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The top boating charters in Summerland Key

Summerland 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

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

TNT Charters

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

Goliath Charters

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

Castaway Custom Charters

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

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. 

Sandbar Somewhere Charter

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

Double Decker Tritoon with Waterslide is a 2021 Grand Island Double Decker Waterslide Pontoon based out of Marathon. 

Double Decker Tritoon with Waterslide

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

Summerland Key: 81 boats available

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Summerland Key: 81 boats available