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

Lobster Trap Art Gift Shop and Gallery

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

Islamorada

Lazy Days Islamorada

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

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

Chris Clearwater Charters

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

Islamorada

Rain Barrel Village

Explore Rain Barrel Village: Florida Keys' vibrant artisan shops, tropical gardens, and iconic Betsy the Lobster!

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 Hot Sauce Company

Locally owned hot sauce maker in Islamorada, FL, offering a variety of sauces and gift sets.

Islamorada

Florida Bay Forever

Non-profit dedicated to preserving Florida Bay through restoration, advocacy, and education.

Islamorada

Conch Republic Divers

Conch Republic Divers specializes in premier scuba diving in the Upper Florida Keys, offering guided trips to top reef and wreck sites—from Molasses Reef to the Spiegel Grove—based out of Tavernier Creek Marina, minutes from both Key Largo and Islamorada.

Islamorada

boo kee sue BOTANICS

boo kee sue BOTANICS is an open-air boutique in Islamorada offering handmade gifts, decor, crystals, plants, and rugs in a tropical garden setting.

Islamorada

Islander Girl Snorkel & Tours

Explore Keys reefs, sandbars & sunsets with Islander Girl Snorkel & Tours.

Islamorada

DRIFT Island Collective

DRIFT Islamorada // Island Collective — thoughtfully curated coastal apparel & artisan goods in Islamorada, where island style meets relaxed living.

Islamorada

David Wirth Gallery

David Wirth’s Wirth Gallery showcases striking marine sculptures, bespoke fish-hook creations, and unique slab wood art, all inspired by coastal life and craftsmanship.

Islamorada

Islamorada Wine Co.

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