Calendar of Events

Learn What’s Happening in Treasure Island

There are always exciting events happening on and around the property. Browse the list of events below and see what’s going on during your stay.

2026 Events Near Treasure Island, Florida

From tacos and tequila to sand sculptures and jazz festivals, the Treasure Island and St. Petersburg area is packed with incredible events throughout 2026. Whether you’re a foodie, music lover, sports fan, or simply looking for family fun, you’ll find plenty of celebrations just minutes away from Sunset Vistas.

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sept

Oct

Nov

Dec

JANUARY EVENTS

No events for 2027 posted yet.

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 EVENTS

No events for 2027 posted yet.

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.

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.

MARCH EVENTS

No events for 2027 posted yet.

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.

Reggae Rise Up Florida Music Festival
March 12–15, 2026 / Vinoy Park
Good vibes and island rhythms return to St. Petersburg for the Reggae Rise Up Florida Festival, one of the largest and most anticipated reggae events in the country. Set at scenic Vinoy Park, the festival features multiple stages with live performances by top reggae artists, interactive activities, large-scale art installations, and a variety of food and craft-beverage vendors. Attendees can bring blankets or chairs to relax on the expansive park grounds while enjoying the music and vibrant coastal atmosphere.

Paddy Fest St. Pete
March 13–15, 2026 / Williams Park
Celebrate Irish culture, music, and food at the 4th Annual Paddy Fest St. Pete in Williams Park. This three-day St. Patrick’s Day festival features bagpipes, traditional dances, green beer, Leprechaun Wrestling, and classic Irish fare like corned beef and cabbage. Families can enjoy the Walker Wealth Kids Zone, mini golf, inflatables, and raffles, while adults can savor Guinness and Tullamore Dew tastings.

8th Annual Madeira Beach Kids Kite Day
March 16, 2026 | 10:00 AM – 1:00 PM / ROC Park
Soar into spring at the 8th Annual Madeira Beach Kids Kite Day at ROC Park. This free, family-friendly event offers a festive morning of kite flying, hands-on activities, and community fun for all ages. The first 500 kids receive complimentary kites, and attendees can enjoy Touch-A-Truck experiences with the Madeira Beach Fire Department and Pinellas County Sheriff’s Office. Food and drinks will be available from local vendors like JB’s Hot Dogs, making it a perfect day outdoors for the whole family.

Artsy Rummage Sale
March 21, 2026 | 8:00 AM – 3:00 PM / GCAA ArtWorks
Find treasures and support local art at the Artsy Rummage Sale hosted by the Gulf Coast Artists’ Alliance. This annual event offers gently used art supplies—including paints, colored pencils, canvases, beads, shells, wood cutouts, fabric, and more—along with art, prints, frames, mats, books, jewelry, and display pieces. Visitors can also donate unused art materials prior to the event, helping the non-profit organization continue its mission.

15th Annual Great American Grunt Hunt
March 21, 2026 | 4:00 PM – 8:00 PM / Madeira Beach Marina
Join anglers of all levels for the 15th Annual Great American Grunt Hunt, a beloved Madeira Beach tradition celebrating friendly competition and coastal community spirit. Participants compete in a grunt fishing tournament with over $5,000 in cash prizes, while spectators can enjoy cold drinks, local food, and a lively waterfront atmosphere.

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 showcases the beauty of the Gulf’s renowned white sand.

Mainsail Art Festival
March 28–29, 2026 / Vinoy Park
The 51st Annual Mainsail Art Festival returns to St. Petersburg’s waterfront Vinoy Park, showcasing over 250 juried fine art and craft exhibitors. Ranked among the Top 14 Fine Art & Design Shows in the U.S. by Sunshine Artist Magazine, the festival features works in ceramics, digital art, fibers, glass, graphics, jewelry, metal, mixed media, oil/acrylic, photography, sculpture, watercolor, and wood. Attendees can enjoy live music, the Young at ART student show and awards, a Kids Create Art activity tent, and a Culinary Arts food court. With $60,000 in cash awards, including $10,000 for Best of Show, this premier art festival is free and perfect for art lovers of all ages.

APRIL EVENTS

No events for 2027 posted yet.

St. Pete Pier Spring Fest & Easter Egg Hunt
April 5, 2026 | 11:00 AM – 7:00 PM / Spa Beach Park
Celebrate spring and Easter at St. Pete Pier’s beachfront Spring Fest, featuring live music, family-friendly entertainment, a bounce zone, and delicious food. Kids can hunt through over 20,000 Easter eggs in the area’s largest egg hunt, while the whole family enjoys games, activities, and festive fun. This one-day festival promises non-stop entertainment and memories for visitors of all ages.

