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.
A Variety of Adventures Await You
Embark on an adventure across our serene inland bays. Drop anchor beside the enchanting Assateague Island, marvel at the wild ponies in their natural habitat or find solitude on one of its more secluded beaches. Discover the tranquility of the Isle of Wight Wildlife Management Area, a peaceful retreat with an intimate beach where our members frequently anchor.
Activities
Experience the thrill of catching your own dinner in our bountiful inland bays. Reel in bluefish, rockfish, flounder, striper, croaker, trout, mackerel, sea bass and tautog, or try your hand at catching some blue crab by dropping crab pots. For the adrenaline seekers, we have boats equipped with wakeboard towers and tow bars, perfect for exhilarating water sports on the St. Martin River. Venture down to the West OC Commercial Harbor and indulge in the freshest seafood straight off the fishing boats.
Dock & Dine Restaurants
With close to two dozen dock-and-dine restaurants within reach, gastronomes will delight in exploring new culinary destinations accessible by boat.
