Discover the Magic of Key West Festivals Year-Round

Key West Spring Festivals

Conch Republic Independence Celebration

The Conch Republic Independence Celebration is a weeklong festival in Key West that pays tribute to the city’s playful declaration of independence as a “micronation” in 1982. This whimsical event emerged in response to a U.S. Border Patrol blockade and has come to symbolize the distinctive charm and independent spirit of Key West. The festivities are packed with vibrant parades, exhilarating parties, and unique contests, which culminate in a symbolic “battle” featuring local boats launching Cuban bread “bombs” at one another.

Beyond honoring its unique past, this celebration embodies the independent and irreverent spirit of Key West, offering a warmly humorous atmosphere. Attendees can experience a variety of entertaining activities including the Grand Parade, the Conch Crawl, the Pirates’ Ball, the lively Dachshund Walk, the picturesque Sunset Celebration and the bustling Street Fair. Additionally, participants can test their skills in the Conch Blowing Contest and join in the fun at the whimsical Cephalopod-Gone-Watch Party. This eccentric event provides a delightful glimpse into the local way of life and is a must-see for anyone visiting during the spring season.
Event Details: Mid-April

Marathon Seafood Festival

If you’re a seafood lover, the Marathon Seafood Festival is a must-visit. Established in 1976 by local fishers, this festival has evolved into one of the Florida Keys’ premiere seafood celebrations and is the second-largest gathering in the region. Held annually in March, it showcases the best of Key West’s seafood offerings. From fresh fish to succulent lobster, you’ll find a wide array of dishes to satisfy your palate.
Event Details: Early March

Culinary Delights 

The highlight of the Marathon Seafood Festival is, of course, the food. Local vendors and restaurants come together to offer a diverse range of seafood dishes. Whether you prefer your seafood grilled, fried or raw, there’s something for everyone.

Live Music and Entertainment 

In addition to the mouthwatering food, the festival also features live music and entertainment. Local bands and artists perform throughout the event, providing a lively backdrop as you sample the culinary offerings.

Kid-Friendly Activities 

Families will find plenty to do at the Marathon Seafood Festival. With activities like face painting, games and educational exhibits, kids will be entertained while parents enjoy the food and music.

A Celebration of Community 

Rooted in the close-knit community of Marathon, this festival embodies a deep love for fresh seafood and camaraderie among fishers, attracting visitors eager to immerse themselves in authentic maritime culture. Set against the picturesque backdrop of Marathon Community Park, the festival offers diverse activities, including seafood sampling, arts and crafts, family entertainment, fishing tournaments, cooking demonstrations and maritime exhibits — making it a must-attend spring festival in Key West.

Key West Songwriters Festival

The Key West Songwriters Festival, established by music visionary Charlie Bauer, has become a cornerstone of the Key West festival calendar. Spanning five days, this globally renowned event offers a unique peek into the minds of songwriters, honoring the creators behind our favorite tunes. Over 25 years, the festival has grown to showcase musical storytelling, drawing top songwriters from around the world. Set in iconic venues like Sunset Pier, the Southernmost Beach Resort, and the Hemingway House, the festival features a variety of events, including the Opening Night Party, Songwriters in the Round, Boat Concerts and a Farewell Finale concert. Attendees can also participate in songwriting workshops, engage in interactive Q&A sessions with artists and enjoy open mic nights, providing opportunities for aspiring musicians to showcase their talent. These engaging activities promise unforgettable experiences for music enthusiasts of all genres.
Event Details: Typically the first weekend in May

Key West Summer Festivals

Key Lime Festival

One of the highlights of the Key Lime Festival is the Key Lime Pie Eating Contest. Held at the famous Southernmost Beach Café, this event is as entertaining to watch as it is to participate in. Another popular event is the Key Lime Cocktail Sip & Stroll, where you can taste a variety of Key lime-inspired drinks at different bars across the island. Art and craft workshops offer attendees the chance to create Key lime-themed crafts, and live performances by local artists add a rhythm to the festival. Don’t forget to check out the Key Lime Pie Hop, which lets you sample different versions of this classic dessert. The festivities culminate with a grand parade comprising local schools, businesses and community groups all marching under the tropical sun, their processions reflecting the local love for this diminutive fruit. The Key Lime Festival is more than just food; it’s a community celebration that brings people together to enjoy the quintessential flavor of the Keys.
Event Details: Date Early July

Fourth of July

The Key West Rotary Club throws one of Key West’s biggest Fourth of July celebrations. The main event is the Key West 4th of July 5K Walk/Run benefitting the Edward B. & Joan T. Knight Nursing Scholarship Fund. Participants start at White Street Pier on the Fourth of July. The club also hosts a dinner with VIP fireworks.
Event Details: July 4th and July 4th Weekend

Fourth of July Events – Fireworks Cruises

Celebrate Independence Day in style with Fury’s Fireworks Spectacular aboard our luxurious catamaran. Experience the ultimate Fourth of July event as you witness the breathtaking fireworks display from the best vantage point — out on the water. Sit back, relax and enjoy the show as we sail to the perfect spot for an unforgettable evening under the stars. With two incredible cruises available, you can choose the one that suits your preferences and embark on a memorable journey.

