We use cookies to improve your browsing experience.

And dolphins make us happy. Find out more about our cookies policy here.

All listings in Charleston

Find The Best Sailboat Rentals in Charleston, SC.

5.0(Average of 98 reviews in this area)
Learn more about Charleston sailing rentals and experiences
5 listings
Smooth Charleston Harbor Sailing on Luxury Catamaran
Sailing in Mount Pleasant · 6 guests

Smooth Charleston Harbor Sailing on Luxury Catamaran

5.0
Superowner
$250hour
Instant Book
Sailing Catana 431 Catamaran Yacht in Folly Beach, South Carolina
Sailing in Folly Beach · 6 guests

Sailing Catana 431 Catamaran Yacht in Folly Beach, South Carolina

5.0
$250hour
Smooth Sailing in the Charleston Harbor on a Luxury Monohull
Sailing in Charleston · 6 guests

Smooth Sailing in the Charleston Harbor on a Luxury Monohull

5.0
$220hour
Private Luxury Monohull Sailing in the Charleston Harbor
Sailing in Charleston · 6 guests

Private Luxury Monohull Sailing in the Charleston Harbor

New
$220hour
Water Music-Well Appointed Beneteau323, Folly Beach, SC
Sailing in Folly Beach · 6 guests

Water Music-Well Appointed Beneteau323, Folly Beach, SC

5.0
$175hour

Sailing Reviews in Charleston

  1. Ron
    Ron
    Smooth Charleston Harbor Sailing on Luxury Catamaran

    beautiful boat and an overall wonderul experience. Todd was excellent on pre-departure information and very responsive. The boat was stocked with the essentials and was all around beautiful. They were both knowledgeable about the area and created an experience that we all loved. I would highly recommend.

  2. SK
    Stefanie
    Smooth Charleston Harbor Sailing on Luxury Catamaran

    Such a great experience with Captain Todd! The Catamaran was beautiful and very spacious. We sailed around the harbor and were able to see a lot of different sites. Our group was in town for a bachelorette party and this was definitely one of the highlights of our trip. Highly recommend!

  3. Kelsey
    Kelsey
    Sailing Catana 431 Catamaran Yacht in Folly Beach, South Carolina

    Book this now. Ryan is an incredible captain, took us around the bay and to an incredible sandbar island, the experience made our trip. He had a cooler wjth ice and bluetooth speaker ready for us on arrival, so professional and clean. The most relaxing boat ride, lots of dolphin sightings, A+ experience!!!!

  4. JG
    Jeni
    Sailing Catana 431 Catamaran Yacht in Folly Beach, South Carolina

    My husband and I had a great overall experience with Ryan. He took us out on a relaxing ride, we played our favorite music with his Bluetooth speakers, we drank our alcoholic beverages of choice, and we came within several feet of some dolphins. The best part of the experience, though, was Ryan and his fantastic personality. He shared good stories with us, made us feel extremely comfortable, and didn’t overcrowd us in any way. 5 stars and highly recommend to anyone!! ⛵️🤩

  5. MK
    Mike
    Sailing Catana 431 Catamaran Yacht in Folly Beach, South Carolina

    Ryan was an amazing captain. Very nice and personable. Took his time to show us dolphins and attempted to teach us how to use a conk shell to entertain the dolphins which wound up being more entertaining for us lol. I would highly recommend him and would definitely have him captain for us again in the future.

  6. TW
    Tim
    Sailing Catana 431 Catamaran Yacht in Folly Beach, South Carolina

    We had such an enjoyable evening with Ryan last week. He was super communicative throughout the booking process and leading up to our sunset cruise. And, he couldn't have been more accommodating while we were actually underway. He took us down towards Kiawah and filled us in on some cool history & wildlife throughout the cruise. Super knowledgeable and the nicest guy ever. Bonus points for finding us a few pods of dolphins to track alongside. 10/10 would recommend anyone to book with him!

Boating Guide - Charleston Sailing

Rent a sailboat for an unforgettable experience in Charleston, South Carolina.

Get ready for a fun adventure when you hit the open water onboard a sailboat in Charleston, South Carolina. Rent a sailboat with or without a captain and experience the joy of exploring the water by wind power. From hourly, half-day, full-day or multi-day sailing excursions, you are sure to create memories that will last a lifetime. Charleston, South Carolina is a wonderful sailboat rental destination.

Using GetMyBoat to rent your next sailboat in Charleston.

Experiencing the water has never been easier thanks to GetMyBoat. GetMyBoat allows you to quickly search, compare prices, submit rental inquiries, and pay for your rental or charter from the convenience of your phone or computer. We offer a secure platform for renters to facilitate a seamless rental transaction. For boat owners, we connect millions of renters to their boat and provide the security and safe checks on each rental transaction.

Search for the perfect sailing experience now and book your dream day out on the water.

GetMyBoat has 5 listings for Sailing experiences in Charleston with 98 reviews.

Search Charleston