Gloucester calls out with the charm of its rich past, inviting guests to plunge into an enchanting narrative of time-honored tradition. This historic haven has captivated the hearts of anglers, families, creatives, and explorers for over 400 years. Discover the bustling waterfront, immersing yourself in the genuine spirit of Gloucester. Experience the rhythm of the ocean as you take the helm of a CareFree Boat and embark on an enthralling journey.
Located at East Gloucester Marina II, Carefree Boat Club gives members front-row access to one of New England’s most storied and vibrant coastal towns. From the marina on Norwood Court, it’s easy to explore Gloucester’s working waterfront, stunning beaches, and centuries-old maritime heritage—all from the comfort of a premium Carefree vessel. Whether you're cruising past historic fishing docks, anchoring for a beach day, or heading out for a whale-watching adventure, East Gloucester Marina offers an unforgettable gateway to the North Shore. Surrounded by art, culture, and coastal charm, it’s the perfect launch point for boaters looking to experience the best of Cape Ann from the water.
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 and enjoying the water with family and friends while we handle the logistics and maintenance.