Couple descending wooden ship-themed stairway with nautical decor.

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.

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Islamorada

Cayo Vida Marina

A small working marina on Old Highway at the top end of Islamorada, open from 6 in the morning for people who are actually going fishing. Live and frozen bait at the counter, charter boats on the dock, and Cayo Vida shirts on your way out.

Islamorada

Lignumvitae Key Botanical State Park

Lignumvitae Key: boat-access tropical hammock and historic Matheson home.

Islamorada

Blackbeard Private Charters

Blackbeard Private Charters offers personalized boat excursions in the Florida Keys, including trips to the Islamorada Sandbar, snorkeling at Alligator Reef, sightseeing, and sunset cruises.

Islamorada

Pelagic Raptors Charters

Captain Mike runs a 39 foot Contender with triple 300s and a Seakeeper stabilizer out of Islamorada, for up to six anglers. Trips run from four hours to a ten hour swordfish expedition, with tackle and your fishing license included.

Islamorada

Theater of the Sea

Theater of the Sea — immersive marine life shows and animal interaction programs in Islamorada, Florida Keys.

Islamorada

Miss Monroe Boutique

Shop Miss Monroe showcases chic, island-inspired women’s fashion, accessories & resort wear in the Keys.

Islamorada

Robbie's of Islamorada

Robbie’s of Islamorada offers thrilling tarpon feeding, fishing, water sports, and vibrant local dining in the heart of the Florida Keys.

Islamorada

I Can See Clear Kayaking

Guided clear kayak & paddleboard eco tours in Islamorada.

Islamorada

Reel Attack Charters

Reel Attack Charters — full-service fishing charters in Islamorada, where expert guides, big catches and unforgettable Florida Keys experiences converge.

Islamorada

Jolene's Hidden Treasures and Boutique

Eclectic boutique treasures—fashion, gifts & décor in Tavernier’s hidden gem.

Islamorada

Islamorada Wine Co.

Cozy wine bar with charcuterie, craft beer & boutique wines.

Islamorada

GL Encounters

Private Florida Keys charters offering eco-tours, snorkeling, and sunset cruises.

Islamorada

Cigars In the Keys

Cigars In The Keys, located at Mile Marker 82 in Islamorada, offers a curated selection of premium cigars, including exclusive blends crafted by Yaxel Ortiz, in a relaxed, welcoming environment.

Islamorada

MOTE Islamorada Coral Nursery

Mote Marine Laboratory’s Florida Keys Research Campuses are dedicated to coral reef science and restoration.