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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Key West

Captain Hook's Dive Key West

A NOAA Blue Star dive operator running two trips a day out to the Vandenberg, Sand Key Lighthouse and the reefs off Key West, with a divemaster in the water on every dive. Snorkelers get their own departures and all the gear, and no experience is required.

Key West

Magie Ruley-Island Inspirations

Maggie Ruley paints Key West in acrylic, sometimes from a picnic table at Fort Zachary Taylor with a water bucket and a stack of snacks. Her Fleming Street studio sells the paintings and teaches you to make your own on Tuesdays.

Key West

Baby's Coffee — Old Town

Baby's Coffee has opened a new Old Town cafe on Fleming Street, bringing its since-1991 Keys roasting right into the heart of Key West. Walk in for bold espresso, the same fresh-roasted blends found at the Mile Marker 15 flagship, and a case of baked goods to start your day.

Key West

Mangia Mangia

Mangia Mangia — Italian & Mediterranean dining with fresh pastas, wood-fired pizzas, and warm Key West ambiance.

Key West

Sloppy Joe's Bar

A legendary Key West bar & live-music venue—Sloppy Joe’s offers tropical nightlife, cocktails, and island vibes since 1933.

Key West

Air Key West

Air Key West offers private, on-demand charters from Key West International Airport, specializing in flights to Cuba, the Bahamas, and throughout Florida.

Key West

Bamboo Cay Key West

Bamboo Cay: island lifestyle for your daily life—shop now.

Key West

Adventure Watersport Charters

Adventure Water Sport Charters offers private and community excursions with safety-first itineraries, top-tier gear, and unforgettable experiences on the water.

Key West

West Marine

The Key West store sits at 951 Caroline Street in the Historic Seaport, inside Conch Harbor Marina, so you can walk up from your slip. Open 8 to 6 most days and 9 to 5 Sundays, for the part that broke this morning.

Key West

Hammerhead Surf Shop

Style + surf gear in Key West’s Historic Seaport — top apparel, shades & beach vibes.

Key West

Key West Tiki Boat

Cruise Key West on a private tiki bar boat: sandbars, sunsets, paddleboards, lily pads, and your playlist—all aboard a fully decked out Tiki Boat for groups up to 12

Key West

Float Key West

Island-inspired boutique clothing & accessories in Key West.

Key West

Higgs Beach & Reynolds Street Pier

Beach & pier park in Key West with courts & sunset views.

Key West

Key West Swimwear

Key West Swimwear offers stylish bikinis, one-pieces, tankinis, cover-ups, and accessories from top brands—perfect fits for beach days, vacations, and summer looks.

Key West

Pirate Paradise

This store has a wide variety of everything Key West. They have shirts, dresses, kids clothes, magnets, keychain, and anything else you might need.