Follow a local guide, and go as fast or as slow as you want. There are 5 stops, just long enough to catch your breath and learn a little local Key West history.
Featured Key West Water Activities
Cruise into a Key West sunset aboard Barefoot Billy’s 45-foot power catamaran, Seabreeze. Our magnificent sunsets are best appreciated from the turquoise waters and will be a highlight of your Key West vacation.
Join us in a fun, action-packed day on the best Key West booze cruise you’ll find! Just show up with your drinks and get ready to party! Fun…guaranteed!
Enjoy your romantic sunset sail aboard Key West’s most elegant sailboat, the 105-foot, 1851 revival, Schooner America 2.0.
Did you know Key West has a vibrant and active dolphin population? We know where to find them! We head out of the marina in search for the most intelligent ocean dweller on Earth.
- Private Charter
What would a trip to our southernmost home be without getting out and seeing that Key West water? Our environment and location make Key West one of the best places on Earth for snorkeling and diving.
Key West Watersports
If you love spending time on the water you’ll feel right at home in Key West. Year-round warm, calm waters make the island a popular destination for all kinds of water activities like sailing, jet skiing, fishing, dolphin watching, and many more. There are so many tours and private charters to choose from, with options that are well suited to families with young kids, couples looking for a romantic sunset cruise, or friend groups interested in renting a party boat. No matter what your favorite water activity is, spending time on the ocean is a way of life in Key West.
Most Key West water tours aren’t limited to one activity, but offer combination experiences so you can enjoy multiple activities in one day. You can go sailing on an elegant schooner in search of dolphins, cruise around the island to all the best snorkeling spots and offshore shipwrecks, and go jet skiing and swimming on one itinerary. No matter how you enjoy water activities in Key West, you’re sure to spot some local marine life like dolphins, stingrays, tropical birds, turtles, corals, and fish. Other common sights are lighthouses, piers, the Civil War-era fort, and the Southernmost Point buoy that marks the southernmost spot in the continental U.S.
After a day on the water with our local captains and tour guides, their passion for the island life in Key West will surely rub off on you and keep you coming back for more fun in the sun. Every trip is different, and you never know what you’ll experience out on the waters around Key West.
Browse all water activities below and start making your plans today!