Author: Chloe Ketterer

Your Guide to Fall & Winter Events in Treasure Island

Country music concert

Your Guide to Fall & Winter Events in Treasure Island

Country music concert

Blog  /  

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. 

Explore these 2025 Fall and Winter Events Near Tampa

carnival / county fair / games

Explore these 2025 Fall and Winter Events Near Tampa

carnival / county fair / games

Explore these 2025 Fall and Winter Events Near Tampa

Tampa Bay keeps the good times rolling with sunshine, sea breezes, and an action-packed calendar of fall and winter events. From food and wine festivals to holiday parades and waterfront light shows, the season between September and December offers something for every traveler. Whether you’re planning a romantic getaway or a family escape, there’s no better time to explore Tampa’s festive side.

SEPTEMBER

Howl-O-Scream

September 5 – November 2, 2025 / Busch Gardens Tampa Bay
Experience the #1 Best Theme Park Halloween Event: Busch Gardens’ Howl-O-Scream! The park transforms into a terrifying realm with haunted houses, scare zones, and sinister shows. Thrill rides take on a new level of fear, and horror lurks around every corner.


AZA Annual Conference

September 16-17, 2025 / Tampa Convention Center

The Association of Zoos & Aquariums conference has expanded significantly, drawing nearly 3,000 attendees compared to fewer than 100 in its early days. With a diverse program, it caters to various professionals in the zoological field, including zoo directors, animal experts, educators, marketers, and government representatives. 


Girls in Aviation Day

September 20, 2025 / Sheltair Tampa

Join Women In Aviation for an unforgettable Girls In Aviation Day at Sheltair Aviation TPA! This free-spirited event is about sparking curiosity and passion for flight in people of all ages. Explore various aircraft, get hands-on with aviation activities, and connect with over 40 industry organizations. Meet trailblazer Sharon Preszler, the first woman to fly the F-16, and don’t miss the thrilling flyover!


4th Annual Tampa Bay Black Authors Expo

September 20, 2025 / Tampa Heights Junior Civic Association Event Venue

Attend the 4th annual Tampa Bay Black Authors Expo at the vibrant Tampa Heights Junior Civic Association Event Venue! This year’s theme, “Keeping Black Lit Alive,” celebrates the richness and diversity of Black literature. Meet acclaimed authors, discover new voices, and be part of a movement that uplifts and empowers.


Fall Family Fest & Market

September 27, 2025 / 11 AM / Water Works Park, Tampa

Celebrate the start of Fall in Tampa Bay with free fun for the whole family! Enjoy interactive exhibits, giveaways, swag bags, great food, and entertainment. Kids can have a blast in the free corn maze, face painting, and balloon activities. The event features a dog park, splash pad, and shady spaces, with nearby access to the River Walk, Ulele, and Armature Works. Admission is free!

OCTOBER:

Papa Roach & Rise Against Concert

October 4, 2025 / Midflorida Credit Union Amphitheatre

Get ready to rage with Papa Roach and Rise Against on their co-headlining tour, ‘Rise of the Roach’! Catch the Grammy-nominated rockers and punk legends in Tampa on October 4, 2025, for a high-energy show featuring hits from both bands’ 25-year legacy. Expect a wild ride with thrashing, smashing, and head-banging hits that’ll blow your mind.


Oktoberfest Tampa

October 10-12, 2025 / Curtis Hixon Waterfront Park

Get ready for the 16th Annual Oktoberfest Tampa Tradition! Celebrate German culture with cheer, dancing, and singing along the Hillsborough River at Curtis Hixon Waterfront Park on October 10-12. Enjoy cooler weather, colder beer, and festive fun. The festivities kick off on Friday, October 10, with the inaugural keg tap – a great way to start the celebration!


Tampa Bay Football Classic

October 11, 2025 / Raymond James Stadium

The inaugural Tampa Bay Football Classic is coming to Raymond James Stadium on Saturday, October 11! Watch as the Bethune-Cookman Wildcats face off against the Southern Jaguars in a high-energy SWAC showdown. Beyond the game, the Classic is a full celebration of HBCU culture, tradition, and community pride. Fans can look forward to exciting pre- and post-game events, live concerts, food festivals, and cultural showcases. Don’t miss the legendary halftime show, featuring the Bethune-Cookman Marching Wildcats and the iconic Southern University Human Jukebox.


