Carefree Boat Club of Southern Connecticut

Bridge Square

Carefree Boat Club in Westport offers direct access to the Saugatuck River and Long Island Sound. Cruise to Cockenoe Island, enjoy a peaceful river run, or dock for lunch downtown. No trailering, no cleaning—just stress-free boating and unforgettable memories with friends and family along the New England coast.

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Club Form for Southern Connecticut
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Endless Sunny Adventures

Carefree Boat Club in Westport is based at 1 Bridge Square, offering direct access to the Saugatuck River and just minutes from the open waters of Long Island Sound. Nestled in the heart of Westport, this location is ideal for both relaxed river cruising and open water adventures. From here, members can enjoy scenic day trips to nearby destinations like Cockenoe Island, Norwalk Islands, and the north shore of Long Island. The vibrant downtown area, just steps from the marina, offers excellent dining, boutique shopping, and a classic coastal New England charm that completes the boating experience.

How the 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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