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.

Islamorada

Sunrise Cuban Market & Cafe

Sunrise Cuban Cafe & Market — authentic Cuban cuisine, breakfast through dinner, right on the Overseas Highway in Tavernier.

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

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

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

Seahorse Water Adventures

Explore reef, sandbars, and waves with jet skis, boats, and snorkeling adventures by Seahorse Water Adventures.

Islamorada

Latitude Charters

Private boat charters in the Upper Keys — sandbar trips, sunset cruises, snorkeling & special-occasion charters.

Islamorada

Paddle the Florida Keys

Explore mangroves & wildlife on kayak tours with Paddle! the Florida 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

Safe Harbor Angler House

Secluded marina sanctuary with luxury lodging, sportfishing, pool, and events.

Islamorada

Indian Key Historic State Park

Historic island ghost-town accessible only by boat / kayak.

Islamorada

Hillbilly Candle Company

Hillbilly Candle Company — hand-poured, strongly scented candles made in the Florida Keys by a family-owned company, where rustic charm meets premium fragrance.

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

Saltwater Outfitters

Upscale clothing and fly fishing store with swimwear and brands such as Pelagic, Salt Life, Huk, and Columbia.

Islamorada

Bud N Mary's Fishing Marina

Bud n' Mary's has been sending boats out of Islamorada since 1944, and on any given morning there are more than 40 captains and guides working these docks at mile marker 79.8. Book a charter, eat breakfast at the grill before you shove off, and sleep on a houseboat tied up right there when you get back.