easy
2–3 hours
Suitable for all fitness levels as the sailing experience is mostly seated and relaxing.
Experience Charleston’s iconic harbor from a private sail with seasoned captains, stunning views, and unforgettable wildlife encounters. Discover why Charleston Sailing Adventures is a must-do outdoor outing.
Located in the historic coastal city of Charleston, South Carolina, Charleston Sailing Adventures offers a private sailing experience like no other. Charleston Harbor has long been cherished for its scenic waterways, rich maritime history, and vibrant wildlife, making it an exceptional outdoor destination. This private sail invites guests to enjoy the stunning Lowcountry scenery alongside knowledgeable and welcoming skippers who elevate the experience with local insights and warm hospitality. The boat, Prevailing Winds, is known for being both comfortable and swift, ideal for cruising across the harbor's sparkling waters. From the moment you step aboard, you're treated to panoramic vistas of Charleston’s iconic waterfront, punctuated by sights like historic forts, bustling piers, and graceful sailboats dotting the horizon. The harbor often surprises visitors with delightful encounters, including playful dolphins swimming alongside the boat, adding a memorable wildlife moment to the trip.
The sailing adventure shines in the late afternoon or during rare sunset cruises when the sky lights up with stunning shades of orange and pink, casting a magical glow over the water and city skyline. This unique timing allows visitors to capture the perfect blend of natural beauty and urban charm, all while enjoying quiet moments on the water. The captains bring deep knowledge of Charleston's maritime culture and landmarks, sharing stories of the harbor's strategic importance during historic conflicts and its ongoing role in local commerce and recreation.
What makes Charleston Sailing Adventures stand out is the personalized approach—small groups, attentive crew members, and a genuine passion for making each trip feel special and unique. Whether it's spotting a family of dolphins, learning about Charleston's storied past, or simply savoring the gentle sea breeze with a cocktail in hand, every detail is thoughtfully curated. This sailing cruise offers an accessible yet enchanting way for visitors to experience Charleston from a refreshing perspective, connecting with the coastal environment in a peaceful, memorable way.
Give yourself at least 15 minutes before departure to find parking and get settled on the boat.
Even on cloudy days, UV exposure is high on the water; wear sunscreen and a hat.
Evenings on the water can cool quickly, so bring a light jacket or windbreaker.
If prone to seasickness, take preventative medication or sit in the middle for a smoother ride.
Charleston Harbor has played a strategic role since colonial times, including during the Revolutionary and Civil Wars, shaping the city's maritime heritage.
Efforts in Charleston Harbor focus on protecting delicate estuarine ecosystems and promoting sustainable boating practices to preserve water quality and marine wildlife.
Protects your skin during prolonged sun exposure on the water.
spring specific
Keeps you warm during cooler evening sails.
fall specific
Provides extra shade and comfort under strong sun.
summer specific
Helpful for those sensitive to sea conditions.