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

Making Memories Charters

Making Memories Charters — luxury private and custom boat charters, sandbar tours, snorkeling, island cruises, and sunset experiences in Key West.

Key West

Lucy Hawk Art

Whimsical hand-cut papercut art; explore Lucy Hawk's Key West gallery.

Key West

Millionaire Gallery

Signed guitars, Hollywood wardrobe, and autographed sports and music pieces, built into shadowbox displays and certified by third-party authenticators. The Duval Street gallery opens in the afternoon and stays open into the evening.

Key West

Southernmost Trolley Stop

The southernmost trolley stop is in Key West, Florida, located at the iconic Southernmost Point buoy.

Key West

End of the Road

Gift shop in Key West, Florida.

Key West

Shade Ceramics and Shutter Photography

Shade & Shutter Key West is a serene, artisan gallery where handcrafted ceramics meet evocative nature photography.

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

Florida Keys Eco-Discovery Center

Marine sanctuary protecting reefs, seagrass, mangroves & heritage in the Florida Keys.

Key West

SeaSister Island Gallery

Rachel Garreau came to Key West from Casablanca with thirty-six dollars, worked at Sloppy Joe's, spent five years as an art director, then sold her house to open her own gallery on Duval. It is full of work by Key West artists, and she is usually in it.

Key West

Stingray Steve

tingray Steve — coastal performance & sun protection apparel shop in Key West specializing in UV-resistant clothing

Key West

Bug Ceramics Pottery Studio & Gallery

Bug Ceramics Pottery Studio & Gallery is Key West's first and only community pottery studio, tucked inside the Shops at Mallory Square, offering hand-building and wheel-throwing classes, walk-in pottery painting, private bachelorette and group events, and a gallery of handmade ceramics from local and international artists.

Key West

Fun in the Sun

Fun In The Sun Key West is the home of the original Key West sandbar charter, offering private captained boat charters, bareboat rentals, fishing trips, snorkeling, sunset cruises, boat bar crawls, golf cart rentals, and vacation rentals out of Stock Island Yacht Club with a 5-star TripAdvisor rating.

Key West

Kirby's Closet

Key West boutique Kirby's Closet: tropical-glam resale with designer finds.

Key West

Steve Diossy Marine Art Gallery

Steve Diossy designed Florida's Protect Wild Dolphins license plate in 1998, and it went on to become the state's best-selling specialty plate. His gallery at 404 Duval has the originals and the prints, and it closes for an hour at five every evening for happy hour.