All Key West Tours & Rentals

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!

Circle the island of Key West in 90 minutes and experience a unique perspective of the Gulf of Mexico and the Atlantic!

Dine on fresh sushi while taking in the famous Key West sunset. You will cruise past the southernmost point of the U.S., tropical beaches and a Civil War era Fort Zachary Taylor Historic Sate Park.

Cruise around the streets of Key West and discover the island like a local with this fun single rider scooter rental!

Search for wild dolphins in their natural habitat and snorkel Key West’s backcountry waters off the Seabreeze!

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!

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!

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!