Charleston Sailing Charters LLC Yachts Fate, Serendipity, Kismet, Mystique and Southern Charm

Captain Scott was absolutely amazing! From the moment we stepped aboard Southern Charm, he went above and beyond to make our charter the most memorable experience we've ever had. His attention to detail, professionalism, and warm personality made us feel completely at ease. He made sure we were safe at all times and truly went the extra mile to ensure we had an unforgettable day on the water. Southern Charm is a beautiful boat, and with Captain Scott at the helm, you're guaranteed a top-notch experience. If you're looking for someone stellar who genuinely cares about your time on the water, Captain Scott is the one to book with. Highly, highly recommend!

We took our teens for a sunset sail on the Fate during our summer vacation. Captain Scott and First Mate Anna made this an unforgettable memory for all of us. Scott shared lots of information and history about the area and about the boat/sailing in general, and Anna was right there chiming in - but also so organized, helpful, never left a glass empty and made sure we were all well fed too. Safety was a priority with this crew, and our kids learned a lot while having fun! We were lucky enough to see pods of dolphins right up near our boat, plus Black Skimmers feeding that night as well which was pretty cool. Thank you Scott and Anna for an awesome evening in the harbor! We loved it!

The cruise experience was amazing. The boat was very comfortable and spacious. There were complimentary water and sodas for the ride. You can either BYOB or buy a bottle of wine while on board. The views were beautiful and on the way back to shore, the sunset came through the clouds and it was so peaceful and breathtaking. Will and Maddie made it such a fun experience and were attentive to all of our needs. If we visit Charleston again, we will definitely take another cruise. I definitely recommend, you won’t be disappointed.

An Unforgettable Birthday Sail on Mystique I had the absolute best experience sailing on Mystique for my birthday! The boat—a gorgeous Beneteau—is spotless, spacious, and clearly maintained to the highest standard. You really can’t get much better than this if you’re looking for a top-tier sail. Dustin and Sam were an incredible crew. Dustin was informative and shared interesting details during the sail, and Sam went above and beyond—serving lunch and making sure Kelly’s wine was always topped off. Their energy and professionalism made the experience relaxed, fun, and memorable. The weather was perfect, the views of the bay were stunning, and the whole afternoon felt like something out of a dream. Highly recommend booking Mystique if you’re looking for a first-class sailing experience. I’ll definitely be back!

This experience exceeded our high expectations!! 10/5 stars 👏👏 I booked a sunset sail charter for my husband’s and my one year wedding anniversary on a 40-something foot sailboat. The experience was phenomenal. Captain Scott and Sam went above and beyond making this experience flawless, romantic, and memorable. We were even lucky enough to see a dolphin come close. The captain casually asking if there was any music from our wedding that was special and then discreetly playing our first dance song for us was the sweetest touch we could have ever asked for 🙏🙌🫶 Truly a magical experience. Our server, Sam, was proactive on keeping our drinks full, serving our food that we forgot we even brought 😅😂, and even fetching our hoodies etc out of the lower cabin when we got a little chilly, but wanted to continue sitting and enjoying the sunset on the bow. Next time we come back to Charleston, I will absolutely be requesting these two again! Truly a next level magical experience!! I cannot thank them enough! 🙏❤️

We had the best evening with Captain Will and First Mate Anna! We enjoyed the views, learning more about Charleston, and even got to see some dolphins! They were welcoming, intentional, and went the extra mile to ensure we had a great tour even with the rain!

Will and Anna were so wonderful! They welcomed my book club and I on board (even helped us find the dock after getting a little bit lost) and then gave us a wonderful sail along the coast of downtown Charleston! We saw many dolphins and had great conversations with them as well. Would 100% recommend!!