses, gated communities, and 55+ options. The cost of living is slightly higher than the national average. Still, the community provides excellent amenities like shopping, dining, and local activities. 

Safety is a top priority, with a dedicated police department and gated neighborhoods. 

Lakewood Ranch also boasts award-winning wellness and fitness offerings, top-notch healthcare options, and easy access to Sarasota and Manatee County’s resources, making it an ideal place to retire if you enjoy an active and accessible lifestyle. 

Search all homes for sale in Lakewood Ranch

Babcock Ranch – Sustainable Resort-Living

• Population: 5,000+
• Share of Population 65+: Approximately 28% of the population
• Cost of Living: 6% lower than the national average
• Median Household Income: $62,909
• Average home value: $414,900

Babcock Ranch near Fort Myers in Southwest Florida is an innovative, solar-powered master-planned community perfect for retirees. 

Designed for walkability, biking, and golf cart accessibility, it offers an active and eco-friendly lifestyle. With a rich history dating back to 1914, the community sits on 18,000 acres, half of which remain green space and preserve. 

Retirees enjoy resort-style pools, scenic lakes, hiking trails, and a public 18-hole golf course. Homes range from $ 300K to over $1 million, and healthcare is conveniently available at the on-site Lee Health Life Center. Founder’s Square hosts social events, making it a vibrant, connected place to retire for the eco-conscious. 

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Parrish – Affordable New Construction

• Population: 34,608
• Share of Population 65+: Approximately 25% of the population
• Cost of Living: 5% lower than the national average
• Median Household Income: $101,213
• Average home value: $400,000

Parrish is a growing community in Manatee County with a laid-back, small-town vibe. It sits right between Tampa and Sarasota, making day trips and city conveniences easy. 

Home prices here tend to be lower than in bigger cities, which is a big draw for retirees, as are the lower-than-average crime rates. Plus, there’s plenty of nature to enjoy. Little Manatee River State Park is home to one of Southwest Florida’s most pristine blackwater rivers, which flows nearly 40 miles through diverse ecosystems and aquatic preserves. Just a short drive away, Terra Ceia Preserve State Park features 2,000 acres of mangrove forests, wetlands, and uplands, with miles of trails, kayak routes, and fantastic fishing spots. 

With new shops, restaurants, and healthcare facilities popping up, Parrish offers a quiet, scenic lifestyle without sacrificing conveniences. It definitely ranks up there as one of the best small towns to retire in Florida. 

Search all homes for sale in Parrish

Central & North Florida

St Petersburg – Vibrant Urban Living Near the Beach

• Population: 258,245
• Share of population 65+: Approximately 19% of the population
• Cost of living: 2.8% higher than the national average
• Median household income: $64,375
• Average home value: $346,900

St. Petersburg, Florida, is a fantastic place to retire. It offers affordable living, beautiful weather, and a vibrant lifestyle. Known as “Sunshine City,” it boasts 361 days of sunshine per year and an average comfortable temperature of 74 degrees. 

Surrounded by the Gulf , Tampa Bay, and Boca Ciega Bay, St. Pete is a haven for outdoor enthusiasts who love boating, fishing, and beach life. Downtown St. Pete features world-class museums, art galleries, and diverse dining. 

The area has excellent healthcare, with Bayfront Health, St. Anthony’s, and Morton Plant Hospital nearby. With home prices starting around $200,000, it’s accessible compared to other Florida hotspots. St. Petersburg is one of our top-rated cities for Zoombirds, making it ideal for remote workers planning an eventual retirement.

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Tampa – Urban Hot Spot With Great Lifestyle

• Population: 380,476
• Share of population 65+: Approximately 12% of the population
• Cost of living: 4.2% higher than the national average
• Median household income: $59,893
• Average home value: $381,000

>>Download our free Tampa Relocation Guide here

Situated on Tampa Bay along the Gulf Coast, Tampa is a popular retirement location for retirees who want to be near the water for the boating lifestyle but still have access to city amenities. Home prices vary, with waterfront properties commanding higher prices. Still, overall, the cost of living is reasonable compared to other major Florida cities. 

