Carefree Boat Club of Southern Connecticut

Rye City Boat Basin

Carefree Boat Club in Rye is your gateway to scenic Westchester and Long Island Sound. Explore historic harbors, go fishing, or cruise toward NYC—all without the stress of boat ownership. Just easy boating and memorable moments with family and friends along New York’s southern coast.

Club Form for Southern Connecticut
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Long Days, Lasting Memories

Carefree Boat Club’s Rye location offers the perfect starting point for exploring New York’s southern coastline. Just 1.7 nautical miles from Long Island Sound, members enjoy fast access to nearby harbors like Larchmont, Mamaroneck, and Milton. The area is rich with history and charm, making it ideal for scenic cruises past stately waterfront homes and moored yachts. Whether you're headed out for some of the area’s best striper and bluefish fishing or cruising toward Manhattan and the Statue of Liberty, there’s always something new to experience. Nearby destinations like Rye Playland offer family fun with live music, dining, and rides, while spots like the American Yacht Club, Shenorock Shore Club, and the Pier Restaurant and Tiki Bar make it easy to dock and dine in style.

How Carefree Boat Club Works

We make the boating life fun and easy! Owning a boat is a lot of work and costs add up quickly. At Carefree Boat Club, you get all the benefits of boating without the hassle. Our affordable membership options connect you with the boats you want and get you out on the water with family and friends sightseeing, swimming, wakeboarding, fishing, and more while we handle the logistics and maintenance.

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