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The top boating charters in Connecticut

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Come Sail with Captain Joy! Looking for an unforgettable experience on the water? Step aboard with Captain Joy &mdash; a USCG Master Captain with 40+ years of sailing adventures across the globe. Now docked in Westbrook, CT, she&rsquo;s ready to share the

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Embark on a luxurious and unforgettable journey with One More Drift Charters, operating a beautifully restored 1989 Viking Convertible Sportfish, based in scenic Clinton. With space for up to six guests, this classic vessel combines vintage charm with mod

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Discover the perfect getaway on the water aboard Nightjack, a 2002 Levy 32sc Cruiser docked in Branford. This beautiful vessel offers ample space for up to six guests, making it an ideal choice for a day out with friends or family. Powered by a 330 HP Cum

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Step aboard Rising Tide, a sleek 2017 Mako 21 LTS Center Console, perfect for an unforgettable day on the water. Based out of Milford, this well-equipped vessel accommodates up to three guests for a premium, personalized adventure. Powered by a 150 HP Mer

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Step aboard Steal Your Fish Charters, LLC, a sleek and powerful 2015 Boston Whaler Outrage Center Console based out of New London. Perfect for intimate outings, this premium vessel comfortably accommodates up to four guests and is powered by twin 300 HP M

Steal Your Fish Charters, LLC

Gypsy Rose Yacht is a 1981 Cruisers Yachts VillaVee 288 Cruiser (restored in 2025), based out of Stamford. It can take up to six guests. The boat is powered by two 228 HP gasoline inboard Mercruiser engines, offering a maximum cruising speed of 13 knots. 

Connecticut: 6 boats available

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Connecticut: 6 boats available