Shape a private sail around your group’s ideal afternoon
4 hours
Up to 6 people
Captain, crew, water and soda
Set sail aboard a monohull and shape the outing around your group’s preferences. Head into the ocean when conditions allow, or anchor for time in the water.
We will board and conduct a safety brief. Followed by motoring out to our sailing grounds, raising the sails and truly sailing without the motor (wind providing). Enjoy the art of sailing and get involved in hoisting the sails, handling lines, steering the boat or simply kick back and enjoy the ride. At the end of the trip, we will take the sails down and motor back to the marina. The trip in and out of the marina is one of the best times to spot dolphins and get them close to the boat. This activity is perfect for all ages to enjoy!
Full refund with at least 72 hours' notice. Cancellations within 72 hours may receive only a partial refund. Full refund if the operator cancels due to weather or other unforeseen circumstances. No-shows are charged in full.
Product ID: SSDJVN
You may bring small soft-sided coolers, food, and drinks. Do not bring glass containers, red liquids such as red wine, or spray sunscreen.
Dress comfortably for the current weather conditions.
Pierce baby! LOVE. My experience was amazing! Book them
Michelle Miner
July 15, 2026
Pierce baby! LOVE. My experience was amazing! Book them
Michelle Miner
July 15, 2026
A breezy private sail with island insights and room to unwind
Take the helm or relax on a private afternoon sail
Shape your afternoon around ocean sailing or time in the water
A calm morning sail for coastal views and wildlife watching
Sail Hilton Head’s morning waters and look for coastal wildlife
An evening sail for sunset views and wildlife watching