Key West Tour Companies

Barefoot Billy’s offers a variety of fun adventures throughout Key West, FL. Visitors can spend time with wild dolphins in their natural habitat or soak up the sights on a stunning harbor cruise. The company also offers popular catamaran cruises and many other land and beach rentals. Its concierge services connect visitors with the best Key West has to offer.

Bimini Charters offers private charters on their luxury sailboats, which feature state-of-the-art navigation systems, top-notch amenities, delicious meals, and knowledgeable guides. The company works hard to ensure that your day on the water is stunning and memorable in Key West. Paddle board, go snorkeling at the best reef, or jump off of the boat for an exhilarating adventure!

Classic Harbor Line Key West offers a wide variety of sailing trips from half-day excursions to overnight voyages. Each sailing trip has been designed to give you quality time on the water with friends or family while exploring some of Florida's most beautiful waterways. Whether you're looking for an adrenaline rush, a relaxing day out with the kids, or somewhere in between, Classic Harbor has a trip for you.

Fury Water Adventures is Key West's premier provider of water-based adventure. The company has a fleet of boats for your day on the water—from snorkeling to parasailing, or just cruising around and enjoying the sights. You can choose from a variety of tours including sunset cruises, eco-tours, and combination packages for watersports enthusiasts. Fury Water Adventures offers the best way to see Key West from the water!

Hemingway in Key West Tours offers a variety of experiences for every kind of traveler. The tours are designed to give you an authentic experience of the city. Whether you want to taste delicious cuisines on a walking tour or learn incredible facts about Jimmy Buffett on a Jimmy Buffett tour, Hemingway has you covered. You can also experience a variety of Key West music venues on a live music crawl.

If you're looking for a way to make your Key West vacation even more memorable, look no further than Historic Tours of America Inc. The company offers historical vacation experiences like no other, including engaging and humorous narratives onboard a trolley, seeing well-known spots on a conch train, or heading out on a ghost hunt. You'll see popular places like Mallory Square, Truman House, and Duval Street.

Fishmonster & Island Jane offers premium fishing charter adventures in Key West and the Lower Keys. Offshore, Inshore, Party Boat, Snorkeling, Sunset Sails Eco Tours and Sandbar and Dolphin excursions. You’ll have a great day on the water with a fabulous and professional crew.