At Cayman Islands Sailing Charters we offer personable, private sailing charters tailored to your specific needs at competitive prices.

Visit Grand Cayman’s most famous attractions and its more hidden ones. As our guest, you can enjoy sailing, snorkelling, paddle-boarding and scuba diving on our 37′ Prout Catamaran “Be Happy”, skippered by a U.S. Coast Guard Captain.

Join in and learn how to sail, or sit back, relax and unwind on your private sailing trip in and around Grand Cayman. Savour the peaceful sound of the wind on the sails, the blue water lapping against the sides of the boat and take in the gorgeous views. With Cayman Islands Sailing Charters you will have the very best day!

Our boat is your boat, come Sailing in Grand Cayman with Captain Ben!