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

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

Second Generation Fishing Charters

We Fish Key West — your local charter partner for top offshore, reef, and backcountry fishing adventures.

Islamorada

Sandy Bottom Charters

Sandy Bottom Charters offers personalized private boat charters in the Florida Keys for snorkeling, sandbar trips, and sunset cruises.

Key West

Wall To Wall Fishing Charters

Wall To Wall Fishing Charters — premier private fishing and sandbar tours out of Key West for all ages and experience levels.

Marathon

Solé Watersports

Explore stunning snorkeling, sandbar swims, and sunset cruises in Marathon, FL!

Key West

Namaste' Eco Excursions

Namaste’ ECO-Excursions delivers immersive, eco-focused reef and mangrove snorkeling adventures in Key West—small-group, “citizen science” tours with expert guides, coral assessments, and hands-on ecology presentations.

Key West

Island Vibe Charters

Private Key West boat charters: sandbars, reefs & sunshine memories await.

Key West

Your Island Charter

Your Island Charter — private boat charters for sandbars, snorkeling, fishing and sunsets in the Florida Keys.

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.

Islamorada

Allergic to Land Charters

Discover Islamorada's waters with Captain Sue—snorkel, sunset, eco tours.

Key West

The Water Traveler Vacations

The Water Traveler is your luxury guide to private boat charters, all-inclusive captained getaways, and bespoke waterfront events.

Key West

CN-it Adventures

CN-IT Adventures offers personalized boat excursions in Key West aboard a 26-foot Twin Vee, delivering custom eco-tours, snorkeling, and island hopping catered to your preferences and weather conditions.

Key Largo

AquaLife Charters

AquaLife Charters offers private, customizable boat excursions aboard the 23-foot "Tail Spin," providing personalized experiences such as snorkeling, island hopping, and scenic bayside tours for up to six guests.

Key Largo

Pirate's Choice Sailing Vessel

Sail Key Largo’s pirate ship for sunset & snorkel adventures

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.