Gasparilla Bowl Inshore Slam Fishing Tournament

October 17, 2025 / 8 AM – 4 PM / Tampa Convention Center

Attend the Gasparilla Bowl Inshore Slam Fishing Tournament, where anglers will compete to catch various inshore species. This exciting tournament promises a fun-filled day of fishing, competition, and community at one of Tampa’s premier venues.

 

14th Annual Tampa Pig Jig

October 18, 2025 / Julian B. Lane Park

Get ready for a mouthwatering day of BBQ and live music at the 14th Annual Tampa Pig Jig on October 18 at Julian B. Lane Park! Enjoy performances by country stars Megan Moroney, Midland, Matt Nathanson, Jamestown Revival, and George Pippen. Plus, indulge in delicious food, drinks, and an amateur corporate BBQ competition. Support a great cause: proceeds benefit NephCure’s mission.

 

Hillsborough County Fair

October 30 – November 9, 2025 / Hillsborough County Fairgrounds

The Hillsborough County Fair is an 11-day celebration of community, youth competitions, arena entertainment, and fair fun for everyone. Enjoy a variety of activities, including live entertainment and exciting competitions. This annual county fair is a great event for all ages to enjoy together.

NOVEMBER:

Tattoo Arts Convention 2025

Tampa Convention Center / November 7-9, 2025 

Get ready for a showcase of stunning artistry at the Tattoo Arts Convention 2025, where talented tattoo artists from around the world will gather to share their skills, creativity, and passion. Meet the artists, see live tattooing, and experience the vibrant culture of the tattoo community.

Christmas Town

November 14 – January 5, 2025 / Busch Gardens Tampa Bay

Get into the holiday spirit at Busch Gardens! Enjoy a dazzling display of twinkling lights, festive shows, and delicious holiday treats from November 14 to January 5. A magical winter wonderland awaits – mark your calendars for a joyful celebration!


Ybor Tree Lighting Ceremony

November 20, 2025 / 1600 E. 7th Avenue.
The 14th annual Ybor City Tree Lighting Ceremony is a festive holiday event hosted by the Ybor City Chamber of Commerce. Attendees can enjoy the vibrant atmosphere, explore local shops and eateries, and take part in holiday cheer. The event brings together the community to kick off the holiday season in style.

 

Tampa Bay Holiday Market

November 22-23, 2025 / The Coliseum

Get into the holiday spirit at the Tampa Bay Holiday Market & Expo! This festive event is a one-stop shop for unique gifts, holiday décor, and delicious treats. Explore a curated selection of local artisans, crafters, and vendors, and enjoy live entertainment, seasonal food and drinks, and DIY workshops. Bring the whole family for holiday crafts, photos with Santa, and exclusive holiday deals.

DECEMBER:

World Champions Cup

December 4-7, 2025 / The Concession Golf Club

The World Champions Cup is an annual three-team, three-day stroke play tournament featuring major champions, Hall of Famers, and legends of the game. The event will pit Team USA, Team International, and Team Europe against each other with teams earning points for every hole won. The team with the highest point total after three days will win the World Champions Cup. Sanctioned by the PGA TOUR, the event will air on ESPN and ABC. 

 

Santa Fest & Tree Lighting

December 6, 2025 / Curtis Hixon Waterfront Park

The 2025 Santa Fest and Tampa Tree Lighting Ceremony is a fun-filled event for all ages! The Santa Fest parade starts at 1 p.m., traveling from Morgan Street and Madison Street to Ashley Drive. Later, the Tampa Tree Lighting Ceremony begins at 6 p.m. with a concert, dancers, and more. Admission is free, and a holiday movie will be shown after the tree lighting.

 

ZooTampa New Year Celebration

TBD / ZooTampa

Ring in the New Year early at ZooTampa at Lowry Park’s New Year Celebration! Enjoy hourly countdowns from 10am-4pm, festive foods, a live DJ, kid-friendly activities, and fun giveaways – a fun and family-friendly way to kick off the new year!

