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

Ragged Edge Resort & Marina

Ragged Edge Resort & Marina is a charming, family-owned oceanfront retreat in Islamorada, offering a nostalgic "Old Keys" experience with modern comforts.

Islamorada

Florida Keys Outfitters Fly Shop & Guide Service

A fly shop and guide service in Islamorada since 1989, and home to a saltwater fly fishing school now in its 37th year. Among the instructors is Chico Fernandez, who has been fishing salt on a fly since the 1950s and designed three of the patterns already in your box.

Islamorada

Pan In Paradise

Pan In Paradise provides professional live steel pan music for wedding ceremonies, cocktail hours, welcome receptions, corporate events and private celebrations throughout the Florida Keys.

Islamorada

Cheeca Lodge & Spa

Cheeca Lodge & Spa is a luxury oceanfront resort in Islamorada, offering elegant rooms, a 9-hole golf course, multiple dining options, and a full-service spa. Ideal for couples and families seeking a tranquil Keys getaway.

Meetings Max
675
Total Space
16000 sq ft
Largest Room
10000 sq ft

Islamorada

Florida Keys Watersports

Jet ski rentals and tours at mile marker 82.7 ocean side, where the speed zones start seconds from the dock instead of fifteen minutes out. A 22 mile guided run past twenty islands, or add snorkeling and make it 24, with gear, showers, lockers and parking included.

Islamorada

Islamorada Wine Co.

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

Islamorada

Captain Michael Fishing

Captain Michael Party Boat Fishing offers affordable, group-friendly deep-sea fishing trips aboard a 65-foot vessel, departing daily from Robbie’s of Islamorada.

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

Morada Mermaid Adventures

The Morada Mermaid is a scenic charter boat experience in the Florida Keys offering sunset cruises, sandbar escapes, and island adventures from Marathon and Islamorada, FL.

Islamorada

Sand Dollar Boat Rentals

Rent your next adventure: Sand Dollar Boat Rentals offers boats, jet skis, paddleboards & more in Islamorada.

Islamorada

Lazy Days Islamorada

Award-winning oceanfront dining with fresh seafood, steaks, and stunning views.

Islamorada

Lobster Trap Art Gift Shop and Gallery

Vibrant coastal gallery in Islamorada offering tropical art, gift items, and signature lobster-trap frames.

Islamorada

Islamorada Candle Co.

Hand-poured vegan, clean-burning candles made 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

Islamorada Spearfishing Adventures

Islamorada Spearfishing Adventures is Islamorada's premier spearfishing charter led by Captain Jordi, a Florida Keys-raised PADI Scuba Instructor with 16 years of diving experience, offering private spearfishing, lobster hunting, scuba diving, freediving, and snorkeling charters with a 5.0-star rating across 100-plus reviews.