Carefree Boat Club of Ocean City

Island Watersports

Carefree Boat Club at Island Watersports delivers stress-free boating at the gateway to Fenwick Island and Ocean City. No trailering, no cleaning, no maintenance—just easy access to Assawoman Bay, the Atlantic Ocean, and the quiet beauty behind Assateague Island. Whether you're fishing offshore, exploring hidden coves, or simply cruising with loved ones, every trip is a chance to make unforgettable memories on the water.

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Club Form for Ocean City
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Long Days, Lasting Memories

Carefree Boat Club at Island Watersports offers a hassle-free way to enjoy the best of Fenwick Island and Ocean City boating. Located right on the Delaware-Maryland line, this location provides quick access to the Assawoman Bay and the Atlantic Ocean, so you can spend more time cruising and less time prepping. Whether you're looking to explore hidden coves, fish offshore, or take in the natural beauty behind Assateague Island, this spot gives you front-row access to it all. It’s the perfect launch point for unforgettable days on the water with friends and family.

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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