The Best Sailboat Rentals in Charleston

FOLLY BEACH CATAMARAN SUNSET SAIL, departing Folly River boat landing 190/hr

We had the absolute best time with Johnny! What an awesome sunset cruise, even for late December when it was a little chilly. It was so relaxing and so easy to work with Johnny. We had a great time chatting and spending 2 hours with him and would definitely love to come back when it’s warmer! Extra points for letting me captain the ship for the last 20 minutes :)

Luxury BYOB Sailing in the Charleston Harbor

We had a blast sailing! Our captain was very friendly and made sure to answer all of our questions about the area. There was plenty of room to spread out on the boat and they made sure to make us feel welcome and serve us our refreshments we brought on board :) Would book again!

Luxury BYOB Sailing in the Charleston Harbor

This was the highlight of our trip to Charleston. The time flew by because of the great company provided by the captain and his first mate. They are at your service whether you want to sit in the ultra comfy been bags on the bow or ask tons of questions about sailing and Charleston history, while being waited on for you drink or food needs. Highly recommend scheduling a trip while in town.

Luxury BYOB Sailing in the Charleston Harbor

Wit and Crystal were great! We enjoyed our sail very much! As soon as we got on board, Crystal had all our food and drinks put away in the fridge to stay cold! we got a brief intro to the boat and we were off! Wit seemed to genuinely enjoy chartering guests around on his boat and Crystal was so attentive to our needs. We never had an empty hand! We really enjoyed the trip! We saw many sights and even a dolphin! I can’t wait to bring back some friends next time!

Luxury BYOB Sailing in the Charleston Harbor

This was quite the adventure!! Wit's boat is beautiful! We've sailed multiple times and this is one of the nicest we've been on. Only 3 people so it was more than spacious enough. First boat ever to have the bean bag chairs and I'm still sad I didn't get a chance to sit in one!! We got caught in a pop up storm and Wit handled it unbelievably well. It definitely added to the experience!! After that we were pretty chill just cruising the harbor. Loved hearing his stories! Next time we'd love to have his whole family along! Thank you for a wonderful afternoon on the water!

Luxury BYOB Sailing in the Charleston Harbor

We had a wonderful time sailing around the harbor. It felt so good to relax and enjoy the sunshine and ocean breezes. Our captain and first mate Holly were informative, friendly and knowledgeable. The sailboat is beautiful with plenty of space. Overall, it was a perfect evening! Thank you!