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The top boating charters in Key West

Key West

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Are you ready to experience the Key West sunset like never before? 

Sunset Watersports Key West – Sunset Sail

A perfect platform for eco tours and private charters. With her open layout and unobstructed views of the surrounding sea and sky.


Honest Eco – Sailing Catamaran Blu Q

SQUID was custom-designed by me ( Billy Litmer ) and MIT-trained naval architect David Walworth, with you, our guest, at the heart of every decision. 

Honest Eco – SQUID

Embark on the ultimate all-inclusive sandbar and kayak adventure in Key West! 

Sunset Watersports Key West – Sandbar & Kayak

Salty Soul Charters offers an unforgettable boating experience aboard a 2017 Nautic Star Legacy Center Console, based in vibrant Stock Island. 

Salty Soul Charters

Get ready for the thrill of a lifetime with Sunset Watersports! 

Sunset Watersports Key West – Jet Ski Tours

The waters are shallow and inviting! A short boat ride can get you to a secluded sandbar, or a busy one, or you can choose to explore the waters of the backcountry and wildlife, stop for a swim or snorkel or just dangle your feet off the boat, this charter is customized to your choices, your Captain will ask you questions when you get on board or ahead of your charter to decide the routes and destinations with your input to make the perfect Downtime just for you!


Downtime: A Vitamin Sea Tour

Always Somethin' Shallow water tours is a 2025 Panga Marine Panga Panga based out of Key West. 

Always Somethin' Shallow water tours

Meet Captain Craig, a fishy dude who’s been fishing his whole life. 

Goliath Charters

Discover the ultimate boating experience with Keys Boat Tours aboard the beautifully restored 2016 Bulls Bay 230 CC Center Console, based out of Big Pine Key. 

Key West: 58 boats available

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Key West: 58 boats available