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The top boating charters in Summerland Key

Summerland Key

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Embark on an unforgettable adventure with Hennessy Sportfishing! 

Hennessy Sportfishing

Set sail aboard the stunning 2016 NauticStar 243DC Deck Boat, docked in the picturesque Marathon. 

Living Like Larry Charters

Step aboard a luxurious 50-foot SeaRay in the heart of Marathon and immerse yourself in the breathtaking beauty of the Florida Keys. 

Infinite Blue Charters

Set sail with Captain Jay Charters for an unforgettable day on the water, based in the heart of the beautiful Florida Keys. 

Captain Jay Charters

Key West Boating Connection offers intimate and customizable trips on their 22-foot Lake and Bay Inshore center console boat, perfect for groups of up to 4 passengers. 

Key West Boating Connection

Reel Easy Charters, located in Stock Island, Florida, offers a wide range of exciting and customizable boating experiences, perfect for families, groups, or anyone looking to explore the beautiful waters around Key West. 

Reel Easy Charters

Step aboard Purple Heron Charters for a personalized adventure on the water in Key West. 

Purple Heron Charters

Salty Paws Charters in Stock Island, Florida, offers a pet-friendly and family-oriented boating experience aboard a 26-foot Proline sport center console, fully restored in 2024. 

Salty Paws Charters Key West

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

Come join us for an unforgettable experience as we take you on unique eco and sunset cruises through the scenic waters of Marathon, Florida. 

Summerland Key: 38 boats available

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