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The top boating charters in Sugarloaf Keys

Sugarloaf Keys

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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

Goliath Charters

Step aboard Sun Up Charters, a sleek 2018 Sportsman 252 Center Console based in beautiful Sugarloaf Key. Powered by twin 150 HP Yamaha engines, this vessel cruises smoothly at up to 40 knots, getting you to the best spots quickly and comfortably. With roo

Sun Up Charters

Welcome to Kilo Whiskey Charters, the premier destination for unforgettable aquatic adventures in the pristine waters of Key West, Florida. With over 10 years of experience, Kilo Whiskey Charters is dedicated to providing top-tier, personalized charter ex

Kilo Whiskey Charters

Climb aboard Livin&rsquo; the Dream Charters LLC, a beautifully restored 1987 Downeaster Tunnel Hull Center Console, based out of scenic Little Torch Key. Whether you&rsquo;re after a thrilling day of fishing, island hopping, or just a relaxing boat tour,

Livin’ the Dream Charters LLC

Making Memories Charters Key West invites you to discover paradise aboard their sleek 2019 SeaRay 270 SDX-OB Deck Boat, departing from Stock Island. This spacious vessel accommodates up to six guests and is powered by a robust 300 HP Mercury outboard engi

Making Memories Charters Key West

Set sail with Salt Therapy Charters, a beautifully restored 2002 Century 3200cc Center Console, offering unforgettable adventures in the stunning waters of Summerland Key. This area of the Florida Keys is known for its breathtaking sandbars and serene bac

Salt Therapy Charters

Ditch the ordinary and immerse yourself in a tropical escape with Tiki Boat Adventures in Key West! These custom-built tiki boats offer the ultimate setting for a fun and relaxing day on the water. With their signature thatched roofs providing shade, a bu

Tiki Boat Adventures - Key West

Experience the ultimate escape aboard the 2021 Robalo R 247 Dual Console, expertly captained by Dolphin Safari Charters out of Stock Island. Perfect for up to six guests, this sleek vessel is powered by twin 300 HP Yamaha engines, delivering smooth, thril

Dolphin Safari Charters – Vitamin Sea

Experience the ultimate adventure on the 2021 Axopar 37 XC, a sleek and versatile vessel based in Stock Island. With space for up to 13 guests, this boat is perfect for thrilling excursions or laid-back cruises. Powered by twin 300 HP Mercury diesel outbo

SeaEO I – Key West

Nice Guy Charters is a 2004 Everglades 243cc Center console (restored in 2024), based out of Stock Island. It can take up to six guests. The boat is powered by one 300 HP gasoline outboard Suzuki engine, offering a maximum cruising speed of 50 knots. The 

Sugarloaf Keys: 89 boats available

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Sugarloaf Keys: 89 boats available