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

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

Sea, Key West

Sea, Key West is Old Town's locally owned watersports shop at 720B Caroline Street — the place to gear up for paddleboarding, SCUBA diving, snorkeling, spearfishing, and freediving adventures in the Florida Keys, with a free coffee bar, local Keys brands on the shelves, and Maxine the parrot waiting to say hello.

Key West

Off the Charts!

Off the Charts! offers personalized fishing charters, eco-tours, and sandbar excursions aboard a 32' Whitewater center console in Key West. Led by a captain with over 40 years of experience, they provide all necessary gear, safety equipment, and fishing licenses are included.

Key West

Captain's Corner Dive Center and Boat Charters

Dive Key West’s stunning reefs and wrecks with expert guides at Captain’s Corner!

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

Kirby's Closet

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

Key West

Air Key West

Air Key West offers private, on-demand charters from Key West International Airport, specializing in flights to Cuba, the Bahamas, and throughout Florida.

Key West

Bella Laine

Bella Laine is a Key West candle studio, boutique, and gallery offering hand-poured candles, jewelry, artwork, and gifts.

Key West

Shooterz Pool Hall

Shooterz Pool Hall in Key West is a casual sports bar, restaurant, and lounge on Flagler Avenue where you can relax, play pool, watch the game, and join the fun on the Road to Vegas APA League.

Key West

Indigenous Park

Quiet native-tree and bird sanctuary in Key West.

Key West

Rusty's Bucket Charters

Rusty's Bucket Charters offers private fishing trips, snorkeling, sunset cruises, and sandbar adventures aboard a 24' Sea Hunt center console. Led by Captain Russ, they provide a hands-on experience for up to six guests, with trips tailored to your preferences.

Key West

Key West Collective | Art Gallery

Key West Collective is a curated art gallery in Old Town’s Historic Seaport featuring local and contemporary artists in a bright, welcoming space.

Key West

The Green Pineapple

The Green Pineapple — eco-conscious lifestyle boutique & wellness café in the heart of Key West.

Key West

Nu Shuz

A Top Seller Poshmark boutique out of Key West, specializing in bold, statement footwear and accessories.

Key West

South Beach

South Beach in Key West is a free, lively public beach located at the southern end of Duval Street, near the Southernmost House and the famous southernmost point buoy.