Although not a sport widely practiced in Cayman, there are two watersports outlets in East End where you can take windsurfing lessons or rent boards and sails. As the wind usually blows from the northeast in the winter, this area gets the strongest breezes. Less experienced windsurfers can stay in calm water inside the reef.
White Sand Water Sports, located at the Reef Resort, offers rentals and beginner lessons. Tortuga Divers/Red Sail Sports, located at the Morritt's Resort, has rental equipment and offers beginner to advanced instructor. Classes are also available at the Cayman Islands Sailing Club in Red Bay.