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The top boating charters in Sugarloaf Keys

Sugarloaf Keys

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Are you ready to experience the Key West sunset like never before? Join us on the ultimate Sunset Sip &amp; Sail adventure aboard The Sandie Cat, our luxurious sailing catamaran! This is more than just a sunset cruise&mdash;it&rsquo;s an experience that&r

Sunset Watersports Key West – Sunset Sail

A perfect platform for eco tours and private charters. With her open layout and unobstructed views of the surrounding sea and sky. This sailing catamaran was built by my first boss in Key West, and many of the captains I admired when I was a mate used to 

Honest Eco – Sailing Catamaran Blu Q

Discover the hidden natural wonders of the Florida Keys with SpongeBob Kayak Ecotours, based out of Marathon, FL. Led by your knowledgeable guide Dean Halbert, affectionately known as SpongeBob, these unique kayak ecotours take you on an unforgettable jou

SpongeBob Kayak Ecotours

SQUID was custom-designed by me ( Billy Litmer ) and MIT-trained naval architect David Walworth, with you, our guest, at the heart of every decision. Growing up and working in my dad&rsquo;s pharmacies, I&rsquo;ve known the importance of customer experien

Honest Eco – SQUID

Embark on the ultimate all-inclusive sandbar and kayak adventure in Key West! Escape the tourist crowds as we cruise deep into the pristine waters of the Florida Marine Sanctuary, where dolphins and sea turtles often play alongside our boat. Your journey 

Sunset Watersports Key West – Sandbar & Kayak

Salty Soul Charters offers an unforgettable boating experience aboard a 2017 Nautic Star Legacy Center Console, based in vibrant Stock Island. Perfect for groups of up to six guests, this sleek vessel is powered by a reliable Yamaha 1 HP gasoline outboard

Salty Soul Charters

Get ready for the thrill of a lifetime with Sunset Watersports! Our Key West jet ski tours offer an unforgettable adventure for all skill levels. Glide across crystal-clear waters and explore hidden gems, including stops at the sandbar, Key West Harbor, S

Sunset Watersports Key West – Jet Ski Tours

The waters are shallow and inviting! A short boat ride can get you to a secluded sandbar, or a busy one, or you can choose to explore the waters of the backcountry and wildlife, stop for a swim or snorkel or just dangle your feet off the boat, this charte

Downtime: Vitamin Sea Tours

Alex in the Keys is a 2025 Crescent Crew/Litetackle Kayak based in Marathon, perfect for up to eight guests. Guided by the knowledgeable and passionate Alex Taylor, this experience takes you on unforgettable kayak eco-tours through the stunning mangrove t

Alex in the Keys

Meet Captain Craig, a fishy dude who&rsquo;s been fishing his whole life. He&rsquo;s passionate about the outdoors and has always dreamed of becoming a Florida Keys fishing guide. Now, he&rsquo;s finally made that dream come true! Captain Craig loves shar

Sugarloaf Keys: 89 boats available

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Sugarloaf Keys: 89 boats available