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.
America's 250 in the Florida Keys
Monroe County is proud to celebrate America’s 250th anniversary with community-wide experiences that honor our nation’s history while showcasing the unique spirit of The Florida Keys.
Historic Pigeon Key
Visitors to Pigeon Key venture back in time to a tiny island that played a tremendous role in the Florida Keys of today.
Florida Keys State Parks
Ten secluded state parks throughout the 125-mile-long Florida Keys include the Keys’ most scenic wide-open spaces for exploration, solitude and...
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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.
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.
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.
Mangia Mangia
Mangia Mangia — Italian & Mediterranean dining with fresh pastas, wood-fired pizzas, and warm Key West ambiance.
Sloppy Joe's Bar
A legendary Key West bar & live-music venue—Sloppy Joe’s offers tropical nightlife, cocktails, and island vibes since 1933.
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.
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.
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.
Hammerhead Surf Shop
Style + surf gear in Key West’s Historic Seaport — top apparel, shades & beach vibes.
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
Higgs Beach & Reynolds Street Pier
Beach & pier park in Key West with courts & sunset views.
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.
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.