Grand Cayman Sailing Charters “Sail With Friends Cayman” is a premier service small tour company. We go out of our way to ensure that all our tours are smooth sailing. When you book with us you book with confidence. We guarantee ALL our tours 100% with over 1000 perfect score reviews from TripAdvisor and counting.
We (Patrick & Alice) have made Grand Cayman Sailing Charters and the blue waters of Grand Cayman our home for nearly 30 years. Being live aboard sailors we have cruised the Caribbean and most of the US eastern seaboard. We both hold formal captain qualifications and are now happy to share our experience and years of stories with friends aboard our popular charters. Our flexible itinerary can be personalized to ensure you and your group have a wonderful day on the water.