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

Jolene's Hidden Treasures and Boutique

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

Islamorada

Florida Keys Fishing and Eco-Tours

Tarpon specialists delivering snag-free charters & gear to reel in the Silver King.

Islamorada

Coconut Cove Resort & Marina

Coconut Cove Beach Resort & Marina is a family-friendly, waterfront resort in Islamorada, offering a zero-entry pool, private beach, and event spaces for weddings and private functions. Located on a 7-acre tropical estate, it's ideal for both relaxation and special events.

Islamorada

Chris Clearwater Charters

Chris Clearwater Charters: Custom fishing, snorkeling & sandbar adventures with a chef-captain in the Florida Keys.

Islamorada

Seaside Glassworks

Handcrafted glass art inspired by coastal beauty—discover unique creations!

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

Caloosa Cove Resort

Fifteen acres on the ocean at mile marker 73.5, with 30 suites that all have kitchens, balconies and water out the front door, plus a heated pool and a sandy beach. Tie your boat up out back, walk over to Habano's for Cuban food, and never move the car.

Islamorada

Islamorada Honey Company

Islamorada Honey Company — raw, unfiltered Florida Keys honey & live bee-relocation services in Islamorada, where sustainability meets sweetness.

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.

Islamorada

Anne's Beach

Anne's Beach is located at Lower Matecumbe Key, Florida. The Islamorada Beach is dedicated to local environmentalist Anne Eaton.

Islamorada

Theater of the Sea

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

Islamorada

Southern Tide Islamorada

Southern Tide — premium coastal lifestyle apparel blending southern heritage with performance style.

Islamorada

Sway Islamorada

Discover Sway Islamorada – a chic women's boutique in the Florida Keys offering curated fashion, jewelry, and gifts. Shop coastal vibes with style.

Islamorada

T-Shirt City

Clothing store in Islamorada, Florida

Islamorada

Island Adventures

Island Adventures is a veteran-owned charter company running private snorkel, sandbar, and sunset trips from 80500 Overseas Highway in Islamorada. Each outing is your own group on the boat, with snorkel gear, floating mats, and life jackets aboard, so beginners, non-swimmers, and kids can all get in the water.