2026 Treasure Island Events: Fun & Sun Near Crystal Palms

Treasure Island is a vibrant destination where sun, sand, and culture come together in unforgettable ways. From lively food festivals to sand sculpture masterpieces and waterfront parades, there’s always something exciting happening just steps from the Gulf. Staying at Crystal Palms Beach Resort puts you within minutes of all the area’s top events, giving you the perfect home base to explore Treasure Island, St. Pete Beach, and Clearwater.

JANUARY

Downtown Dunedin Craft Festival
January 3–4, 2026 – Pioneer Park & Bandshell, Dunedin
Now in its 29th year, the Downtown Dunedin Craft Festival is a favorite among artists and visitors alike. The event takes over Main Street with high-quality, handcrafted goods, offering the perfect mix of local charm and upscale appeal. It’s a great way to spend the weekend browsing unique creations while supporting talented makers.
 

St. Petersburg Power & Sailboat Show
January 16–19, 2026 – Duke Energy Center for the Arts, Mahaffey Theater Yacht Basin, St. Petersburg
The Gulf Coast’s largest boat show returns with impressive displays of powerboats and sailboats, along with interactive exhibits and kids’ fishing clinics. Explore the latest models, meet marine experts, and check out exclusive vacation savings through The Moorings. With attractions like the Dali Museum and Beach Drive nearby, this event is as much about the waterfront lifestyle as it is about the boats.
 

St. Pete Tacos & Tequila Festival
January 17–18, 2026 – Vinoy Park, St. Petersburg
Get ready for a flavorful weekend with over 30 food vendors serving tacos and Mexican dishes. Enjoy live mariachi bands, mural artists, Lucha Libre wrestling, a taco-eating contest, and plenty of tequila cocktails or cold Coronas to wash it all down. With the stunning St. Pete waterfront as the backdrop, this festival is a feast for the senses.
 

Annual Tampa Bay Frogman Swim
January 18, 2026 – Gandy Beach, St. Petersburg
This challenging open-water swim supports the Navy SEAL Foundation, raising awareness and funds for the families of Naval Special Warfare personnel. Participants swim across Tampa Bay from St. Petersburg to Tampa in an inspiring tribute to the sacrifices of America’s elite warriors. Even as a spectator, the event is a powerful and moving experience.
 

FEBRUARY

Florida State Fair
February 5–16, 2026 – 4800 US Hwy. 301 North, Tampa
A Tampa tradition since 1904, the Florida State Fair offers food, rides, games, exhibits, and live entertainment. From fried delights to thrilling midway rides, it’s a family-friendly event that captures the fun and excitement of fair season in Florida. Don’t miss the livestock shows, creative arts, and daily performances.
 

Helly Hansen Sailing World Regatta
February 12–15, 2026 – 11 Central Ave, St. Petersburg
This national sailing series brings one-design, dinghy, and offshore boats to the waters of St. Petersburg. With world-class race management and lively social events, it’s a favorite for competitive sailors and spectators alike. Post-race parties, speaker series, and waterfront camaraderie make it a can’t-miss regatta.
 

St. Pete Seafood & Music Festival
February 20–22, 2026 – Vinoy Park, St. Petersburg
Savor fresh seafood, sip refreshing drinks, and enjoy live music at this three-day festival by the water. Local restaurants and food purveyors prepare delicious dishes on-site, with options for seafood lovers and vegetarians alike. Between performances, browse a marketplace of arts, crafts, and fine products.
 

MARCH

Firestone Grand Prix of St. Petersburg
February 27 – March 1, 2026 – Downtown St. Petersburg
Kick off the IndyCar season at one of the most exciting street circuits in the country. The 2026 race also marks the debut of the NASCAR Craftsman Truck Series on the downtown course. With a 1.8-mile, 14-turn circuit winding through scenic St. Pete streets, this high-octane weekend blends motorsports with city energy.
 

Back to the Beach: Sand & Kites & Coastal Delights
March 8–9, 2026 – Gulf Front Park, Treasure Island
Treasure Island’s newest event celebrates resilience and creativity with a combination of sand sculptures and kite flying. A giant sand sculpture will symbolize the city’s recovery, while colorful kites fill the sky above. With live music, food trucks, and local vendors, it’s a lively festival of community and coastal beauty.
 

Pier 60 Sugar Sand Festival
March 27 – April 12, 2026 – Clearwater Beach
This 17-day celebration transforms Clearwater Beach with 1,000 tons of sand turned into breathtaking sculptures. Visitors can walk through a 24,000-square-foot exhibit and marvel at the artistry of 17 world-class sand sculptors. It’s a magical event that highlights the beauty of the Gulf’s famous white sands.
 

APRIL

Tampa Bay Blues Festival
April 10–12, 2026 – Vinoy Park, St. Petersburg
Celebrating its 30th anniversary, the Tampa Bay Blues Festival is recognized as one of the nation’s best. The lineup features legends like Kenny Wayne Shepherd and Taj Mahal, plus award-winning regional acts. With food vendors, craft drinks, and the waterfront setting, it’s three unforgettable days of music by the bay.
 

MAY

Tacos & Margs Crawl
May 2–3, 2026 – Downtown St. Petersburg
Celebrate Cinco de Mayo with a bar crawl through St. Pete’s best spots. Enjoy exclusive taco and margarita specials, live music, DJs, and plenty of surprises along the way. With VIP and general admission options, it’s a lively fiesta for food and drink lovers.
 

St. Pete Food Truck Festival
May TBD, 2026 – Vinoy Park, St. Petersburg
Hosted by 3 Daughters Brewing, this massive food truck festival brings together dozens of local favorites. From loaded fries and giant burgers to pizza and desserts, there’s something for every craving. Enjoy craft beers, ciders, and live music in a fun, family-friendly atmosphere.
 