Stay Close to The Action at Sailport Waterfront Suites

With so many unforgettable events happening just minutes away, fall and winter are the perfect seasons to experience the best of Tampa. After a day of exploring, come home to your spacious suite, sip a sunset cocktail on the balcony, or relax by the waterfront fire pits at Sailport Waterfront Suites. Book your stay today and make your Tampa getaway one to remember.

Celebrate the Season: Treasure Island Fall & Winter Events

film festival / movie

Celebrate the Season: Treasure Island Fall & Winter Events

film festival / movie

Celebrate the Season: Treasure Island Fall & Winter Events

As the Gulf breeze cools and the sunsets turn even more golden, fall and winter are the perfect seasons to discover the charm of Treasure Island. When you stay at Provident Oceana, you’re not only steps from the beach, but also right in the heart of seasonal celebrations. From dazzling boat parades to festive markets, there’s something happening every week to keep your getaway exciting. Here’s a roundup of events happening nearby.

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.

Stay Near the Action at Provident Oceana

Make Provident Oceana your home base this fall and winter, and experience the perfect blend of luxury, comfort, and local charm. With spacious suites and unbeatable beach access, you’ll be just moments away from all the festive happenings. Book your stay today and let the Gulf Coast be your backdrop for seasonal memories.

Explore These Upcoming Events Near Miami

Carnival

Explore These Upcoming Events Near Miami

Carnival

Explore These Upcoming Events Near Miami

SEPTEMBER:

Miami Spice 

September 1-30, 2025 / Various Locations including Azul at the Blue

Savor the flavors of Greater Miami and Miami Beach during Miami Spice Restaurant Month, where you can enjoy delicious three-course meals at top restaurants like Azul at the Blue. Indulge in brunch or lunch for just $35, or treat yourself to dinner priced at $45-60. With cuisines from around the world, it’s the perfect way to experience Miami’s vibrant culinary scene.

Labor Day Dukes & Boots Party

September 1, 2025 / The NoMI Village

Celebrate Labor Day with line dancing, live music, and classic R&B at the Dukes & Boots Party. This special edition features DJs, food trucks, and live performances. It’s a lively night of dancing, drinks, and feel-good energy.

Miami. Agave. Fiesta

September 6, 2025 / Coral Gables Country Club

Discover premium tequilas, craft mezcals, and bold cocktails at this agave-focused tasting event. Miami. Agave. Fiesta returns to Coral Gables Country Club on Saturday, September 6. Enjoy samples, local bites, live music, and more. It’s a vibrant celebration of one of the world’s fastest-growing spirit categories.

House of Horror Haunted Carnival

September 25 – November 2, 2025 / Miami International Mall

The House of Horror Haunted Carnival brings haunted attractions, rides, and eerie entertainment. This year’s fright-filled features are still under wraps, but past events have delivered unforgettable scares. Get ready for a season of chills, screams, and carnival thrills.

OCTOBER:

Flamingo Brewfest

October 18, 2025 / 2-6 PM / Garden of the Arts

The second annual Flamingo BrewFest returns to the Garden of the Arts. Sample craft beers from South Florida breweries while enjoying live music and giveaways. Food trucks will be on-site with bites available for purchase. It’s an afternoon of local flavor, good vibes, and cold brews.

Miami Carnival, Parade, and Concert

October 12, 2025 / 11 AM – 11 PM / Miami-Dade County Fairgrounds

Miami Carnival returns with a vibrant celebration featuring the Parade of Bands, live concerts, and cultural events that showcase Caribbean heritage. More than 18,000 masqueraders in elaborate costumes dance alongside music trucks, culminating in a thrilling band competition judged by international experts. The festival also offers a rich food court with Caribbean flavors, an arts and crafts village, and a business expo highlighting regional culture and innovation.

Miami Dragon Boat Festival 

October 25, 2025 / 9 AM – 3 PM / Amelia Earhart Park

The Miami Dragon Boat Festival celebrates the ancient sport with thrilling races and cultural festivities at Amelia Earhart Park. Teams compete in multiple divisions, supporting breast cancer survivors through the Save Our Sisters charity. Beyond the competition, visitors can enjoy wellness exhibits, local vendors, and diverse food trucks. This family-friendly event offers free admission and a vibrant day of community and sport.