Fireworks Sunset Cruise

• Departure Time: 8 pm
• Departure Location: #3 – 631 Greene Street
• Trip Duration: Approx. 1.5 hours
• Trip Features: A luxurious 57-foot motorized catamaran
• Beverages: Indulge in a selection of beer, wine, champagne, sodas and water

Fireworks Viewing Cruise

• Departure Time: 8:30 pm
• Departure Location: #3 – 631 Greene Street
• Trip Duration: Approx. 1.5 hours
• Trip Features: A sleek 45-foot motorized catamaran
• Beverages: Enjoy a variety of beer, wine, champagne, sodas and water

Don’t miss out on these spectacular cruises to enjoy the mesmerizing fireworks display over the beautiful waters of Key West. Book your spot now and make this Fourth of July an unforgettable celebration. Join us for an incredible experience that combines the magic of fireworks with the serenity and charm of being out on the water.

Hemingway Days

Celebrate the legendary Ernest Hemingway and immerse yourself in the lively literary heritage of Key West during Hemingway Days in July 2025. This immersive event showcases the spirit of this iconic author and offers a range of exciting activities and experiences, including:

• Ernest Hemingway Look-alike Contest at Sloppy Joe’s Bar: Witness a lively competition as participants channel their inner Hemingway and vie for the coveted title of the best look-alike.
• Running of the Bulls Event: Experience the thrill of a Hemingway-inspired twist on the famous Spanish tradition, as participants dash through the streets of Key West with a unique Key West touch.
• Presentation on Key West in the 1930s: Delve into the historical backdrop that influenced Hemingway’s writing during a captivating presentation on Key West in the 1930s.
• Commemoration of Ernest Hemingway’s 125th Birthday: Join in the celebration of Hemingway’s remarkable legacy on what would have been his 125th birthday, honoring his contributions to literature and his enduring influence.
• Museum Exhibit of Rare Hemingway Memorabilia: Explore a fascinating exhibition featuring rare memorabilia and artifacts that provide insights into Hemingway’s life and works, housed in his former Key West home and studio, now a museum.
• Three-Day Marlin Tournament: Witness the excitement of the three-day marlin tournament, where skilled anglers compete to reel in the biggest catch and showcase their fishing prowess.
• Literary Readings: Immerse yourself in the world of literature with captivating readings of Hemingway’s iconic works by talented authors and literary enthusiasts.
• Street Fair Celebrating Key West’s Lively Spirit: Experience the vibrant atmosphere of Key West during the lively street fair, filled with local artisans, delicious food, live music and a range of entertainment.
• 5K Run and Paddleboard Race: Participate in a thrilling 5K run or paddleboard race overlooking the picturesque Key West scenery, and revel in the invigorating spirit of competition.
• Lorian Hemingway Short Story Competition: Engage in the rich literary tradition by discovering the winners and finalists of the Lorian Hemingway Short Story Competition, celebrating the art of storytelling.

Join us in July 2025 for Hemingway Days, where the spirit of Ernest Hemingway and the vibrant spirit of Key West come together in an unforgettable celebration of literature, culture, and adventure.
Event Details: Late July

Lobsterfest

The 28th Annual Key West Lobsterfest is gearing up to celebrate the start of lobster season with a spectacular lineup of events from August 7th to August 10th, 2025. This highly anticipated festival celebrates the vibrant culture of Key West, offering a memorable experience for both locals and visitors alike. During the festival, attendees can indulge in the star of the show — fresh Florida lobster prepared in various delectable styles that will satisfy even the most discerning seafood enthusiasts. Complementing the culinary delights, a wide selection of refreshing beverages will be available to enhance the dining experience. Immerse yourself in the energetic music scene as the festival showcases live performances throughout the event, showcasing the lively spirit that Key West is renowned for.

Here’s a glimpse of the exciting schedule of events at the 28th Annual Key West Lobsterfest:

• Thursday, August 7th – Original Lobster Boil: Kick off the festivities at the historic Porter House courtyard at Caroline’s Cafe from 6 pm to 9 pm with a traditional lobster boil. Please note that tickets are required due to limited space.
• Friday, August 8th – Pool Party at The Marker Resort: Enjoy a free poolside party at The Marker Key West Harbor Resort from 3 pm to 6 pm. Relax and soak up the sun as you savor the lively atmosphere.
• Friday, August 8th – Duval Pub Crawl: Embark on an exciting adventure along Duval Street’s lively bars starting at 8 pm. With your $25 ticket, you’ll receive an official Lobsterfest T-shirt to commemorate the experience.
• Saturday, August 9th – Street Fair and Free Concert: The highlight of the festival, the Street Fair, runs from 12 pm to 11 pm along Duval Street. Explore a variety of vendors offering mouthwatering lobster dishes while enjoying free concerts that will keep you entertained throughout the day.
• Sunday, August 10th – Lobster Brunch: Conclude the weekend with an unforgettable all-you-can-eat-and-drink lobster brunch at First Flight Island Restaurant & Brewery from 10 am to 2:30 pm. Tickets are required for this event.

