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The top boating charters in Cudjoe Key

Cudjoe Key

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

Goliath Charters

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

Set sail with Salt Therapy Charters, a beautifully restored 2002 Century 3200cc Center Console, offering unforgettable adventures in the stunning waters of Summerland Key. 

Salt Therapy Charters

TNT Charters is a 1982 SeaCraft Potter Hull center console (restored in 2018), based out of Little Torch Key. 

TNT Charters

Castaway Custom Charters specializes in custom trips designed for each guest. 

Castaway Custom Charters

Nice Guy Charters is a 2004 Everglades 243cc Center console (restored in 2024), based out of Stock Island. 

Nice Guy Charters

Mile Marker 27 Sunset Cruises is a 2025 Coastal Skiff 231 Center console based out of Ramrod Key. 

Mile Marker 27 Sunset Cruises

Climb aboard Big Boii Charters—a fully restored 1984 Mako Marine 254 Center Console, now upgraded and ready to deliver unforgettable adventures from Little Torch Key. 

Big Boii Charters

Welcome to Kilo Whiskey Charters, the premier destination for unforgettable aquatic adventures in the pristine waters of Key West, Florida. 

Kilo Whiskey Charters - Sunset and Snorkeling

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. 

Cudjoe Key: 73 boats available

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