Charleston Sunsets Sailing
Sail into the Sunset
Set sail on Charleston Harbor with intimate, expertly captained private and group charters. Take in the Holy City skyline, Fort Sumter, and golden-hour views from the deck of a beautiful sailboat.
2+
Hours on the Water
Private
Charters Available
10%
Profits Support Veterans
100%
Veteran-Owned
Charleston's Sunset Sailing Experience
Charleston Sunsets Sailing offers intimate charters that bring guests away from the crowds and into the golden hour. From romantic evenings to proposals, anniversaries, birthdays, corporate outings, and relaxed days on the water, every trip is crafted for an unforgettable Charleston Harbor experience.
Visit charlestonsunsetssailing.com
Charleston Harbor
South Carolina
Veteran Impact
10% supports veterans
Life on the water
See Charleston Harbor from the deck
A closer look at the real people, views, and moments that make a Charleston Sunsets Sailing experience unforgettable.
What to Expect
An Evening You Won't Forget
Sunset Cruise
Set sail as the sun dips below the horizon, painting the sky in shades of gold and crimson over Charleston Harbor. The perfect backdrop for any occasion.
Private Charters
Book the entire vessel for your group — ideal for proposals, anniversaries, corporate events, bachelorette parties, and family celebrations.
Harbor Tour
Glide past Fort Sumter, the Ravenel Bridge, and the historic Charleston waterfront while your captain shares the stories behind the scenery.
Daytime Harbor Sails
See Fort Sumter, the Ravenel Bridge, and Charleston's historic waterfront from a fresh perspective on a relaxed daytime sail.
Why Sail With Us
The Charleston Sunsets Difference
Veteran-Owned & Operated
Part of the Pirate Hunter Enterprises family — built on the same values of service, integrity, and excellence that define everything we do.
Experienced Captain
Your safety and comfort are our top priority. Our captain brings years of sailing experience and deep knowledge of Charleston's waterways.
Intimate Experience
Small group sizes mean personalized attention and a relaxed atmosphere — no crowded party boats, just you and the sea.
Stunning Scenery
Charleston Harbor is one of the most beautiful in the country. We know exactly where to be and when to make every cruise picture-perfect.
Ready to Set Sail?
Charters fill quickly, especially on weekends. Browse available charter options or contact the crew to plan your time on Charleston Harbor.