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

MyKeys Tours of Islamorada

MyKeys Tours offers private snorkeling, sandbar, sunset & sightseeing charters aboard a 26′ SeaFox in Islamorada.

Islamorada

GL Encounters

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

Islamorada

Islamorada Art Gallery By Pasta

Marine-inspired art gallery & working studio in Islamorada.

Islamorada

Florida Keys Food Tours

Guided culinary tours through Islamorada & Key Largo featuring local eateries, history, and culture.

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

Aziza Daima Bellydance

Bellydance workouts and live performances by Aziza Daima in the Upper Keys.

Islamorada

Clearly Unique Charters

Clearly Unique Charters offers snorkeling, sandbar, and sunset boat tours in Islamorada aboard spacious powerboats designed for family fun and special events.

Islamorada

Natacha's Boutique

Natacha’s Boutique in Islamorada offers island clothing, handmade jewelry, coastal decor, hammocks, and hair braiding services.

Islamorada

Ocean Drive Indoor Golf

Golf Ocean Drive offers indoor golf simulator bays for players of all ages and skill levels in a fun, climate-controlled setting in Islamorada.

Islamorada

Florida Keys Boat Rentals, Jetski & Island Tours

Boats, jet skis and the Lignumvitae ferry, all out of Robbie's Marina at mile marker 77.5 bayside. The ferry runs Friday through Sunday afternoons to an island you cannot otherwise reach without a boat.

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

Captain Slate's Scuba Adventures

Captain Slate's Scuba Adventures offers daily diving trips to over 30 reef and wreck sites, led by the legendary Captain Spencer Slate, with PADI certification courses and professional instructor training available.

Islamorada

Amara Cay Resort

Escape to Amara Cay Resort for luxe island vibes, ocean views, and pure relaxation.

Meetings Max
65
Total Space
575 sq ft
Largest Room
575 sq ft

Islamorada

Glass Bottom Boats of Islamorada

See Florida Keys marine life through a clear-bottom boat tour.