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The top boating charters in Key West

Key West

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Boat Types

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Discover the ultimate adventure with Second Generation Fishing Charters Key West aboard a beautifully restored 2004 Yellowfin 36 Center Console, freshly upgraded in 2024. 

Second Generation Fishing Charters Key West

Blind Squirrel Charters is a 2000 custom built sportfish based out of Stock Island. 

Blind Squirrel Charters

Welcome aboard our private charter boat, accommodating up to 36 guests for an extraordinary backcountry sandbar experience tailored just for you! 

Salty Bottom Boats

Escape to the waters of Key West with Laid Back Key West, a sleek 2010 Intrepid 323 Center Console that guarantees an unforgettable day of fun and relaxation. 

Laid Back Key West

Embark on an unforgettable journey aboard Strawhat Charters, a beautifully restored 2006 Intrepid 323 Center Console (refurbished in 2024), departing from the vibrant shores of Key West. 

Strawhat Charters

Good Times Key West LLC is a 2001 Carolina Classic Express Motor yacht based out of Key West. 

Good Times Key West 35’ Offshore Express

Experience the ultimate adventure on the 2021 Axopar 37 XC, a sleek and versatile vessel based in Stock Island. 

SeaEO I – Key West

22′ Glacier Bay dual console Catamaran

Cowfish offers a smooth and comfortable ride, with versatility and ample space for up to 6 people in a compact package. 

Honest Eco – COWFiSH

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

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. 

Key West: 56 boats available

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Key West: 56 boats available