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...
Filters
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.
Southernmost Trolley Stop
The southernmost trolley stop is in Key West, Florida, located at the iconic Southernmost Point buoy.
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.
Sunset Waterfront Shoppes
Sunset Waterfront Shoppes — boutique shopping destination with waterfront vibes in Key West’s historic harbor.
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 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.
Spencer's Boat Yard
Spencer’s Boatyard & Boat Rentals — Key West’s full-service boatyard for rentals, repairs & marine services
Screaming Lines Adventures
Four generations of Estenoz heritage leading sportfishing adventures in Key West’s waters.
The Promenade at The Perry Hotel & Marina
The Perry Hotel & Marina — boutique waterfront resort on Stock Island blending marina life with Key West charm.
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.
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.
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 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!