easy
2–3 hours
Suitable for most fitness levels, no strenuous activity required
Set sail with Charleston Sailing Charters and enjoy a morning on the water that combines scenic beauty, playful dolphins, and hands-on sailing — perfect for special occasions or peaceful reflection amid the Atlantic breezes.
2 hours + • 6 Passengers Max
Experience the charm of Charleston with a private sailing tour aboard Fate or Mystique. Enjoy breathtaking views, potential dolphin sightings, and the freedom to participate in sailing at your own pace. Perfect for special occasions, including romantic proposals, this unforgettable adventure promises relaxation and memorable moments on the water.
Add additional hours $275/hr
Harbor Sail for 2 Hours or up to 4
A 50% deposit can be put down to hold the time. A base gratuity of 16% will be added to charters of 3 hours or longer.
Best for viewing dolphins, the calm water and light winds are very peaceful and makes dolphin sightings easier. We usually see dolphins every day but we do not guarantee it. The views of the city are also best in the morning light.
We accommodate small groups who enjoy sailing and we want you to participate as much, or as little, as you would like. Guests can sit back and relax or pilot the sailboat and be as active in the operation of the boat as they wish. Formal sailing instructions can be given as well. Sailing provides the perfect to atmosphere to relax and get away from it all.
Non alcoholic beverages are included with the charter, the fridge is fully stocked with Coke, Diet Coke, Sprite and bottled water. We have an additional refrigerator dedicated to your provisions or alcoholic beverages that you wish to bring. See the catering page for options ranging from gourmet sandwich boxes to 4 course dinners.
For that very special occasion, make sure you ask how we can help assist in your planning. We have dozens of romantic marriage proposals each year, and we go along way to make sure everything is perfect! We can arrange many different situations so your loved one will not suspect a thing, photography can be included to capture every moment.
All charter fees are fully refundable up to 7 days prior to departure for any reason. Just give us a call and we will issue a refund. Within 7 days there is a 50% refund or we can reschedule at no charge. There is no refund within 24 hours.
Cancelation due to weather is at the discretion of the captain at the time of departure. We do not base our charters off the extended forecast and always show up to the boat, 9 times out of 10 if the forecast says rain, it will be sunny and perfect to go sailing. We cancel less than 1% of our charters due to foul weather. If the captain chooses to cancel due to unsafe or unpleasant weather you will be given the option to reschedule or receive a full refund.
Getting on the boat slightly before departure ensures a relaxed start and time to settle in.
Mornings can be cool, especially on the water, so bring layers to stay comfortable.
Sunscreen, sunglasses, and hats are recommended for prolonged exposure to the sun.
Capture dolphins, scenic views, and special moments along the way.
Charleston's waterfront has been a hub for sailing and trade since the 18th century, shaping its deep maritime roots.
Charleston Sailing Charters is committed to environmentally friendly practices, including waste reduction and wildlife protection.
Protect your skin from UV rays during the daytime on the water.
summer specific
Helps shield your face from the sun and keeps you comfortable.
spring, summer, fall, winter specific
Reduces glare from the water and enhances visibility.
summer specific
Adds warmth against sea breezes during cooler mornings.
spring, winter specific