TOP 10 Sailing holidays in Hilton Head Island, South Carolina

Anchors Away Sailing Charters is a premier sailing school, tourist attraction, and travel agency located at 1 Waterway Lane in Hilton Head Island, South Carolina, United States. Our institution offers a unique and unforgettable sailing experience for individuals of all ages and skill levels. Whether you are looking to learn how to sail, enjoy a leisurely cruise along the beautiful coast, or plan a sailing adventure vacation, Anchors Away Sailing Charters has you covered. Join us for a day on the water and let us help you create memories that will last a lifetime.

Salt Marsh Sailing is a premier family-owned and operated catamaran located at 1 Shelter Cove Lane in Hilton Head Island, South Carolina. Specializing in private charters for small groups, our experienced crew is dedicated to providing a safe and enjoyable sailing experience for all our guests. In light of the ongoing Covid-19 pandemic, we have implemented strict sanitization protocols to ensure the safety of our passengers. Hand sanitizer is provided for all boarding the boat, and we thoroughly clean and disinfect the vessel after each trip. While masks are not required outdoors, we respect individual preferences and encourage guests to wear masks if they feel more comfortable doing so.

Cheers Sailing Yacht is a premier travel agency located at 18 Simmons Road in Hilton Head Island, South Carolina. Specializing in luxurious sailing excursions, Cheers Sailing Yacht offers unforgettable experiences on the open water. Whether you're looking for a romantic sunset cruise or a thrilling adventure on the high seas, our experienced crew will ensure a safe and enjoyable journey. Come aboard Cheers Sailing Yacht for an experience you'll never forget.