• Key Lime Festival

    Savor the tangy sweetness of the Florida Keys at the Key West Key Lime Festival, a mouthwatering celebration of the iconic citrus. Indulge in endless variations of this zesty fruit, from traditional pies to creative concoctions, crafted by local bakers and chefs. Dive into the festivities with pie-eating contests, rum tastings, and culinary demonstrations, all against the picturesque backdrop of Key West's tropical paradise.

  • Rum Fest Key West

    Rum Fest Key West returns August 11–17, 2025, with a weeklong celebration of island vibes, world-class rums, live music, and tropical cuisine—all benefiting MARC Inc., a nonprofit supporting adults with developmental disabilities in the Keys. Highlights include the Grand Tasting at the Key West Theater on August 16, sunset sails with live music, master classes, a Rum Cake Competition, and sandbar parties. Special experiences include Hemingway-themed day trips to Cuba, a storytelling dinner at Pilar Distillery, and the Ti Punch Brunch at Southernmost Beach Resort.

  • 2nd Annual Just a Few Friends Celebration Key West

    Join us in Key West this Labor Day weekend for the 2nd Annual Just a Few Friends memorial honoring our favorite son, Jimmy Buffett. As proud sponsors of the event, we invite you to enjoy a weekend full of fun runs, foodie events, rum tastings, tours, live music, and the ever-popular Margarita Bar Crawl. Sunday’s highlight is the Second Line Parade at 5 PM, leading to a free music festival at Truman Waterfront Park. Celebrate, remember, and soak up the island spirit with fellow fans.

  • Fantasy Fest 2025

    Fantasy Fest 2025 lights up Key West from October 17–26 with ten days of costumed creativity and wild celebration themed “Bedtime Stories & Magical Monsters.” Signature events include the Goombay Festival, Headdress Ball, Pet Masquerade, and the lively Captain Morgan Masquerade March, all leading up to the spectacular Fantasy Fest Parade on October 25 along Duval Street. With glittering floats, themed parties, live music, and both family-friendly and adult-only events, this unforgettable island tradition draws over 70,000 revelers and showcases the vibrant spirit of Key West.

  • Key West Artisan Market

    Higgs Memorial Beach Park 1000 Atlantic Blvd., Key West

    Join the fun at the Key West Artisan Market on select Sundays! Discover local artisans showcasing colorful handmade crafts, unique jewelry, and delicious treats. Enjoy live music, tasty bites from local food vendors, and soak up the festive island vibes. It’s the perfect place to support creativity and find one-of-a-kind treasures!

    Free
  • Key West Artisan Market

    Higgs Memorial Beach Park 1000 Atlantic Blvd., Key West

    Join the fun at the Key West Artisan Market on select Sundays! Discover local artisans showcasing colorful handmade crafts, unique jewelry, and delicious treats. Enjoy live music, tasty bites from local food vendors, and soak up the festive island vibes. It’s the perfect place to support creativity and find one-of-a-kind treasures!

    Free
  • Key West Artisan Market

    Higgs Memorial Beach Park 1000 Atlantic Blvd., Key West

    Join the fun at the Key West Artisan Market on select Sundays! Discover local artisans showcasing colorful handmade crafts, unique jewelry, and delicious treats. Enjoy live music, tasty bites from local food vendors, and soak up the festive island vibes. It’s the perfect place to support creativity and find one-of-a-kind treasures!

    Free
  • Mile 0 Fest

    Coffee Butler Amphitheater 21 Quay Rd, Key West, FL

    Calling all music lovers! Mile 0 Fest Key West truly combines great music with the charm of island life. From the laid-back atmosphere to the amazing lineup of artists, it's the perfect way to enjoy both your favorite tunes and the unique beauty of Key West. Whether you're there for the music, the sun, or just to soak up the local culture, it’s bound to be an unforgettable experience. Do you have a favorite artist or band you're hoping to see?

  • Key West Food & Wine Festival

    17th Annual Key West Food and Wine Festival is ​a series of wine and food themed events showcasing a diverse range of wines and inventive cuisine, hosted by their passionate creators at iconic island locations.

    Over 20 unique events including waterfront tastings, winemaker/chef collaborations and local funky events that present an authentic taste of Key West, Florida

  • Florida Keys Seafood Festival

    Truman Waterfront Pier Southard St, Key West, FL, United States

    The Florida Keys Seafood Festival is a vibrant celebration of the region's rich maritime heritage and culinary delights. Visitors can indulge in an array of freshly caught seafood, from succulent stone crab claws to delectable lobster tails, all prepared by local chefs with expert care. Amidst the lively entertainment and adult beverage offerings, visitors can savor a diverse selection of freshly prepared seafood dishes while perusing local crafts and enjoying the vibrant atmosphere, making it a must-attend event for seafood enthusiasts and culture seekers alike.

  • The Key West Art and Craft Festival

    This Art Festival is a time-honored tradition dating back to the early 60’s when Old Island Days was a 10-week celebration of special events. The art show has grown to nearly 100 artists from near and far spreading up Whitehead Street and down onto Caroline Street into the beautiful Truman Annex residential gated community. Fine Craftsmen and Artists will be selected to show and sell their original work in beautiful Old Town Key West.

  • Key West Songwriters Festival

    The Key West Songwriters Festival is the largest festival of its kind in the world, and known as a career starter for top country talent. The festival has kicked off the careers of household names such as Kacey Musgraves, Florida Georgia Line, Jake Owen, Michael Ray, Randy Houser and Maren Morris. In its 29th year, […]