Things to Do
In The Florida Keys, adventure is just a footstep (or paddle, or fin) away. Whether you’re chasing sunrise paddle-trips, sunset sails, or discovering hidden mangrove tunnels, there’s always something new to try. Museums, wildlife tours, water sports, quirky local events—every destination brings its own flavor of fun. These listings span every kind of experience: rugged and wild, soft and serene, absurdly beautiful. So map out some time, pack your curiosity, and let the Keys pull you in.
On Island Time at Island Fest
Art, Crafts, Great Food.....Oh my!
From vintage cars to vibrant arts and crafts, at the Islamorada Island Fest March 28-28 you can spend your day savoring keys cuisine, listening to local live music or running into friends from across the island chain.
Get back to the roots of the islands
Afro Roots Fest in Islamorada
Experience a weekend April 3-5 that showcases the roots of the islands through music and the diverse cultures that have formed the communities and laid back vibe locals and visitors can't get enough of.
I would walk 120 miles
Explore the keys by foot
The Florida Keys offer numerous places to stretch your legs to explore the beautiful and unique natural ecosystems found throughout the chain of islands.
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Key West
Dauntless Excursions
Dauntless Excursions offers private, customizable charters from Key West, featuring activities like lobstering, snorkeling, reef fishing, and sandbar hopping aboard the 32-foot Dauntless vessel.
Marathon
Keys Cycle Studio
Boutique cycle studio with energetic classes, expert instructors, and personalized nutrition guidance in a beach-town setting.
Islamorada
Sunrise Cuban Market & Cafe
Sunrise Cuban Cafe & Market — authentic Cuban cuisine, breakfast through dinner, right on the Overseas Highway in Tavernier.
Islamorada
Pretty Work Charters
Pretty Work Charters — full-service fishing charters in Islamorada, FL, where experienced crews and flexible boats deliver unforgettable Florida Keys adventures.
Key West
Elizabeth Bishop House & Garden
Elizabeth Bishop House — historic home of poet Elizabeth Bishop in Key West, where literary heritage meets island charm.
Key Largo
Jimmy Johnson's Big Chill
Waterfront dining & live music 7 nights a week at Key Largo’s bayside hotspot.
Key West
Key West Fresh Squeezed Mimosa Bar
Fresh Squeezed Mimosas To Go! · Open daily from 9:30am to 5pm Stop by and taste the delicious Fresh Squeezed Mimosas!
Key West
Captain Rios Charters
Captain Rio's Charters offers personalized, adventure-filled boating experiences in Key West, specializing in spearfishing, lobstering, island exploration, and water-based activities aboard a 32-foot Stamas vessel.
Key West
Monroe County Sheriff's Office Animal Farm
Keys Animal Farm is a non-profit sanctuary established in 1994, offering a permanent home to rescued animals in the Florida Keys.
Key West
Key West Conch Life Charters
Customize your perfect Key West adventure with fishing, snorkeling, and sunset cruises!
Key West
Neptune Designs
Neptune Designs in Key West offers custom jewelry, fine pieces, and expert repair services — the island’s oldest jeweler.
