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

Zero Mile Art

The green Mile 0 sign at Whitehead and Fleming is the photograph people drive the whole Overseas Highway to take, and this shop sits on the corner. Art prints and local gifts inside, plus cold drinks and key lime pie, open until eight.

Key West

Southernmost Trolley Stop

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

Key West

E11DROPS

E11DROPS is a Key West sustainable luxury skincare boutique at the Shops at Mallory Square where owner Mariam handcrafts eco-friendly soaps, lotions, balms, deodorants, and bath products from premium natural ingredients — with a Key West-inspired soap collection, a zodiac gift series, and soap-making classes that make self-care feel like an island adventure.

Key West

Sunset Waterfront Shoppes

Sunset Waterfront Shoppes — boutique shopping destination with waterfront vibes in Key West’s historic harbor.

Key West

Blu Q Catamaran

Blu Q Catamaran offers unique, clothing-optional sailing experiences in Key West, featuring all-male day trips, sunset sails, and private charters aboard their 42-foot catamaran.

Key West

Playtime Apparel

Children's apparel and gifts.

Key West

Key West Sunsets

Isaac Valdes sets up at the Sunset Celebration every night, with giclée prints, digital work and hand-carved pieces framed by his wife Danay in salvaged lobster trap wood. Find him at Mallory Square from about 6:15pm.

Key West

Spencer's Boat Yard

Spencer’s Boatyard & Boat Rentals — Key West’s full-service boatyard for rentals, repairs & marine services

Key West

Screaming Lines Adventures

Four generations of Estenoz heritage leading sportfishing adventures in Key West’s waters.

Key West

The Promenade at The Perry Hotel & Marina

The Perry Hotel & Marina — boutique waterfront resort on Stock Island blending marina life with Key West charm.

Key West

Fit2Run

Fit2Run — The Runner's Superstore is a specialty running retailer located on Duval Street in Key West, offering running shoes from top brands including Hoka, On, Brooks, Asics, and Nike alongside running apparel, accessories, and expert in-store gait analysis.

Key West

Dog Beach

Visit this small dog-friendly beach where your best friend can swim!

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

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

Key West Fresh Squeezed Mimosa Bar

Fresh Squeezed Mimosas To Go! · Open daily from 9:30am to 5pm Stop by and taste the delicious Fresh Squeezed Mimosas!