Sail With Friends provides sailing charters and sunset cruises in the sheltered North Sound of Grand Cayman. We can also provide charters to Cuba or Jamaica upon request.Sail With Friends is a family owned company that caters to small groups. We don't have tight schedules to stick to, we're in the Caribbean! Flexible itineraries and competitive prices combined with a warm welcome make us a must on your 'Things to Do in Cayman' list.