Cythera under sail...

Come join our sailing charter aboard Charleston's prettiest boat...

Come join our sailing charter aboard Charleston's prettiest boat...

Come join our sailing charter aboard Charleston's prettiest boat...Come join our sailing charter aboard Charleston's prettiest boat...Come join our sailing charter aboard Charleston's prettiest boat...

Reserve a date with us today! 

About Charleston Classic Sailing

Our Boat

Cythera (aptly named after a lush green Greek Isle in the Aegean) is a classic Yawl designed by the famous navel architect John Alden. Her hull was molded in England and all the finished teak woodwork was completed by master craftsman in Denmark in the mid 60's. She is guaranteed to take your breadth away as you walk down the pier, and stepping aboard will whisk you back to the days of proper sailing yachts. It will quickly become self-evident why most call her the "prettiest boat in Charleston".

Our Rates

Sailing charters aboard Cythera are by reservation only and limited to day or evening (sunset) sails of 2-3 hours, which provide time to tour the entire harbor and return to our marina.  All charters are $495 plus gratuity (as you wish) and are payable by cash or credit card (PayPal/Venmo) in advance. Note: there is a limitation of up to SIX guests only (i.e. 1-6) per strict USCG regulations.

Our Customers

Charleston Classic Sailing was established nearly 10 years ago as one of the original sailing charter businesses in Charleston. Over the years we have entertained guests from all over the world... from romantic couples (actual marriages & engagement proposals aboard), to adventuring families, to bachelorette parties and graduations... everyone enjoys their time out on the water aboard Cythera.

Contact Us

Get in Touch!

Call Captain Barry NOW at (716)316-6744... or e

Send us a quick message TODAY with your preferred sailing date and we'll get right back to you to confirm!

Remember: DON'T DELAY... Cythera books-up quickly!

Charleston Classic Sailing

24 Patriots Point Rd, Mt Pleasant, South Carolina 29464

(716) 316-6744

Open today

11:00 am – 08:00 pm