Use code BAREFOOT for 10% off Guided Tours!
Barefoot Billy’s has been delighting visitors to Key West for over 25 years. While Barefoot Billy’s is world famous for our Island Jet Ski Tour, we offer so much more! Explore the water on a paddle board, take to the land with a fun scooter rental, or leave the navigating to us as you sit back and relax on a Key West boat cruise. Choose your adventure below.
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Watch the skies light up during Key West’s Annual Fireworks display! This private charter experience can take up to 6 passengers on a private Dolphin Watch, Sunset & Fireworks viewing cruise!
Skip the crowds and enjoy a relaxing cruise around the island and find the perfect spot to watch the fireworks show from the Atlantic Ocean. Includes traditional backyard cook-out fare and complimentary drinks!
Circle the island of Key West in 90 minutes and experience a unique perspective of the Gulf of Mexico and the Atlantic!
Take in a breathtaking Key West sunset on this harbor cruise that sails past the southernmost point of the U.S. and cruises by a Civil War Fort.
Cruise around the streets of Key West and discover the island like a local with this fun single rider scooter rental!
Search for dolphins in their natural habitat and snorkel Key West’s backcountry waters off the Barefoot One!
Create the perfect outing for up to 6 with a custom charter! Cast off from the island and explore the unique nature surrounding the Florida Keys!
Join our guides at our Marriott Beachside location for a jet ski tour of the stunning waters of Key West!
See the amazing marine life of Key West while “walking on water” as you glide on top of your Barefoot Billy’s paddle board.
Stop by our Marriot Beachside Resort location to pick up your Key West kayak rental for a fun day on the water!
Explore the stunning waters and scenery of Key West with friends and family while floating along on a paddle board!
Launch right from the beach and get to know Key West from the water with a Casa Marina kayak rental!
Travel up to 26 miles around the island of Key West on this 90-minute guided jet ski tour with Barefoot Billy’s!
Discover the beauty of Key West while “walking on water” with a paddleboard rental from our Reach Resort location!
Sail through the beautiful crystal clear waters of Key West on a 14′ Hobie Cat sailboat!
Spend an hour or a whole day out on the beautiful waters of Key West with this FunCat rental!
Relax on the gorgeous waters of Key West with one of our chaise lounge catamarans at our Marriott Beachside location!
Set sail on a motorized chaise lounge catamaran and soak up the sun on a Key West sailing rental.
See Key West from the water with this kayak rental from our scenic Reach Resort location!
Spend your morning at the sandbar and experience the turquoise waters surrounding Key West at a slower pace on this private charter.
Snorkel, see Dolphin, or visit a sandbar with an open-air cruise for up to 40 people. Create the perfect escape with a private adventure aboard our 45-foot Corinthian catamaran!
Purchase a fantastic gift or gifts: each gift certificate is the exact value of one of our offerings, but must be used within 1 year of purchase. Gift certificates are