Fall & Winter Festivities Near Treasure Island

Autumn and winter in Treasure Island are all about cozy sunsets, cooler coastal breezes, and community celebrations. When you stay at Crystal Palms Beach Resort, you’re minutes away from some of the most anticipated events on the Gulf Coast. Whether you’re a returning guest or a first-time visitor, there’s no better time to soak in the local spirit. 

 

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

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.

 

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.

 

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.

 

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.

Stay at Crystal Palms in Treasure Island

Crystal Palms Beach Resort combines spacious condo-style suites with the ease of beachside living, ideal for couples or families seeking comfort and convenience. After a day of sightseeing or seasonal festivities, come home to your own private balcony and unwind in style. With the best of Treasure Island just a short walk or drive away, you’ll never miss a moment of the fun.