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The top boating charters in Looe Key

Looe Key

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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

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

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

TNT 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

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

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

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

Nice Guy Charters

Climb aboard Mayhem Sportfishing, a sleek 2007 Proline Supersport Center Console—fully restored in 2022 and ready to deliver unforgettable adventures out of Stock Island. 

Looe Key: 56 boats available

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Looe Key: 56 boats available