St. Pete Jazz Festival
April 8–11, 2026 | 7:30 PM nightly / Warehouse Arts District ArtsXchange Stage
Experience four evenings of world-class jazz at the 2026 St. Pete Jazz Festival, presented by the Warehouse Arts District Association (WADA) and EMIT. The festival features nightly performances including Alexis Cole & Helios (April 8), Johnbern Thomas Quintet & Randy Bordon Trio (April 9), Markus Gottschlich & Hot Club SRQ (April 10), and Martin Bejerano CubanAmerican Trio with special guest Dafnis Prieto & Downtown Trio Plus One (April 11). Tickets are available for individual nights or as a four-concert package, offering a rich blend of jazz styles and intimate performances in St. Petersburg’s vibrant arts district.

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.

Sunscreen Film Festival
April 30 – May 3, 2026 / Sundial AMC 12 Theatres
Join filmmakers, actors, writers, and film enthusiasts at the annual St. Pete Sunscreen Film Festival. The festival showcases a diverse selection of films, including documentaries, dramas, comedies, and shorts. Attendees can enjoy screenings, networking opportunities, and special events at the Sundial AMC 12 Theatres in downtown St. Petersburg.

MAY EVENTS

No events for 2027 posted yet.

Tampa Bay Chalk Festival
May 2, 2026 / The Deuces Live
The annual Tampa Bay Chalk Festival transforms the sidewalks of 22nd Street South in St. Pete into a vibrant canvas of color. Community members, children with caregivers, youth, and art enthusiasts are invited to create chalk art alongside professional artists, while enjoying vendors and live demonstrations. This free event celebrates creativity and community in the historic Deuces Live District.

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 Italian Fest
May 16, 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.

Tampa Bay BBQ Festival
May 23–24, 2026 / Vinoy Park
Savor smoky barbecue, craft beers, and cocktails at the annual Tampa Bay BBQ Festival at Vinoy Park. Enjoy over 100 dishes from Florida’s top competition barbecue teams, cast your vote for the best team, watch live mural artists, listen to live music and DJs, and join in games and prizes. This waterfront festival offers a full weekend of food, fun, and entertainment for all ages.

JUNE EVENTS

No events for 2027 posted yet.

Madeira Beach Midnight Market
June TBD, 2026 – R.O.C. Park, Madeira Beach
This lively night market features 150+ local vendors, live entertainment, and plenty of food and drink. 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 28, 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 EVENTS

No events for 2027 posted yet.

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.

PAVA Cool Art Show
July 18–19, 2026 / The Coliseum
The annual PAVA Cool Art Show returns with 65+ artist booths featuring over 70 artists from across Florida. This juried event showcases both returning and new talent, with only the top applicants selected to participate. Visitors can explore a wide range of artworks, meet the artists, and enjoy a vibrant celebration of creativity in St. Petersburg.

AUGUST EVENTS

No events for 2027 posted yet.

Tampa Bay Comic Con
August 4-6, 2026 / Tampa Convention Center
Florida’s biggest comic convention returns, bringing fans of comics, anime, cosplay, and pop culture together under one roof. Attendees can meet celebrity guests, shop for rare collectibles, and participate in panels covering a wide range of topics, from movies to gaming. The creativity is on full display as cosplayers showcase their elaborate costumes throughout the convention center. Whether you’re a lifelong fan or just curious, Comic Con is an unforgettable weekend of fun and imagination.

SEPTEMBER EVENTS

No events for 2027 posted yet.

Gulfport GeckoFest
September 5, 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.

Latin International Film Festival
September TBD, 2026 – Creative Pinellas, Largo
This two-day festival showcases Latin-inspired films that highlight 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.

OCTOBER EVENTS

No events for 2027 posted yet.

John’s Pass Seafood Festival
October 23–25, 2026 / John’s Pass Village & Boardwalk
Celebrate the flavors and culture of Madeira Beach at the John’s Pass Seafood Festival. Guests can enjoy fresh local seafood, live music across multiple stages, and browse unique vendors offering crafts, food, and gifts. Family-friendly activities include Friday Night Kids Trick-or-Treat, while adults can take part in the Saturday Night Costume Contest. This annual festival highlights the vibrant community spirit of Madeira Beach and offers a lively weekend of food, fun, and entertainment for visitors of all ages.

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 EVENTS

No events for 2027 posted yet.

St. Pete Run Fest
November 13-15, 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 20-22, 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 EVENTS

No events for 2027 posted yet.

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.

NYE Fireworks on Treasure Island
December 31, 2026 | 11:59 PM / Treasure Island
Celebrate the arrival of 2027 with a dazzling fireworks display on Treasure Island’s Gulf Front Park. Watch the night sky light up just after 11:59 PM from the main beach area, with nearby city-owned parking available for attendees. Ring in the new year on one of America’s top beaches for a festive and unforgettable evening.

Plan Your 2026 Treasure Island Getaway at Sunset Vistas

With so many spectacular events to choose from, Treasure Island and the surrounding area are alive with festivities all year long. When you stay at Sunset Vistas Beachfront Suites, you’ll be close to the action while enjoying spacious accommodations, resort-style amenities, and the Gulf right outside your door. Make Sunset Vistas your home base in 2026 and experience the best of Treasure Island and St. Pete events!