Your Guide to Fall & Winter Events in Treasure Island
- August 27, 2025
- Chloe Ketterer
Your Guide to Fall & Winter Events in Treasure Island
There’s something extra special about spending Fall by the beach. At Sunset Vistas, you can enjoy the peaceful Gulf waves by day and jump into vibrant seasonal events by night. Whether you’re visiting for a fall festival, a holiday boat parade, or New Year’s fireworks, you’re perfectly positioned for fun and relaxation. Check out what’s happening near Treasure Island this season.
SEPTEMBER
Latin International Film Festival
September 27, 2025 / Creative Pinellas
Dive into the vibrant world of Latin cinema at this International Film Festival, a two-day event at Creative Pinellas. Celebrating films inspired by Latin culture, this festival in nearby Largo offers an unforgettable cinematic journey with captivating stories and compelling performances. The event highlights the rich tapestry of Latin culture through film.
OCTOBER
Taste of The Beaches
October 4–12, 2025 / Various Locations
Savor the flavors of the Gulf Beaches during this weeklong culinary celebration. With participating restaurants in Treasure Island—including Caddy’s Treasure Island, Sloppy Joe’s, Taco Bus, Curious Soul Bakery & Coffee Shop, and Sea Dog Brewing Co.—and many more nearby, guests can sample signature “Tastes” from a variety of local spots. Simply select the dishes you’d like to try, purchase tickets, and redeem them at participating restaurants from October 4-12. Proceeds benefit Big Brothers Big Sisters of Tampa Bay, making each bite a way to give back.
Jazz Holiday Festival
October 16-19, 2025 / Coashman Park
This annual festival celebrates 46 years and blends traditional jazz with modern twists under the Florida sky, making it a beloved tradition. New for 2025, two side stages add 14 more performances for a pre-party vibe before headliners hit the main stage. Expect a diverse bill with smooth jazz, funk, soul, blues, and more for a different feel each day.
Halloween Trick or Treat Trail
October 24, 2025 / 6 – 8 PM / Treasure Bay Golf, Tennis & Recreation Center
Treasure Island is hosting a Trick-or-Treat Trail for little ghouls and goblins on Oct. 24 from 6 to 8 p.m. at the Treasure Bay Golf, Tennis & Recreation Center. Kids can enjoy trick-or-treating, interactive entertainers, inflatables, food, drinks, and more, with prizes for costumes. A costume contest kicks off at 7 p.m. – bring a pail and have a howling good time!
Halloween On Central
October 25, 2025 / Central Ave between Dr M.L.K. Jr St and 31st St
Halloween On Central is back with costume contests, trick-or-treating, and more at a huge street festival. Central Avenue transforms into a car-free, family-friendly celebration with lots of fun activities. You can bring your dressed-up pup for the dog costume contest. This event is free for everyone!
Sueños de Dalí
October 25, 2025 / 1 Dali Blvd.
Sueños de Dalí promises an enchanting escape into a realm where art and fantasy collide at the Museum’s most anticipated event. Revel in themed bars, bites, and entertainment that dance on the edge of reality and imagination within the iconic building and gardens. This unforgettable soirée supports the Museum’s vital nonprofit mission in culture and education. Admission grants access to galleries plus the special exhibition.
NOVEMBER
St. Pete Run Fest
November 14-16, 2025 / 480 Bayshore Dr SE
This three-day festival offers flat and scenic running events, a Rollin’ Oats Wellness Market and Cafe, local grub, live tunes, and craft brews from locals. Sign up for the 5K, 10K, or half-marathon, or get the kiddos hyped for the kids’ race. Each route showcases gorgeous waterfront, historic neighborhoods, and fun murals. It’s a fun fest for runners and families alike.
Country Fest
November 21-23, 2025 / Vinoy Park
St. Pete Country Fest brings the nation’s top country music artists to the iconic Vinoy Park from November 21-23. The festival features 3 stages, over 40 artists, a variety of local vendors, and activities for the whole family. Kicking off a new annual tradition in St. Pete, this festival celebrates country music’s best along the stunning waterfront. Over 3 days, attendees will experience top-tier talent, emerging artists, and regional up-and-comers.
Shopapalooza Festival
November 29-30, 2025 / Vinoy Park
Don’t miss the biggest Small Business weekend celebration at the annual Shopapalooza festival in nearby St. Pete! This festival features over 350 small businesses, food trucks, beer and wine, live painting, kids’ activities, and a visit from Santa. This free, family-friendly event is perfect for holiday shopping while supporting local businesses.
Annual Sanding Ovations Master’s Cup
November 20-23 & 29-30, 2025 / 10650 Gulf Blvd
Master sculptors will transform sand and water into stunning works of art at the Sanding Ovations event. The event features live music, food, a craft market, and a children’s area with sand-sculpting lessons. It’s free and open to the public.
DECEMBER
Holiday Lighted Boat Parade
December 20, 2025 / 5 – 7:30 PM / Treasure Island
Join the holiday fun at Treasure Island’s Lighted Boat Parade on Saturday, Dec. 20, starting at 6 p.m. Celebrate beforehand at Treasure Bay Golf & Tennis from 5–7:30 p.m. with music from a DJ, visits from Santa and Mrs. Claus, and interactive entertainers. Enjoy festive food and drink while watching the dazzling parade of boats light up the night.
Make Sunset Vistas Your Home Base
After a day of adventures, unwind in your private suite at Sunset Vistas, where every stay feels like home. With stunning views, family-friendly amenities, and close proximity to Treasure Island’s best events, it’s the ideal place to celebrate the season.