NOVEMBER:

13th Annual ZooRun

November 1, 2025 / Zoo Miami

Race through Zoo Miami alongside giraffes, gibbons, and more during the 13th annual Zoo Run. Choose from a 10K, 5K, or the ZooKidsDash, with routes winding through immersive wildlife exhibits. All participants receive zoo admission, a turtle-themed medal, and a commemorative shirt. Stick around for the Finish Festival with food, live music, a beer garden, and family-friendly fun all in support of wildlife conservation.

Beach Polo World Cup

November 6-9, 2025 / On the Sands of South Beach

The Beach Polo World Cup, Miami Beach brings world-class polo to the sand for a glamorous, high-energy weekend of competition and celebration. As the largest beach polo event in the world, it blends elite sport with social flair, featuring top players, luxury events, and oceanfront action. Matches take place right on the beach, with horses, mallets, and fast-paced play just steps from the surf. While VIP experiences are available, spectators can catch the excitement for free from the sidelines.

World Architecture Festival

November 12-14, 2025 / Miami Beach Convention Center

The World Architecture Festival makes its U.S. debut in Miami from November 12–14, transforming the Miami Beach Convention Center into a global stage for design excellence. Architects from around the world will present projects live to expert panels across 45 categories, including buildings, landscapes, and interiors. This landmark event offers a rare opportunity for professional exchange, global exposure, and celebration of architectural innovation.

DECEMEBER

A Very Merry Garden

December 1-31, 2025 / Fairchild Tropical Botanic Garden

A Very Merry Garden returns to Fairchild Tropical Botanic Garden from December 1–31, bringing a month of holiday cheer to its lush surroundings. Families can enjoy festive activities like the Reindeer Round-Up scavenger hunt, Santa’s Post Office, and Storytime with Mrs. Claus. Santa will also make special appearances for photos in the garden’s vibrant setting. It’s a joyful celebration designed to capture the magic of the season for all ages.

Art Basel Miami

December 3-7, 2025 / Miami Beach Convention Center

Art Basel’s Miami Beach show brings together top galleries from around the world to showcase premier works of Modern and contemporary art. The fair is divided into curated sectors, each highlighting a unique focus—from large-scale installations to solo booths by emerging artists. Visitors can explore everything from iconic masterpieces to cutting-edge new talent. It’s a global celebration of art, creativity, and cultural dialogue set against Miami’s vibrant backdrop.

Make Your Vacation Complete by Staying at Provident Grand

Make the most of the season by staying steps away from all the excitement at Provident Grand. With spacious accommodations, modern amenities, and a perfect location close to the best fall and winter happenings, your getaway is set to be both festive and relaxing. Book your stay today and experience Miami at its most magical.

Fall & Winter Events Near Key Largo

Fall & Winter Events Near Key Largo

Fall & Winter Events Near Key Largo

Fall and winter in the Florida Keys bring a vibrant mix of athletic challenges, marine conservation, community gatherings, and festive celebrations. From open-water swims and fishing tournaments to holiday festivals and ocean-focused expos, there’s something for everyone to enjoy. 

September Events

Fish & Friends Seminar

September 9, 2025 / REEF Ocean Exploration Center

Fish & Friends is a free monthly seminar series highlighting captivating, ocean-related talks by guest speakers. Each event offers an opportunity to enjoy refreshments, connect with others who share an interest in the ocean, and learn something new. For those unable to attend in person, the seminars are also available via live stream on Facebook.

 

Swim for Alligator Lighthouse

September 13, 2025 – Islamorada
This annual 8-mile open-water swim challenges solo swimmers and relay teams to swim 4 miles out to Alligator Reef Lighthouse, circle it, then return. Organized by the Fighting Manatee Masters swim club, the event supports the restoration and re-lighting of the 152-year‑old lighthouse.

