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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Low Key
Low Key Fashion House is a Key West luxury boutique offering curated designer fashion, handbags, accessories, fragrances, and coastal style.
Elizabeth Bishop House & Garden
Elizabeth Bishop House — historic home of poet Elizabeth Bishop in Key West, where literary heritage meets island charm.
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.
Sloppy Joe's Bar
A legendary Key West bar & live-music venue—Sloppy Joe’s offers tropical nightlife, cocktails, and island vibes since 1933.
Lilly Pulitzer
Lilly Pulitzer – Key West — signature resort-wear boutique in Key West, where bold tropical prints and timeless style meet island flair.
Sunset Pier
Ocean Key Legacy Resort & Bar — iconic Key West destination featuring the famed Sunset Pier with cocktails, live music & nightly views.
Gallery on Greene
Gallery on Greene is a premier fine art gallery in Key West’s Historic Seaport, specializing in representational works by renowned Key West and Cuban artists, with offerings spanning paintings, sculptures, and reproductions.
Key West Sea Store - Antiques
A marine biologist who once curated the Key West Aquarium now builds picture frames out of retired lobster traps and sculpture out of old bottles. Bob Cerkleski's shop is on Fleming Street, and most of what is in it exists exactly once.
Books & Books
Books & Books at The Studios of Key West is a locally owned, nonprofit independent bookstore offering a curated selection of fiction, nonfiction, children's books, and art titles, serving as a community hub for readers and writers.
Bear Holeman Charters
Bear Holeman offers expert inshore and offshore fishing charters in Key West, with captains boasting over 20 years of experience and ready-to-use gear for families, solo anglers, and seasoned fishers.
Art On Duval Key West, A Procaccini Gallery
Around twenty painters and photographers on one of the busiest blocks of Duval, from painted surfboards to the founder's own photographs of Keys water and light. Time your trip for winter and you can meet the artists in person.
Key West Local Luxe Jewelry
Key West Local Luxe is a boutique jewelry studio offering handmade, rare & statement pieces—including pearls, gemstones, sea-life designs, unisex styles & curated under-$100 finds.
Gato Village Pocket Park
Historic Key West park celebrating the 1880s Gato Village and cigar-making heritage.