Best results for Cudjoe Key Florida

Explore Fort Jefferson, shipwreck snorkeling, and Loggerhead Key by private boat

Fish remote reefs beyond Dry Tortugas park boundaries

Light-Tackle Reef and Wreck Fishing for Families and Beginners

See Key West's canal-front homes as evening settles over the water

Target reef or backcountry species with fishing gear and licenses included

Design your Key West day around snorkeling, sandbars, mangroves, and fishing

Cruise shallow Florida Keys waters for mangrove views, wildlife watching, and optional fishing

Customize a private Key West boat day with room for your dog

Create a private day on the water tailored to your interests

Plan your own day of sandbars, beaches and calm-water cruising

Watch wild dolphins and shape your day on the water

Customize a private Key West cruise with sandbar and island exploration

Ride eFoils with an instructor, then unwind at a sandbar or snorkel a reef

Sail into the Key West sunset with fresh sushi and drinks

Private Barefoot II charter for up to 6 to snorkel and relax in the Florida Keys

Cruise to a Key West sandbar for swimming, relaxing, and wildlife watching

Bring your own drinks for a private morning tiki boat cruise

Cruise Key West on a private tiki bar boat with a captain

Go beyond snorkeling with a guided SNUBA® tour—no certification needed

Charter a custom houseboat and relax on a remote Key West mooring

Tiki boat sunset views with your own soundtrack

Private catamaran cocktails with a full open bar

Sunset sailing with craft drinks, island music, and catamaran views

Evening catamaran cruise with craft drinks and island music