EXPERIENCE

HASSLE-FREE BOATING IN CT & NY

AND 100+ LOCATIONS WORLDWIDE

Carefree members enjoy boating without the high costs of ownership and none of the time spent on boat related chores! Carefree Boat Club of Southern CT, a family-owned and operated club since 2016, provides members with access to a premium fleet of boats on Long Island Sound.

    Boat More, Hassle Less!

    Save Money - Become a member for a fraction of the cost of owning a boat!
    Save Time – Skip the maintenance, storage, and prep. Just reserve and go!
    Ultimate Convenience – No upkeep, insurance, or launch hassle—just fun!
    Endless Variety – Access a fleet of boats for fishing, cruising, and watersports.
    Expert Training – We’ll help you master boating so you can enjoy every trip worry-free

    Get More Info Today

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We offer a variety of plans to fit your needs and budget
Our low member to boat ratio keeps availability high
Unlimited boating from five locations in CT and NY

CURRENT MEMBER

TESTIMONIALS

[The staff] is awesome on the Dock!

Our 200th Outing on Carefree Boats today!
9/1/25, Patrick F.
First time in Westport, it was awesome, I loved it! Nice office boat, and [the staff was] really good in explaining where to go and where not, and perfect guidance at docking.
7/3/25, Bjoern C.
[The dock staff] provided excellent service like always! The dock staff has always been incredibly friendly, attentive, and knowledgeable
8/16/25, Melissa P.
The person the dock was very helpful and professional. He spent [time with] us showing us how the boat worked and how to navigate through the narrow channels. He was really kind and very smart. . .  He really made the trip fun and spent time talking with us while we waited for our friends. I watched him help the other groups out and he was just 100% amazing. We really really appreciate being able to use the boat. And we brought some friends in the area and introduced them to carefree. 
7/18/25, Amy K.
excellent - really glad I joined!
It was an excellent day. We always have a great time because the staff is very polite and helpful.
8/8/25, Gregg G.
7/4/25, Roman C.
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