 

Immerse Yourself! Creating a World-Class Museum

September 17, 2025 – History of Diving Museum – 7:00–8:00 PM
Co-founder Dr. Sally Bauer presents a deep dive into the 40‑year journey of building the History of Diving Museum, detailing the challenges faced in collecting artifacts, designing exhibits, and preserving diving history. Attendees can join in person or virtually.

October Events

“Taste the Keys” Food Tour

October 1–31, 2025 – Various locations in Key Largo
A month-long culinary journey featuring sample-sized dishes paired with drinks across Key Largo venues, all included in one flat fee.

 

Stone Crab Season Begins

October 15, 2025 – May 1, 2026 – Throughout the Florida Keys
The much‑anticipated stone crab harvest opens mid‑October, kicking off a season of fresh local seafood across Keys restaurants, markets, and crab shacks. It marks the start of months filled with delicious regional cuisine and crab‑centric menus.

 

REEF Fest

October 16–19, 2025 – REEF Ocean Exploration Center
Celebrate REEF’s 10th annual marine‑focused festival with four days of ocean‑themed seminars, daily open house hours, guided eco‑tours, social mixers, happy hours, and a bayside gala event. Expect engaging sessions, conservation networking, and optional walking tours at Pennekamp Coral Reef State Park.

November Events

All‑American Backcountry Tournament

November 13–15, 2025 – Cheeca Lodge & Spa, Islamorada
This prestigious annual tournament, inspired by former President George H. W. Bush, invites anglers to fish for snook, redfish, bonefish, tarpon, and permit in a dramatic backcountry catch‑and‑release format. Proceeds benefit the Bonefish & Tarpon Trust, supporting conservation efforts for these iconic backcountry species. 

 

Tour de Keys

November 22, 2025
Cyclists from across the country will gather on Saturday, November 22, for the Tour de Keys, an annual charity ride through the breathtaking scenery of the Florida Keys. Riders can choose between a 50-mile route from Marathon or a 100-mile trek from Key Largo, both ending triumphantly in Key West. The event supports local nonprofit partners, with every mile raising funds and awareness for important causes in the community.

 

16th Annual Light Up Key Largo

TBD / Murray Nelson Government and Cultural Center

Don’t miss the 16th Annual Light Up Key Largo, where guests will enjoy an ample tree lighting, train rides, Santa, vendors, food, games, and more!

December Events

Islamorada Holiday Fest

December 5, 2025 / Founders Park, Islamorada / 4 – 10 PM
Now in its 21st year, Islamorada Holiday Fest transforms Founders Park into a winter wonderland for one magical night. The event features the beloved 30-ton Snow Mountain, where kids can play in real snow under the stars. A towering 35-foot tree adds to the festive glow as it releases magical snowfall throughout the evening. Highlights include a lively holiday parade starting at 7:30 PM with floats, antique cars, and an appearance by Santa Claus himself. The event also hosts over 50 local artists. Fest-goers can also enjoy food vendors, live holiday performances, sweet treats from Santa’s Sweet Shoppe, and the adorable Mister Gingerbread Man and Miss Sugarplum Fairy contest for children under 8. Holiday Fest is a community celebration that marks the official start of the holiday season in the Upper Keys.

 

Islamorada Half Marathon & 10K, Rumrunner Run 5K/10K, and Beach N’ Beer Mile

December 13–14, 2025 / Islamorada
The 11th annual Islamorada Half Marathon & 10K weekend is a vibrant two-day celebration of fitness, community, and island life. The weekend kicks off with the Rumrunner Run 5K and 10K, offering scenic coastal routes and a festive atmosphere. A signature favorite is the Beach N’ Beer Mile, where runners tackle one sandy mile while stopping for a refreshing beverage at each quarter-mile mark. The main events, the Half Marathon and 10K, take place on Sunday, offering breathtaking ocean views and a high-energy finish line celebration. Known as the largest running event in the Upper Keys, the weekend blends athletic challenge with tropical fun, making it a must-do for both serious runners and casual participants.

 

New Year’s Eve Fireworks on Blackwater Sound

December 31, 2025 / Near Mile Marker 104, Key Largo
A family-friendly fireworks display launched over Blackwater Sound. Popular viewing spots include waterfront venues like The Caribbean Club and Sundowners, often offering festive menus and live music.