The Key West Lobsterfest promises a fusion of food, music and entertainment, making it a must-attend event for seafood lovers and festivalgoers alike. Don’t miss out on this incredible summer highlight in Key West!
Event Details: Early August

Key West Rum Fest

Experience the spirit of the islands at Key West Rum Fest! Enjoy tastings and giveaways from renowned rum brands, and don’t miss the exciting events hosted at The Marker Key West Harbor Resort.
Event Details: Mid-April Every Year

Key West Celebrates the Life and Music of Jimmy Buffet

Join the citizens of Key West and fans from around the world in celebrating the life and music of Jimmy Buffett throughout Labor Day Weekend. This celebration and tribute features a cheeseburger contest, bubbles brunch, walking tours, a 5k run/walk, a margarita bar crawl, a scavenger hunt and more. Don’t miss the Second Line memorial parade and free outdoor concert at Truman Waterfront Park on Sunday. All proceeds from the $30 commemorative parade passes support the Bahama Village Music Program and Reef Relief.
Event Details: Celebration – August 29th-September 2nd

Key West Fall Festivals

Key West BrewFest

The Key West BrewFest, hosted by Southernmost Beach Resort, is a multiday festival featuring beer-pairing dinners, pool parties, tap takeovers and specialty beer tastings. From the Bites & Brews Bash to the Tasting Festival on South Beach, it’s a vibrant celebration of craft beer and island culture.
Event Details: Early September

Fantasy Fest

Fantasy Fest is Key West’s most famous fall festival, celebrated in October. This adult-themed, Mardi Gras-style event features elaborate costumes, parades and themed parties. It’s a 10-day extravaganza that offers something different every day, from body painting to costume contests.
Event Details: Mid-Late October Every Year

Goombay Festival

Held in Bahama Village, the Goombay Festival is a part of Fantasy Fest but offers a different vibe. It highlights the island’s Bahamian roots with live music, dancing, and traditional Bahamian cuisine. It’s a family-friendly event that showcases the rich cultural heritage of Key West.
Event Details: Mid-Late October Every Year

Key West Womenfest

The Key West Womenfest is a beloved annual event celebrating women, diversity and empowerment. This festival features workshops, live music, parties, drag shows and networking opportunities. From the Women’s Tea Dance to the Fantasy Fest Masquerade March, it’s a vibrant celebration of inclusivity and community spirit.
Event Details: Early September

Key West Winter Festivals

The Bight Before Christmas

The Key West Bight Before Christmas is a monthlong celebration in November at the Historic Seaport. The Nautical Harbor Walk of Lights showcases sea-themed decorations. The Fishing Buoy Christmas Tree, made from weathered buoys, symbolizes the local fishing community. The Nautical Christmas Tree and Lobster Trap Christmas Tree add to the maritime charm. With artisan markets, live music, and festive events, this celebration blends tradition with coastal flair, embracing Key West’s holiday spirit in a unique maritime tribute.
Event Details: November 26th-December 25th

Key West Holiday Fest

December in Key West means it’s time for the Key West Holiday Fest. The island transforms into a festive wonderland with lighted boat parades, holiday markets and even a faux snowball fight. It’s a magical way to celebrate the holiday season while enjoying warm weather
Event Details: December

New Year’s Eve Shoe Drop

Ring in the New Year with the famous Shoe Drop at Bourbon Street Pub. This unique event features a giant red high heel, complete with a drag queen inside, descending at midnight. It’s a fun and flamboyant twist on the traditional ball drop, and a quintessential Key West experience.
Event Details: New Year’s Eve

Food & Wine Festival

Kick off the new year with the Key West Food & Wine Festival in January. This event features wine tastings, gourmet dinners and seminars hosted by top chefs and sommeliers. It’s a five-day celebration of culinary excellence that attracts food and wine lovers from around the world.
Event Details: Late January

Key West Light Boat Parade

The Key West Lighted Boat Parade is a cherished tradition where boats adorned with festive lights glide through the waters of Key West Harbor. This magical event includes live music, fireworks and a holiday atmosphere. Spectators line the shore to marvel at the illuminated spectacle, making it a truly enchanting experience.
Event Details: Late January

Mile 0 Fest

Mile 0 Fest in Key West is a premier music festival showcasing top country and American artists. This event originated to celebrate the convergence of U.S. Highway 1 and the island’s unique culture. With beachfront concerts, songwriter showcases, and late-night jam sessions, it’s a music lover’s paradise in paradise.
Event Details: Late January