Charleston Sailing Adventures

The highlight of our trip to Charleston! We did the sunset cruise on a beautiful March evening. Captain Cole and Julia were lovely, and the music playlist was amazing. At the end of the evening we saw dolphins swimming in front of the boat. Highly recommend!

This was such a great experience! My boyfriend and I did the private sunset tour with some friends and everything about this was amazing. The dolphins were out, the weather was perfect, and the sunset was beautiful. Captain Cole’s warm and friendly personality was the cherry on top! I highly recommend this company!

We had an amazing time on our sailing adventure! We saw tons of dolphins and learned some of the local history. The captain and his first mate were so friendly & accommodating! There was only one other family on the boat, which made it so relaxing. This was the perfect way to end our stay in Charleston!

Had an amazing experience going on a sunset sail cruise with this group! The music playlist they had was on point and my husband and I really lucked out. There was only one other couple on the boat with us who also happened to be celebrating their anniversary too, so it was really intimate and perfect. I’d definitely recommend this company to anyone looking for a relaxing and fun time!

What an incredible experience! We had a group of 9 for a bachelorette party and had a BLAST! If you’re exploring different boat charter options in Charleston, look no further than Charleston Sailing Adventures. You will not be disappointed!

We had the most perfect time onboard with Brian and his amazing crew. Very relaxed and laid-back, informative with an amazing Sunset, awesome views of Charleston and we even got to see dolphins. Thank you very much for everything!!! It was an unforgettable experience. Greetings from Berlin, Germany

We went on an afternoon sail with Brian as our skipper. We had a wonderful time. Brian is an excellent sailor, super knowledgeable about all things Charleston and very friendly. We saw the sights of Charleston and as an added bonus, a dolphin family while out. Prevailing Winds is a comfortable and speedy boat. All around wonderful experience and a highlight of our trip.