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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

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

Sunset Watersports Key West – Sandbar & Kayak

Experience unforgettable moments aboard Mile Marker 27 Sunset Cruises, a sleek and modern 2025 Coastal Skiff 231 Center Console based in picturesque Ramrod Key. 

Mile Marker 27 Sunset Cruises

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

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

Sunset Watersports Key West – Jet Ski Tours

Embark on an unforgettable shallow water adventure in Key West aboard a traditional polling skiff! 

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. 

Keys Boat Tours

Climb aboard Livin’ the Dream Charters LLC, a beautifully restored 1987 Downeaster Tunnel Hull Center Console, based out of scenic Little Torch Key. 

Livin’ the Dream Charters LLC

Sandbar Somewhere Charter is a sleek 2023 Sundance Dx22 Center Console, based out of Summerland Key, offering an unforgettable adventure on the water for up to five guests. 

Key West: 52 boats available

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Key West: 52 boats available