Book this day on the water. You will not regret it! Captain…read morePhil is an absolute gem -- part sailor, part historian, part comedian and 100% the kind of person who makes you feel like you've known him for years. His knowledge of Charleston's history is extraordinary, and the way he tells it? Pure magic. We laughed, we learned and we never wanted it to end. His wife also joined us and was a wonderful addition to the crew -- together they made the whole experience feel like a day out with great friends rather than a tour. Charming, memorable, and one of the best things we did in Charleston. Five stars isn't enough!

My family of four had a fund afternoon of sailing on the smaller catamaran. Cole was our captain…read moreand did a great job with us -- even as we got blasted by torrential downpour of huge gusts of wind. We'd recommend this outfit, and Cole, to anyone looking to enjoy an afternoon of sailing.

Incredible experience with a private sunset sail. Captain Scott and Madde were knowledgeable and…read morefriendly, and we trusted them almost immediately. Would do it again in a heartbeat.

My wife and I had an amazing trip with Capt Scott and his deckhand Grace. We did a harbor cruise,…read moreand it was a great experience. Scott runs a very tight operation, is very knowledgeable about the area, and is a great person to have a conversation with. Grace was also a very knowledgeable sailor, and very attentive to our every need. I highly recommend a trip with Charleston Sailing Charters. We will definitely be back. Connor T.

We had a wonderful time with Captains Jen and Janet. They made a special effort to pick us up at…read morethe marina we were staying in and the sail itself was absolutely perfect. Would definitely go out with them again!

Captain Jen and Captain Janet were amazing! I typically get quite motion sick and they provided me…read morewith motionbands and constantly checked in. More importantly, they were professional, friendly, knowledgeable and gracious. The tour was intimate and the boat was impressive. Loved the option to bring our own food and drinks. They encouraged us to explore the boat and took great photos too Such an enjoyable evening which we will never forget! Can't wait to come back.

Captain Matt and Bethany took us out on a beautiful sailboat the week of July 4 in Charleston's…read moreharbor. It was relaxing and adventurous. The captain and crew were very friendly with great conversation and also extremely knowledgeable, accommodating and safe. 5 star day all around!

Sending for record purposes. Our reservation reflected in the itinary under "Things to know, that…read moreare allowed on the boat". Specifically, fishing was identified. This information was presented and verbally communicated to the crew member and the boats captain. A screen capture of this was taken. However, the owner (telephonically) and the crew "Stated, we could not fish from the boat, because they did not have a fishing license. Although, mind you the write up indicated "allowed on the boat fishing was cited) However, on June 15, 2025, or about 10:30 a.m. (est) it was noted this item was deleted from the itinary/website. We were refused a full refund (over 1,000.00 $$) and was offered a 10% refund. Needless to say, this was an insult.

We had a bachelorette party with 8 girls and our sailing charter was the highlight of the trip. The…read moreboat was more perfect than we could've imagined - it was gorgeous and well kept. There was lots of space for everyone to lay out at the front of the boat and hang for the day. Plus lots of space at the back of the boat to eat and relax in the shade. Matt was easy going and a pleasure to work with. We were able to bring our own food/drink and play music from the speakers. Highly highly recommend!

We recently rented a catamaran from OM for a bachelorette party and it was the highlight of our…read moretrip! Matt and team are incredibly flexible with weather and we're so accommodating to our group. We had the best time and will definitely sail again with OM!

We wanted to experience a harbor cruise while in Charleston. I checked Yelp and found Charleston…read moreHarbor Tours which had good reviews. So I booked our tickets online. I was pleasantly surprised to find free street parking. We boarded the boat and headed out in the harbor. It was a beautiful night on the water and bonus, we got to see the sun set. They played a little music but mostly the captain gave us history of the harbor. We saw some old military ships and a couple of forts and went under the suspension bridge. They sell snacks, alcohol, soda and ice cream. I ordered a Pepsi and a chocolate chip ice cream cookie. And bonus, there is a bathroom on board. The staff was friendly. I would take another cruise with Charleston Harbor Tours.

The sunset cruise was beautiful and the staff were all very nice and helpful. I do feel like the…read morecruise was overbooked, and it was hard to move around or even find a bit of railing to lean against and not be in someone's way. This is a management problem, not a crew problem, unless the crew owns the boat. It was also hard to hear the narration once the crowd of people started talking. What I could hear was well-presented and interesting.

My wife (Keri) and I arrived earlier than the other 4 guests. MJ met us at the docking area and…read morewalked us down to the yacht. I say yacht because Paul corrected me when I said boat. If the vessel is longer than. 32ft it's a yacht. As we were boarding Keri asked Paul if he lived on the boat LOL. Paul went on a 5 minute speech about the subject of him not living on a boat. His question to Keri was "Why does everyone think I live on a boat?" Keri had no answer. Paul continued to express reasons why he does not live on a boat. He stated many times that he lives in a house like most people and not on a boat and if he did it would be a yacht like the one we were on now. Paul's 5 minute speech was by far one of the most hilarious things I have heard in my life. I brought this up so everyone understands Paul has personality and his personality was the perfect fit for the occasion. He is very knowledgeable about Charleston's history and extremely knowledgeable about anything and everything about sailing. It is rated 5 stars for a reason and we recommend it to anyone interested in doing a sailing tour when visiting Charleston.

We had an amazing time selling with Manning! He was extremely knowledgeable not only of the vessel…read morebut also the area and the history of Charleston. Communication with him prior to the sail was quick & easy. We will definitely recommend sailing with him to family & friends!

standing on the deck area waiting for your time is torture when its hot and sunny! they should have…read moresomewhere with shade to wait especially since it's a family friendly activity. my daughters had a nice time and the staff was so friendly! that's a huge plus. we saw dolphins so that was the best part of the day

Such an awesome experience! The crew were all amazing, very…read morepersonable, and interactive. They also gave us some great recommendations for restaurants that we tried through out our stay down there. The boat itself was beautiful! Was able to see plenty of dolphins, and really enjoy the perfect weather we got blessed with! Beverages are available for purchase on board. Totally worth the every penny and can't wait to come back and try out on of their night time tours!

Had a corporate outing with Todd and Kathy and it was a wonderful experience. Beautiful boat, just…read morethe right amount of time on the water, good food and drink, and exceptional hospitality. Todd and Kathy did an amazing job at making our experience memorable. I highly recomend Zen Sailing, you won't be disappointed! George Jarck

First of all Everything Zen catamaran was stunning! It was such an amazing experience! We got their…read moredelicious charcuterie board and brought our own drinks! Everyone needs to experience this!

The most professional sailing school and charter company I have encountered. The team they have…read moreyou can tell are happy and great at what they do! The fleet is immaculate! A truly professional experience all around!

My wife and I took our sailing classes from Charleston sailing school over 10 years ago. We took…read more3 levels of certification over several weekend classes to get us ready to do bareboat chartering. I have such great memories of those classes, so much fun. These folks know their stuff!! Since then i have made the drive down from charlotte to charter from them countless times. Always a great experience. Incredibly knowledgeable and friendly, I just can't say enough good things about this operation, Quality people, quality sailboats..a real treat. Do your self a favor, go here and learn the right way sail.