Temperatures dip a bit in the winter, but humid summers can reach 90 degrees. As with most of Florida, hurricanes are possible between June and November. However, the last time the area had a direct hit was 1921, so it’s a fairly promising climate! 

The city is rich in culture, featuring the Straz Center for Broadway shows and concerts, world-class museums, and the city has become a major sports town with teams like the Buccaneers, Lightning, and Rays. 

Tampa General Hospital ensures excellent healthcare, and the area has a trauma center. With an international airport and easy interstate access, Tampa provides a perfect blend of convenience, entertainment, and relaxation for retirees.

Browse all Tampa homes for sale here

Dunedin – Unique Culture & Vibes on the Coast

• Population: 36,110
• Share of population 65+: Approximately 36% of the population
• Cost of living: 2.8% higher than the national average
• Median household income: $55,729
• Average home value: $410,500

Dunedin has a charming coastal lifestyle just north of Clearwater with a strong sense of community. Its Scottish heritage, walkable downtown, great breweries, and scenic trails blend history, culture, and nature. 

Residents enjoy waterfront views, access to Caladesi and Honeymoon Island State Parks, and a thriving arts scene. The Dunedin History Museum and historic Fenway Hotel add to its character. Events like the Highland Games and Mardi Gras celebration bring people together. 

A diverse economy, mild climate, and proximity to Clearwater and Tampa provide convenience without the congestion of larger cities, making Dunedin a peaceful yet engaging place to call home. 

Browse all Dunedin homes for sale here

Ocala – Rolling Green Hills & Equestrian Lovers

• Population: 62,351
• Share of population 65+: Approximately 18% of the population
• Cost of living: 13.0% lower than the national average
• Median household income: $46,841
• Average home value: $278,500

Known as the “Horse Capital of the World,” Ocala is home to over 400 thoroughbred farms and the impressive World Equestrian Center. Beyond horses, Silver Springs State Park provides stunning natural beauty with historic glass-bottom boats, hiking trails, and kayaking. 

Located in Central Florida, Ocala sits about 45 minutes from Gainesville, offering a relaxed pace without sacrificing convenience. The cost of living is below the national and state average, making it another of our most affordable places to retire in Florida and an attractive choice for those looking to stretch their retirement budget. Quality healthcare is available through facilities like HCA Florida Ocala Hospital and AdventHealth Ocala, ensuring peace of mind alongside the area’s scenic charm.

Browse all Ocala homes for sale here

St. Cloud – Peaceful Living Near Attractions

• Population: 57,610
• Share of population 65+: Approximately 12% of the population
• Cost of living: 1.1% higher than the national average
• Median household income: $65,274
• Average home value: $385,400

St. Cloud offers a peaceful small-town atmosphere with easy access to the world-class amenities of nearby Orlando. Originally founded as a retirement community for Civil War veterans, it retains a strong sense of history while providing modern conveniences. 

Nestled along East Lake Tohopekaliga, the area boasts scenic waterfront views, fishing, and outdoor recreation. 

The cost of living is reasonable compared to many other Florida cities, and healthcare options are readily available in both St. Cloud and Orlando. With charming local shops, parks, and a welcoming community, St. Cloud blends old Florida charm with the convenience of city life just minutes away.

Browse all St Cloud homes for sale here

Nature Coast (Crystal River, Homosassa, Cedar Key, etc.)

• Population: Varies by town; for example, Crystal River has approximately 3,161 residents, and there’s a total of 140,453 in Citrus County but almost double that in Hernando County, which are both within the Nature Coast area
• Share of population 65+: Approximately 35% in some areas
• Cost of living: 12% lower than the national average
• Median household income: $40,000
• Average home value: $229,900

Nature Coast is vast, including counties like Citrus, Levy, Hernando, and Pasco. We’ve spent a lot of time in this area RVing, and it is a beautiful and peaceful area full of nature!

Known for crystal-clear springs & manatees, sprawling state parks, and abundant wildlife, it’s ideal for outdoor activities like fishing, kayaking, and hiking. 