Stay at Ocean Pointe Suites

Join us this fall and winter in Key Largo for an unforgettable blend of adventure, conservation, and celebration. After days filled with adventure, relax and recharge at the all-suite comfort of Ocean Pointe Suites. Located on pristine waterfront grounds, our resort offers spacious accommodations, marina access, a heated pool, and resort-grade amenities, all just moments away from the area’s top events. Book your suite today and make your Keys getaway extraordinary.

Fall & Winter Festivities Near Treasure Island

Fall & Winter Festivities Near Treasure Island

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.

Experience Miami’s Hottest Summer Concerts

Experience Miami’s Hottest Summer Concerts

Experience Miami’s Hottest Summer Concerts

This August, Downtown Miami turns up the heat with some of the biggest names in music performing live just minutes from The Mutiny Hotel. Whether you’re a fan of atmospheric R&B, pop anthems, or electrifying performances, this summer’s concert lineup has something for everyone. Here’s your guide to three can’t-miss shows happening this month — plus why The Mutiny Hotel is the perfect place to rest, recharge, and soak up the Miami vibes.

August 15 & 16: The Weeknd at Hard Rock Stadium

On August 15 and 16, The Weeknd brings his genre-blending sound to Hard Rock Stadium, kicking off at 7 p.m. each night. His “After Hours til Dawn Tour” promises an unforgettable experience with special guests Playboi Carti and Mike Dean, delivering atmospheric beats and hypnotic melodies that captivate the crowd.

August 23: Katy Perry at Kaseya Center

Pop icon Katy Perry lights up the Kaseya Center stage on August 23 at 7 p.m. as part of her “The Lifetimes Tour.” Celebrate her latest album, 143, with arena-shaking anthems, theatrical spectacle, and high-energy hits that will have you singing along all night.

August 31, September 1 & 3: Lady Gaga at Kaseya Center

Don’t miss Lady Gaga’s electrifying performances on August 31, September 1, and September 3 at the Kaseya Center. Her 2025 world tour, The MAYHEM Ball, showcases her critically acclaimed eighth studio album, Mayhem, which debuted at No. 1 on the Billboard 200. Expect a night full of show-stopping visuals and powerhouse vocals.

Make The Mutiny Hotel Your Concert HQ This Summer

With these incredible concerts lighting up Downtown Miami, there’s no better place to stay than The Mutiny Hotel. Just a short drive from the venues, our luxurious accommodations offer the perfect blend of comfort, style, and convenience. After the music fades, unwind by the pool, savor delicious cuisine, and enjoy the vibrant waterfront atmosphere that makes The Mutiny a true Miami gem.

Discover the Flavors of Miami Spice Restaurant Months

Discover the Flavors of Miami Spice Restaurant Months

Discover the Flavors of Miami Spice Restaurant Months

Miami Spice is back for its 2025 edition, running through August and September with an irresistible invitation to experience the city’s vibrant culinary scene. Diners can enjoy three-course prix-fixe menus at participating restaurants across Miami. Prices are set at $35 for lunch or brunch and $45-60 for dinner, making this the perfect opportunity to sample high-end cuisine without the high-end cost. And this year, there’s even more reason to dine out: optional donations from your reservation help support vital community programs, so every bite contributes to something bigger.

Where to Dine During Miami Spice: Standout Spots Across the City

Doral: Azul at The Blue

Located inside the serene Provident Doral at The Blue, Azul offers a polished yet relaxed setting perfect for a Miami Spice outing. The lunch menu features flavorful options like Fried Calamari with cilantro-lime aioli, hearty Fish Tacos with citrus slaw, and rich Chicken Alfredo pasta. Desserts such as a Chocolate Brownie Sundae or classic cheesecake round out a satisfying mid-day meal, paired with a soft drink or coffee.

For dinner, guests can start with light bites like Caprese Salad or the signature Fried Calamari, followed by entrées like Grilled Skirt Steak with chimichurri or Salmon in a creamy caper sauce. A house beverage, wine, or cocktail is included, making it a well-rounded evening experience. With refined flavors and generous portions, Azul delivers one of the most enjoyable and relaxing Spice menus in the area.