St. Pete Italian Fest
May TBD, 2026 – Vinoy Park, St. Petersburg
Immerse yourself in Italian culture with authentic food, wine tastings, and live music. Highlights include an Italian car show, cultural exhibits, and performances by top Italian bands. It’s a delicious and festive celebration of Italy right on the waterfront.
 

JUNE

Madeira Beach Midnight Market
June TBD, 2026 – R.O.C. Park, Madeira Beach
This lively night market features over 150 local vendors, live entertainment, and an abundance of food and drink options. Sip craft brews in the beer garden, shop handmade goods, and dance the night away. Free and family-friendly, it’s the perfect way to kick off summer.
 

St. Pete Pride Parade Day
June TBD, 2026 – North & South Straub Park, St. Petersburg
Florida’s largest Pride celebration returns with a vibrant parade along Beach Drive. Enjoy live entertainment, waterfront views, and plenty of rainbow spirit. It’s a joyful event that welcomes all ages and celebrates diversity and inclusion.
 

JULY

Fourth of July Fireworks Celebration
July 4, 2026 – Gulf Front Park, Treasure Island
Celebrate Independence Day on the beach with fireworks over the Gulf of Mexico. Live bands, food trucks, and festive vibes make it an unforgettable night. Bring your chairs and blankets and enjoy the show just steps from the sand.
 

Ice Cream Festival
July 19, 2026 – St. Pete Pier, St. Petersburg
Cool off on National Ice Cream Day with unique and classic flavors from local vendors. The family-friendly event also includes live music, games, and a scenic waterfront setting. It’s the sweetest way to spend a summer Sunday.
 

AUGUST

Gulfport GeckoFest
August TBD, 2026 – Gulfport
Now in its 25th year, GeckoFest is Gulfport’s quirky end-of-summer tradition. Expect live music, a costume parade, over 200 vendors, and plenty of family fun. It’s colorful, creative, and one of the area’s most unique festivals.
 

SEPTEMBER

Latin International Film Festival
September TBD, 2026 – Creative Pinellas, Largo
This two-day festival showcases Latin-inspired films, highlighting diverse stories and voices. Attendees can enjoy screenings, discussions, and a celebration of culture through cinema. It’s an intimate and enriching cultural event nearby.
 

Jeep Fest
September TBD, 2026 – Tampa Bay
Jeep enthusiasts unite for a massive display of over 350 vehicles, featuring vendors, live music, and raffles. The event is free for spectators and makes for a fun day exploring off-road culture. Whether you’re a Jeep owner or just an admirer, it’s a great community gathering.
 

OCTOBER

Halloween Trick or Treat Trail
October TBD, 2026 – Treasure Bay Golf, Tennis & Recreation Center, Treasure Island
Little ghouls and goblins will love this family-friendly Halloween celebration. Kids can enjoy trick-or-treating, inflatables, costume contests, and more in a safe, festive setting. It’s a spooktacular night for the whole family.
 

Jazz Holiday Festival
October TBD, 2026 – Coachman Park, Clearwater
One of Florida’s longest-running jazz festivals celebrates 47 years with smooth jazz, funk, soul, and blues. With multiple stages, diverse performances, and a lively crowd, it’s a true music lover’s weekend.
 

Halloween on Central
October TBD, 2026 – Central Ave, St. Petersburg
Central Avenue closes to cars and transforms into a massive Halloween street festival. Expect trick-or-treating, costume contests (including a dog contest!), and plenty of family fun. Free to attend, it’s one of the area’s most popular fall events.
 

Sueños de Dalí
October TBD, 2026 – Dali Museum, St. Petersburg
Step into a surreal world at the Dali Museum’s most anticipated annual event. With themed entertainment, cocktails, and access to exhibits, it’s an evening of art and imagination. The event supports the museum’s nonprofit mission in arts and education.
 

NOVEMBER

St. Pete Run Fest
November TBD, 2026 – Downtown St. Petersburg
This three-day running festival offers 5K, 10K, half-marathon, and kids’ races along scenic waterfront routes. Enjoy live music, local food, and a wellness market, all celebrating fitness and community. It’s a highlight for runners and families alike.
 

St. Pete Country Fest
November TBD, 2026 – Vinoy Park, St. Petersburg
Country music takes over Vinoy Park with three stages, 40+ artists, and activities for the whole family. From national headliners to emerging talent, it’s a three-day celebration of country music by the bay.
 

Shopapalooza Festival
November TBD, 2026 – Vinoy Park, St. Petersburg
Support local businesses and get a jump on holiday shopping at this massive small business festival. With 350+ vendors, food trucks, live entertainment, and kids’ activities, it’s a festive community tradition.
 

Annual Sanding Ovations Master’s Cup
November TBD, 2026 – 10650 Gulf Blvd, Treasure Island
World-class sculptors turn sand and water into jaw-dropping works of art at this free festival. Live music, food, and a family area round out the fun. It’s a local Treasure Island tradition that showcases artistry on the shore.

DECEMBER

Holiday Lighted Boat Parade
December TBD, 2026 – Treasure Island
Kick off the holiday season with Treasure Island’s dazzling boat parade. Before the show, enjoy festivities at Treasure Bay Golf & Tennis, with Santa, music, food, and entertainment. Then watch as boats covered in lights glide along the waterfront.

Make Crystal Palms Your Beachfront Home Away From Home

Make Crystal Palms Beach Resort your home base while exploring all that Treasure Island has to offer. Just steps from the sand and minutes from the best local attractions, our resort combines cozy beachfront accommodations with modern amenities. After a day of sun, sand, and fun, unwind by the pool, enjoy a sunset stroll along the shore, or relax in the comfort of your suite. Book your stay at Crystal Palms today and experience the perfect Treasure Island getaway!