
Southern Connecticut
Bridgeport Harbor | Westport | Harbor Point | Rye, NY
Welcome to Carefree Boat Club of Southern Connecticut where you can experience the best way to boat.
As a member of the club you get to enjoy boating while we take care of everything else; from maintenance, to cleaning and everything in between, we even fuel the boat up for you after you use it.
Our members get unlimited access to an entire fleet of top of the line boats. Book your reservation on line, or if it’s last minute, over the phone, and simply show up to the dock and enjoy the water. For our members who love to fish, we are more than happy to make arrangements so that they can get out on the water early in the morning. We also have a boat with a cabin in our fleet that is available for overnight trips.
Avoid the financial and time cost of owning a boat so that you can spend more time on the water creating new memories with your friends and family. When you get back to the dock you can be on your way, no hosing down, emptying garbage cans, covering the boat or worrying about fuel.
All Carefree members are trained by licensed Captains to be capable and competent boaters, at no additional cost to the member. In fact there are no hidden fees at all! All that our members pay for is their membership and fuel usage.
All of our members are able to experience boating year-round at clubs all around the country. Don’t let your passion for boating be controlled by New England’s cold winters. Take a trip to Florida, Southern California or Texas, to name a few, and enjoy access to boats at all of our sister clubs.
Come see what the club is like for yourself by calling us at 1-844-446-2628 or by inquiring using the form below. There’s no easier and affordable way to become a boater. Experience luxury valet boating!
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With a Carefree Boat Club membership you get:

Affordability
With membership as little as 1/3 cost of owning a boat, you can cross these expenses off your list: boat purchase, slip fee, insurance, maintenance, repairs, taxes, towing and winterization.

Unlimited Usage
Use the boats as often as you would like with no additional cost.
Our online reservation system allows you to pick the day, time, boat and Carefree location...easily.

Large Variety of Boats
Varieties include 18'-27' Cruiser, Deck, Bowrider, Pontoon, Fishing, Ski and Sail Boats & more! Members have options in both type of boat and type of activity!

Great Availability
With low member to boat ratios, an easy to use online reservation system & spur of the moment walk-on access members can enjoy boating how they like when they like.

Location Options
Members have access to all US and Canada locations. Experience the member benefit of Reciprocity at any of our clubs, from sea to shining sea!

On The Water Instruction
Instructors at each location provide Boat Safety training and handling skills so our members can comfortably and safely enjoy the great variety of boats for all activities.