Brickell & Downtown: Amara at Paraiso and Michael’s Genuine Food & Drink

In Brickell’s waterfront neighborhood, Amara at Paraiso delivers Latin American cuisine with bold flavors and exceptional presentation. The breezy bayside location complements dishes that draw on coastal ingredients, fire-grilled techniques, and inventive sides. It’s a picturesque spot for sunset dining or a leisurely afternoon with friends.

Also nearby, Michael’s Genuine Food & Drink is a Miami institution. Located in the Design District, the restaurant focuses on seasonal, locally sourced ingredients crafted into vibrant, unpretentious dishes. From house-made pastas to wood-oven entrées, every plate reflects a commitment to freshness and flavor.

Miami Beach & South Beach: Diverse Neighborhood Favorites

Miami Beach is home to a wide array of participating Miami Spice restaurants, each offering something unique. In South of Fifth, you’ll find upscale seafood spots perfect for date night, while Mid-Beach offers stylish, globally inspired hotel restaurants with curated menus for the season. From classic Mediterranean to modern Israeli, the culinary landscape here is as eclectic as the neighborhood itself. Whether you’re walking from the beach or dressed for an evening out, the area’s dining options cover every craving with style and sophistication.

Wynwood: Mayami and More

Wynwood’s vibrant arts district adds its own twist to Miami Spice with restaurants that combine bold design and bold flavors. Mayami Wynwood is a standout, offering Latin-Asian fusion cuisine in a space that doubles as a nightlife destination. Diners can expect creative ceviches, grilled meats, and playful desserts, all served in a visually stunning, high-energy environment. The experience is as much about the ambiance as the food, making it a top choice for those looking to pair great meals with an exciting night out.

Make It a Stay to Remember

There’s no better way to enjoy Miami Spice than by turning your dining plans into a full getaway. Make your home base the Provident Doral at The Blue, where luxury meets comfort. With Azul at The Blue just steps from your door, you’ll have premier access to one of Miami Spice’s most talked-about menus. Enjoy a tranquil pool, relaxing spa, and easy access to the best of Doral all while savoring a season of unforgettable meals. Book your stay and dine in style.

Treasure Island’s Best Souvenir Shops for Unique Finds

Treasure Island’s Best Souvenir Shops for Unique Finds

Treasure Island’s Best Souvenir Shops for Unique Finds

Treasure Island is packed with locally owned stores where you can find one-of-a-kind keepsakes that capture the spirit of your beach getaway. From charming shell shops to funky beach boutiques, these are the top spots to explore.

The Florida Shell Shop

This family-owned shop has been a staple of Treasure Island since the 1950s. It offers a warm, nostalgic vibe, with shelves packed full of Florida seashells, coral pieces, and maritime gifts. You’ll also find handcrafted shell mirrors, wind chimes, sand dollar ornaments, and other beautiful decor items perfect for gifting or displaying at home. The staff is friendly and knowledgeable, often pointing out the best local shells or sharing tips for caring for them. It’s an ideal spot if you’re looking for authentic beach charm.

Vine & Grind

Not your average souvenir shop, Vine & Grind combines the flair of a boutique with the heart of a local art gallery. Inside, you’ll discover curated gifts like small-batch candles, handmade soaps, local paintings, and artisan food items including Florida wines and oils. The space is modern and calming, often featuring soft music and relaxing aromas. It’s a great place to find a unique present or a personal treat that brings a touch of Treasure Island home with you.

Island Rags & Gifts

This colorful store offers everything from Florida-themed apparel and beachwear to novelty signs, sunglasses, and locally designed t-shirts. It has a beach-town vibe that feels relaxed and fun, making it a great stop if you’re looking for casual souvenirs or a last-minute outfit for a sunset walk. Their selection of affordable gifts and practical items like flip-flops and sunscreen makes it as convenient as it is memorable.

Pirates Cove Shell House

Step into a coastal treasure trove with a playful pirate theme. This shop caters to both kids and adults with its wide variety of shell art, pirate-themed gifts, and nautical home decor. From pirate flags and mini treasure chests to rare shell specimens and handcrafted trinkets, it’s a whimsical experience. It’s also one of the few spots that blends kitsch and quality in the best way possible.

