The Charleston Harbor Sailing blog
Charleston sailing guides and stories
Planning tips, harbor history and the best things to do on the water in Charleston, from the crew of Esprit de Joy.
- Charleston Sunset Sail Times for 2027: Month-by-Month Schedule
When is the sunset sail in Charleston? Our full 2027 schedule, month by month, with sunset times and the best season to go. - How to Plan a Sunset Sailboat Proposal in Charleston
Planning a Charleston proposal? Here’s how to pop the question on a private sunset sail: timing, the ring, photos and what your captain handles. - How Much Does a Private Sailing Charter in Charleston Cost?A private 2.5-hour sail on Charleston Harbor costs $500 for daytime or $550 for sunset, for up to 6 guests. Here’s what’s included and what to budget.
- Sunset Sail vs. Daytime Sail in Charleston: Which Should You Book?Golden-hour views or bright, sunny photos? Compare Charleston’s private sunset and daytime sailing charters by time, price and who each is best for.
- Monohull vs. Catamaran: 6 Things to Know Before Your Charleston SailWhat is a monohull sailboat, and how does it feel compared to a catamaran? Six things to know before a private sailing charter in Charleston.
- 7 Charleston Landmarks You Can See From a SailboatThe Battery, Fort Sumter, the Ravenel Bridge, the USS Yorktown and more: the Charleston landmarks you see on a private harbor sail.
- The 10 Best Things to Do in Downtown CharlestonFrom a private harbor sail to Rainbow Row, the Battery and the International African American Museum: the 10 best things to do in downtown Charleston.
- The Perfect Charleston Weekend: A 3-Day ItineraryThree days in the Holy City: historic downtown, a private sail on Charleston Harbor, the beach, brunch and rooftop views, planned by local sailors.
- Charleston Harbor Wildlife: 8 Animals You Might See on a Sailing CharterDolphins, pelicans, ospreys and more: the 8 animals you might see on a private sailing charter in Charleston Harbor, and when to look for them.