The cost of living is lower than in many Florida coastal areas and also a good bit lower than the national average, making it one of the most affordable places to retire in Florida. There’s a good mix of waterfront homes, rural properties, and small-town communities. With a slower pace of life and easy access to nature, the Nature Coast is perfect for relaxed, scenic living throughout your retirement.

Browse all Nature Coast homes for sale here

Watersound – Luxury Resort-Living in the Panhandle

• Population: 13,141
• Share of population 65+: Approximately 24%
• Cost of living: Higher than the national average
• Median household income: $31,739
• Average home value: $237,600

Watersound is a luxury, master-planned community in the Florida Panhandle, located along Scenic Highway 30-A, about 17 miles northwest of Panama City Beach and 30 miles east of Destin. 

Jimmy Buffet’s Latitude Margaritaville active adult development has put the area on the map in recent years. However, the stunning Gulf views and laid-back coastal lifestyle have long been attractive for retirees who love outdoor activities like boating, fishing, and golfing. 

The community is gaining attention and is expected to expand significantly in the coming years, potentially rivaling the size of Wellen Park. 

East Coast & South Florida

Delray Beach – Quiet Beach Living Near Urban Hot Spots

• Population: 66,434
• Share of population 65+: Approximately 26%
• Cost of living: 14.1% higher than the national average
• Median household income: $69,804
• Average home value: $355,700

Delray Beach offers a perfect mix of coastal beauty and top-tier 55+ active adult communities in Florida. Located on the Atlantic Coast between Boca Raton and Boynton Beach, it provides easy access to stunning beaches, upscale amenities, and a lively downtown scene. 

The Pineapple Grove Arts District, Cornell Art Museum, and numerous parks create a rich cultural atmosphere, and public gardens and nature trails offer peaceful retreats. The walkable downtown is a hotspot for all ages, filled with trendy shops, restaurants, and entertainment. 

With warm weather year-round, excellent healthcare facilities, and a welcoming retirement community, Delray Beach is a fabulous location for social and active retirees.

Browse all Delray Beach homes for sale here

Port St. Lucie – Relaxed & Affordable Florida Living

• Population: Approximately 204,851 (2020 Census)
• Share of population 65+: Approximately 20% of the population
• Cost of living: 1.4% lower than the national average
• Median household income: $68,647
• Average home value: $372,300

Port St. Lucie, situated on Florida’s Treasure Coast, about halfway between Miami and Orlando, is an affordable and peaceful retirement location. It’s one of Florida’s best-kept secrets for retirees looking for affordability without sacrificing amenities.

The city started out as a retirement development and was incorporated in 1961, becoming Florida’s third-largest city by land and seventh-most populous. Once lacking key infrastructure, the city’s resilience has shaped it into a thriving, award-winning community that flourishes due to the implementation of resident feedback. 

Affordability is a major draw, with nearly 84% of residents owning homes—one of the highest rates in the nation. It’s also Florida’s safest large city. U.S. News ranked it the second safest place to live in the U.S. in 2022, and it remains in the top five today. 

The area is renowned for scenic waterways winding around lush green golf courses, including the PGA Village. It offers abundant outdoor activities such as fishing, boating, and catching the New York Mets’ at their spring training facility. 

Residents enjoy the pristine North Fork of the St. Lucie River, a state-designated aquatic preserve and an engaged community that values growth, safety, and quality of life.

Browse all Port St Lucie homes for sale here

Vero Beach – East Coast Beach Life!

• Population: 16,254
• Share of population 65+: Approximately 29% of the population
• Cost of living: 3.2% lower than the national average
• Median household income: $54,311
• Average home value: $349,200

Just north of Port St. Lucie is Vero Beach, a hidden gem on Florida’s Atlantic Coast. With top-notch golf courses, endless water activities, and fantastic fishing spots, it’s an excellent place for those who enjoy staying active and exploring the outdoors.

Beyond recreation, Vero Beach has a deep appreciation for arts and culture. The city is home to fascinating museums and vibrant galleries, such as the Vero Beach Museum of Art, and you can catch live performances at Riverside Theatre. You’ll find plenty of unique boutique shopping and dining options to suit any budget. 

