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The top boating charters in Summerland Key

Summerland Key

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

Sunset Watersports Key West – Sunset Sail

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

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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

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Salty Soul Charters

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. 

Summerland Key: 80 boats available

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Summerland Key: 80 boats available