Sloppy Joe’s Gift Shop

Located next to the famous beachfront bar and restaurant, Sloppy Joe’s gift shop offers branded merchandise, coastal home items, and stylish beachwear. It’s a perfect stop if you want a souvenir that reminds you of good times, sunsets, and cocktails. Popular items include graphic tees, logo pint glasses, insulated drinkware, and canvas bags. The quality of the merchandise and the strong branding make it more than just a tourist stop, it’s a fun piece of the island’s identity.

Local Tips for a Great Shopping Experience

  • Plan ahead: Most shops are open during the day and close by early evening. Morning and early afternoon are ideal times to shop.
  • Bring a reusable bag: You may leave with more than you expect. These shops are full of surprises.
  • Ask the staff: Locals who run these shops often have great restaurant or beach recommendations.

Stay at Sunset Vistas Beachfront Suites

Enjoy direct beach access, beautiful sunsets, a dip in the pool, and the perfect central location near all of these charming shops. Sunset Vistas is more than just a stay, it’s the heart of your Treasure Island experience. Book your suite today and start creating memories worth collecting.

DIY Food Tour: Tampa’s Must-Try Bites

DIY Food Tour: Tampa’s Must-Try Bites

DIY Food Tour: Tampa’s Must-Try Bites

Tampa is a culinary melting pot, and if you’re staying near the picturesque Sailport Waterfront Suites, you’re perfectly positioned to embark on your very own DIY food tour. From sizzling Cuban sandwiches to dockside seafood, here’s how to taste your way through some of Tampa’s best bites all within 25 minutes of your cozy waterside stay.

1. Start Strong with a Cuban Classic at West Tampa Sandwich Shop

📍 3904 N Armenia Ave, Tampa, FL 33607
~15 minutes from Sailport
Start your day the Tampa way with a Cuban sandwich. West Tampa Sandwich Shop is a beloved institution where presidents and locals alike have devoured their pressed-to-perfection Cuban sandwiches. Pro tip: order it “all the way” and pair it with a café con leche for an authentic local experience.

2. Sample Seafood Fresh Off the Boat at Rusty Pelican

📍 2425 N Rocky Point Dr, Tampa, FL 33607
~3 minutes from Sailport
Just down the road from your suite, Rusty Pelican serves up waterfront views and mouthwatering seafood. Try the lobster mac & cheese or the blackened grouper sandwich. It’s a serene stop where the food is only rivaled by the sunset view over Tampa Bay.

3. Dig Into Dim Sum at Yummy House China Bistro

📍 2620 E Hillsborough Ave, Tampa, FL 33610
~20 minutes from Sailport
For an unexpected twist, head to Yummy House China Bistro for award-winning dim sum and authentic Cantonese dishes. Don’t miss the salt & pepper calamari or the honey BBQ pork buns, both are local legends.

4. Grab a Craft Beer and a Smashburger at Angry Chair Brewing

📍 6401 N Florida Ave, Tampa, FL 33604
~20 minutes from Sailport
Need a cold one to break up the bites? Angry Chair Brewing offers bold, small-batch beers in a chill, industrial setting. Their pastry stouts are a must-try, and if you’re lucky, you’ll catch one of their pop-up food collabs featuring epic smashburgers and decadent sides.

5. End on a Sweet Note at The Dessert Spot at Toffee to Go

📍 3251 W Bay to Bay Blvd, Tampa, FL 33629
~22 minutes from Sailport
No food tour is complete without dessert. This charming bakery specializes in handcrafted toffee and gourmet sweets. Grab a box to-go (you’ll thank yourself later), or enjoy an ice cream sandwich on the spot.

Stay Near all The Flavor at Sailport Waterfront Suites

After a day of eating your way through Tampa, there’s no better place to unwind than Sailport Waterfront Suites. Whether you’re sipping wine on your private balcony or watching the sun dip below the horizon, our suites offer the perfect balance of comfort, convenience, and coastal charm. Ready to plan your own DIY food tour? Book your stay today at Sailport and your tastebuds will thank you.