Last Updated October 19, 2025
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.
