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Come relax and enjoy an unforgettable experience onboard a 42ft ketch-rigged cruising sailboat right in downtown Charleston. We offer a mix of sailing, picnicking, and harbor exploration. We tailor each trip to what you want to see — whether that’s sailing across the Ashley River, cruising across the harbor, exploring hidden coves and harbors, or hosting a private party for you and up to five of your favorite friends while underway, at anchor, or on a mooring. The vessel is BYOB and BYO food (no red wine, please) so you can bring whatever you’d like to make the experience truly yours. We provide Bluetooth speakers, cozy blankets, and shaded seating to make your time aboard even more enjoyable. We specialize in surprise celebrations — whether it’s an anniversary, birthday, or any other special occasion. Guests are welcome to sit on the bow, stern, or in the cockpit with the crew. We have plush cushions, a refrigerator, freezer, and a spotless bathroom for your comfort. Please note, we are limited to six passengers. We have two fully licensed captains on board at all times. Both captains are also certified lifeguards, fully current with CPR/First Aid training and USCG-mandated random drug testing protocols. Our goal is simple: to help you have the best possible day on the bay. Let us know how we can make your experience truly unforgettable.


I have a USCG 50 Ton Master Near Coastal w/ Sailing and Assistance Towing endorsement and over 1500 sea days. I take safety of the vessel and our guests first and foremost. I am a Red Cross Lifeguard and keep my CPR/First Aid certifications active. I am member of random drug testing pool and do not consume alcohol. I only hire drug tested and fully licensed crew members.
You’ll get helpful information for your departure after your booking is confirmed.
Street Address For Arrival
Departure Location
Free cancellation up to 5 days before your trip.
If we cancel for weather there is a full refund. If you cancel for weather but it is still safe to make the trip, as determined by the captain, you pay the full amount of your rental booking. We reserve the right to consider the charter as having started on time if you are more than 15 minutes late. The scheduled time that the charter was supposed to end will remain the end of the charter and you will be charged for the full amount of time originally booked. Damages or cleaning fees will be charged to the charterer if the vessel is damaged due to the passengers own actions. Passenger will be expected to sign a liability waiver before the charter begins. No excessive alcohol drinking aboard. No smoking tobacco on board. Any drug use or possession, including marijuana, medical or recreational, will immediately end the charter and the captain reserves the right to discharge all guests on land at the nearest safe harbor.