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

Low Key

Low Key Fashion House is a Key West luxury boutique offering curated designer fashion, handbags, accessories, fragrances, and coastal style.

Key West

Sacred Space Gallery

Gallery & studio of women artists—expressive art in Key West

Key West

Elizabeth Bishop House & Garden

Elizabeth Bishop House — historic home of poet Elizabeth Bishop in Key West, where literary heritage meets island charm.

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

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

Lilly Pulitzer

Lilly Pulitzer – Key West — signature resort-wear boutique in Key West, where bold tropical prints and timeless style meet island flair.

Key West

Sunset Pier

Ocean Key Legacy Resort & Bar — iconic Key West destination featuring the famed Sunset Pier with cocktails, live music & nightly views.

Key West

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.

Weddings Max
100
Meetings Max
50
Total Space
2000 sq ft
Largest Room
2000 sq ft

Key West

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.

Key West

Stitches of Key West

T-shirt store in Key West, Florida

Key West

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.

Key West

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.

Key West

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

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.

Key West

Gato Village Pocket Park

Historic Key West park celebrating the 1880s Gato Village and cigar-making heritage.