There’s nothing more relaxing than setting sail on the sea to simply take in Hilton Head Island’s picturesque scenery. Cruising our blue waters surrounded by nature, you can’t help but discover the true definition of lowcountry life.
Set sail and explore nature the environmentally friendly way aboard the Flying Circus. It's the best way to enjoy the lowcountry beauty of Hilton Head Island and the surrounding waters and natural habitat. This 27 ft long and 16 ft wide catamaran fits 6 guests, plus our captain. The Flying Circus sails in the protected waters of the Calibogue Sound and Intracoastal Waterway. There is a hard deck area with padded cushioned seats or you can ride in the forward area of the mast on the netting. Our knowledgeable and friendly captain will provide a unique experience for your small group. Custom sailing tours are available, please call (844) 207-8452 for more information.
Private tours starting from $330 for up to 6 guests. Call (844) 207-8452 for more information.
This 27 ft Stiletto Sailboat is a wide, stable catamaran that has comfortable seat cushions and bean bag chairs on the netting. Combining that with a maximum of 6 passengers ensures your sail is sure to be personal and captivating. Whether you’re looking to reconnect with family and loved ones while watching the sun go down, or spot some dolphins and learn about our unique Salt Marsh ecosystem, you’ve found the right boat!
2 and half hrs sail for $70 for adults 13+ and $60 for ages 4-12. Private charters for up to 6 people are $350
The Special K is a 40 ft Beneteau sailing yacht and holds up to 6 guests. This Hilton Head sailing charter is totally customizable for each group.Set sail from Shelter Cove Marina along Broad Creek out to Calibogue Sound between Harbour Town and Daufuski Island. Guests are even encouraged to take the helm and experience sailing in our beautiful scenic lowcountry. You can bring your own snacks and beverages. Special K sailing charters include free soda and water.
3 hour private trips available year round at 9 a.m. and 1 p.m. starting at $425. Longer cruises are available and sailing times are flexible.