Living costs are reasonable, and housing prices remain more budget-friendly than in other coastal areas. Quality healthcare is readily available, and the small-town charm mixed with uncrowded coastal beauty makes it easy to settle in and feel at home.

Browse all Vero Beach homes for sale here

Jacksonville – Affordable Urban Living on the East Coast

• Population: 937,690
• Share of population 65+: Approximately 13% of the population
• Cost of living: 4% lower than the national average
• Median household income: $58,263
• Average home value: $280,200

Jacksonville, often called the “River City by the Sea,” offers little of everything. There’s always something to enjoy, from art and museums to sunny outdoor adventures, sports, top-notch dining, and great shopping. 

Affectionately known to the locals as “Jax,” it combines laid-back beach life and city energy. It boasts 22 miles of coastline, a scenic riverfront, and plenty of parks for retirees who love the outdoors. Fishing, boating, and golfing are everyday activities here, and the winter weather is mild enough to enjoy them year-round.

Beyond nature, Jax has a thriving arts scene, from public murals to the Museum of Contemporary Art. There’s live music, great restaurants, and an NFL team to cheer on. Plus, with top-rated hospitals like the Mayo Clinic nearby and the cost of living below the national average, retirees can enjoy adventure and peace of mind in one of the best places to retire in Florida on a budget.

Browse all Jacksonville homes for sale here

Key West – The Ultimate Island Lifestyle

• Population: 26,776
• Share of population 65+: Approximately 19% of the population
• Cost of living: 48.2% higher than the national average
• Median household income: $75,638
• Average home value: $1,015,000

Key West, nestled at the southern tip of the Florida Keys, offers retirees a unique blend of history, culture, and upscale lifestyle. 

You can still find a lot of Old Florida charm in the area. The island’s historic Old Town features architecture and landmarks such as Ernest Hemingway’s former residence. The area is so laid-back and easygoing that residents often ride bikes or walk, embracing a car-free lifestyle in this idyllic area. 

The Lower Keys Medical Center meets healthcare needs and ensures 24-hour emergency access. While summers are warm and humid, the tropical climate remains a year-round draw for many.

However, this upscale lifestyle comes with a price tag. The cost of living in the Florida Keys is significantly higher than the national average, with housing being a significant factor. But if you can afford it, then this welcoming community will make you wonder why you never relocated there sooner!

Browse all Key West homes for sale here

How to Choose the Best Florida Retirement Destination for You

Finding the perfect place to retire in Florida depends on several key factors:

• Your budget will determine where you can comfortably afford to live, considering housing costs, property taxes, and the general cost of living.
• Your lifestyle preferences will help you narrow down your choices, whether you enjoy the arts, outdoor recreation, small-town charm, or bustling city life. 
• Access to quality healthcare is essential, especially if you have specific medical needs or prefer to be near top-rated hospitals.

Before making a final decision, visiting your potential retirement spots is crucial. 

Spend time exploring different areas, talking to locals, and experiencing the lifestyle firsthand. Floridians are a welcoming bunch so don’t be shy to ask locals what they love about the area!

Finding The Best Florida Retirement Communities for You

We’ve said it before, and we’ll say it again—there really is a community for every preference in Florida! Retirement communities across the Sunshine State serve a wide range of budgets and lifestyles, from vibrant city life to coastal relaxation to quiet, nature-filled retreats. 

It’s no surprise that Florida is a top choice for retirees. Finding the Florida retirement community that fits your lifestyle, budget, and needs is key—and we’re here to help! 

As relocation experts, we can help you understand your options and even arrange tours of potential homes and areas. Get in touch today to explore the perfect place to enjoy your Florida retirement!

**Note – All statistics and figures were correct at the time of  publishing in March 2025 according to Bestplaces.net and Realtor.com. Every effot has been made to ensure these figures stay up to date but there may be fluctuations in them due to the nature of the information. 

The post 23 of the Best Places to Retire in Florida: Our Top Picks for Sun, Fun & Affordability appeared first on That Florida Life.