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Charleston Sailing Private Day Charters

Certificate of Excellence
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Address: 17 Lockwood Dr, Charleston, SC 29401-1190
Phone Number:
+1 843-557-7403
09:00 - 23:00
Open now
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Sun - Sat 09:00 - 23:00
Recommended length of visit: 2-3 hours

Sail year round on Charleston’s finest, private, and romantic 50ft luxury...

Sail year round on Charleston’s finest, private, and romantic 50ft luxury yacht, "Fate". Rated by Forbes as one of the top romantic things to do in Charleston! Enjoy the sights of this beautiful city from historical landmarks to a wide variety of wildlife as you relax and feel the ocean breeze, all while your professional captain and mate take care of everything else. Available for hourly, daily and overnight adventures. Most charters are 3-4 hours in length and circle the entire Charleston Harbor. Gourmet Catering options are available and you are welcome to bring your favorite beverages along for the ride. Ask about our sunset sail and overnight at the dock for two special. Longer overnight trips for two are available by request. Professional photography is available.

New spring 2017, our high capacity motor yacht Kismet. Perfect for parties up to 16 or 18 guests.

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TripAdvisor Reviewer Highlights

Read all 443 reviews
Visitor rating
  • 439
  • 3
    Very good
  • 0
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  • 0
It was perfect weather and a perfect sun set cruise!

The captain and first mate were great companions. We catered with Caviar and Bananas and love every minute of the sailing trip. Highly recommend.

5 of 5 bubblesReviewed 1 week ago
Austin M

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443 Reviews from our TripAdvisor Community

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Showing 442: English reviews
1 review
5 of 5 bubbles Reviewed 1 week ago

The captain and first mate were great companions. We catered with Caviar and Bananas and love every minute of the sailing trip. Highly recommend.

Thank Austin M
Chesapeake, Virginia
Level Contributor
10 reviews
4 attraction reviews
common_n_attraction_reviews_1bd8 10 helpful votes
5 of 5 bubbles Reviewed 19 January 2017

Our time aboard Fate was just as perfect as I had hoped for when I got the private charter for my husband as a Christmas gift. He loves sailing, and I thought it would be a great activity for us to do while on a get-away weekend in Charleston. It did not disappoint. We had pristine weather for the day... More 

Thank 243annettek
1 review
5 of 5 bubbles Reviewed 17 January 2017

My wife and I celebrated her birthday aboard Fate for an afternoon sail and then spent the night aboard one of the best yachts in the harbour! Captain Dustin and the Fate crew keep her in immaculate condition and provide top notch service. The best part is that it really felt like we were just out sailing with friends as... More 

Thank Justin N
1 review
5 of 5 bubbles Reviewed 3 January 2017

We had two families meeting for the first time in Charleston over Christmas and thought a sunset cruise would be a great gift for both sets of Parents at the end of our trip. Needless to say we were not disappointed! The initial emails I sent to inquire and book were promptly and courteously replied to by Captain Dustin Ryan.... More 

Thank Brittany S
Baltimore, Maryland, United States
Level Contributor
2 reviews
5 of 5 bubbles Reviewed 7 December 2016

THIS WAS THE BEST MONEY I SPENT ALL WEEKEND IN CHARLESTON! At first, I have to admit....when my sister told me we were going on a sunset sail in December my immediate response was: "how much is this going to cost and what does this include?" Well, I would've paid WAY more after experiencing the incredible Charleston Sailing Charters. I... More 

Thank KPS531
1 review
5 of 5 bubbles Reviewed 6 December 2016

What a perfect way to kick off a fun bachelorette weekend in Charleston! Dustin and Evan were great hosts on their beautiful yacht. They provided white glove service- from pouring us our beverages to taking countless photos. Dustin even filmed a mannequin challenge video for our group :). We can't wait to return to Charleston and go on another charter... More 

Thank Erin S
Decatur, Georgia
Level Contributor
14 reviews
3 attraction reviews
common_n_attraction_reviews_1bd8 4 helpful votes
5 of 5 bubbles Reviewed 28 November 2016 via mobile

Wow. What a wonderful experience. We had two couples celebrating anniversaries and couldn't imagine a better afternoon. The sunset cruise was truly the highlight of of our Charleston trip. Captain Dustin is such a great host! Just book it - you won't regret it! This was our view at sunset!

Thank decaturt
Chicago, Illinois
Level Contributor
12 reviews
6 attraction reviews
common_n_attraction_reviews_1bd8 7 helpful votes
5 of 5 bubbles Reviewed 17 November 2016

My husband and I visited Charleston for a long weekend with another couple in September, and our sunset sail on Fate was the pinnacle of our trip. Captain Ryan and First Mate Evan were fun, friendly, and knowledgeable. Their easygoing demeanors made us all fast friends and eased the worries for those in our group who had never been sailing!... More 

Thank ChitownRach
Batavia, New York
Level Contributor
3 reviews
common_n_attraction_reviews_1bd8 1 helpful vote
5 of 5 bubbles Reviewed 17 November 2016

I booked the sailboat as a surprise for my boyfriend for his birthday. He loves sailboats and I knew this would be right up his alley. However, Dustin went past our expectations. We had cool weather, but it didn't matter. We were bundled up and Dustin had blankets for us to snuggle up in, if we needed it. His experience... More 

Thank D335BGkarins
1 review
5 of 5 bubbles Reviewed 16 November 2016

We came down to Charleston with two other couples to enjoy a long weekend. We took the 3-hour sunset cruise. Despite it being overcast, we were still able to get some pictures of the sunset. Captain Dustin and his first mate made for an enjoyable afternoon. Dustin was very friendly and knowledgeable about the history of Charleston. I would highly... More 

Thank Donna M

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Typical questions asked:
  • Will you pick up and drop off at my hotel?
  • I have a family of 7. Can your tour accommodate all of us together?
  • How should I dress for this tour?