Private Sailing Charter with Captain, BYOB

Experience an exclusive sunset sailing charter in Charleston’s scenic Harbor. Marvel at the breathtaking beauty of the Holy City and discover iconic landmarks while enjoying the luxury of a stocked cooler and dedicated crew.

Duration: 2 hours, 30 minutes
Cancellation: 1 day learn more
Highlights
  • Charleston Harbor - The golden hour of sunset is our prime booking time!

You’ll smoothly cruise past the iconic Charleston Battery, soaking up the timeless charm of downtown Charleston. Hold onto your hats because the fun’s just starting! As you sail past the peninsula, you’re in for jaw-dropping views of Charleston and learn why we call it “The Holy City,” - all right from the heart of the harbor. You won’t want to miss iconic sights like Castle Pinckney, Ravenel Bridge, USS Yorktown, and Fort Sumter.

Whether you are commemorating a birthday, a significant milestone, a team retreat, or a romantic date night, our aim is to craft an unforgettable experience for you. We’ve got you covered with plastic champagne flutes and souvenir cups that you can take home as cherished mementos.

Our dedicated captain is here to ensure every moment on board is nothing short of extraordinary.

  • Fort Sumter National Monument - Fort Sumter holds significant historical importance as the site where the American Civil War began. Located in Charleston Harbor, this National Monument is accessible only by boat and offers a glimpse into the events that shaped the nation’s history. As we trim by, we invite our guests to imagine the echoes of the cannon fire that reverberated across the harbor.
  • Arthur Ravenel Jr. Bridge - The Arthur Ravenel Jr. Bridge, also known as the Cooper River Bridge, is an engineering marvel that spans the entire Cooper River, connecting downtown Charleston with Mount Pleasant. During our time together, you will definitely have opportunities to take pictures with the bridge as a gorgeous backdrop.
  • Battery & White Point Gardens - This waterfront seawall is a stunning sight from our sailboat and it will be the first landmark you will see as we embark on our journey. You’ll be able to see the beautiful lined mansions and waterfront promenade that is one of the most visited spots in all of Charleston.
  • St. Michael’s Church - St. Michael’s is one of Charleston’s oldest churches, dating back to 1752. Its steeple is a prominent feature on the city’s skyline and is known for surviving numerous hurricanes.
What's Included
  • Bottled water included
  • All fees and taxes covered
What's Not Included
  • Gratuity
Additional Information

Embark on an exclusive sailing adventure on board “Esprit de Joy,” tailor-made for groups of up to 6 guests for a 2.5-hour charter embracing Charleston’s scenic Harbor. The golden hour of sunset is our prime booking time, offering you the opportunity to witness one of the most awe-inspiring sunsets.

Prepare to be captivated by the breathtaking beauty of Charleston and discover firsthand why it is affectionately referred to as “The Holy City.” Be sure to note the iconic landmarks such as Castle Pinckney, Ravenel Bridge, USS Yorktown, and the historically significant Fort Sumter.

While you are more than welcome to bring your own selection of beverages & snacks, we go the extra mile by providing an onboard cooler with chilled bottled water & ice. We also have plastic champagne flutes and souvenir cups that you can take home as cherished mementos.

Our dedicated captain is here to ensure every moment on board is nothing short of extraordinary.

  • The total duration includes travel time.
Location
33 Lockwood Dr
Lockwood Drive
Rideshare: Get dropped off at The Harborage at Ashley River Marina, 33 Lockwood Drive, OR Pay $10 and park in the guest lot of The Courtyard by Marriott hotel (35 Lockwood Dr) adjacent to the marina. Walk to the sidewalk, turn right on Lockwood Drive, turn right into the marina, to gray building.
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Customer Ratings
5.0
(39 Ratings)
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Logankm8133ta
Sep 7, 2024
An absolute must do! - An absolute must do!! Captain Will was amazing and gave my wife and I the most amazing sail around the harbor. Overwhelmingly knowledgeable and friendly, this is something we will always do when in Charleston now.
Review provided by Tripadvisor
Emily_m
Sep 2, 2024
Amazing experience! - My boyfriend and I booked a sunset cruise to celebrate his birthday and we could not have been happier with our experience. Will was such an incredible Captain! He had wonderful recommendations of places for us to visit while in Charleston, and he shared lots of history about the city and the sites we were sailing by. The weather was perfect and we were able to see a gorgeous sunset and get some really nice pictures. I can’t recommend this enough! This was a highlight of our trip to Charleston and we’ll definitely book another cruise on our next visit!
Review provided by Viator
Cecile_l
Sep 1, 2024
Stunning Sunset Sailing - Wonderful time with Will, our captain. He was very professional and attentive to all our needs. The sailboat is very beautiful and the route we took was perfect. I would totally recommend it!
Review provided by Viator
Jordansn96jq
Aug 28, 2024
Run it back! - Awesome. Captain Will is the man. Good for the soul, easy on the wallet. Spirit de joy is a go-to for anyone looking for an authentic Charleston experience to enjoy with friends and family!
Review provided by Tripadvisor
Alisonbp147zr
Aug 28, 2024
Unique Charleston Experience - We had such a wonderful evening on board the Spirit de Joy! Will is a great captain and is very knowledgeable in the sailing industry. The sunset views of the Charleston Harbor were phenomenal! This is a great experience to enjoy with friends and family. Would highly recommend!
Review provided by Tripadvisor
Jennifermf6307vb
Aug 28, 2024
Gorgeous sunsets and harbor breezes! - Wonderful, breezy, relaxing sunset sail with Captain Will and Charleston Harbor Sailing. We moved at a good clip, but were comfortable at all times as Captain Will is an expert sailor. The boat is beautiful and we enjoyed our own snacks and drinks with our family. Plenty of room for everyone to take in the views of the city of Charleston and surrounding areas from the harbor. You will love this charter!
Review provided by Tripadvisor
Lisa_b
Aug 24, 2024
Incredible experience! - Will was an awesome captain! The weather was perfect and the views were incredible!! Everything about the experience was memorable! Captain was early to pick us up, we felt welcome anywhere on the clean boat and he was quite informative about the area and answered any questions we had.
Review provided by Viator
Jefl232
Aug 4, 2024
Relaxing and very nice cruise - Relaxing. Captain Will was very good. He was knowledgeable and would engage when asked questions but did not overly try to insert himself into the family time. He seemed skilled as a captain; The boat is very nice and clean and he has a good bluetooth to play your toons.
Review provided by Tripadvisor
Amandaywise
Jul 15, 2024
Book it - Highly recommend sailing at sunset with Charleston Harbor Sailing. Will was our captain and he did a great job making us feel at home on the boat. We celebrated our daughter’s 21st while on board and it was such a fun time. The views were spectacular and we saw several dolphins during the sailing. We had some cloud cover due to the weather and that did not ruin the experience at all. Would book again in a heartbeat.
Review provided by Tripadvisor
A9862nhjanep
Jul 13, 2024
Great tour, perfect day. - Charleston Harbor Sailing Charter Tours Was a wonderful experience. Sailing with a group of friends past sites and seeing dolphins and various birds provided a perfect harbor tour. Captain Will, a skilled professional, made us feel comfortable and welcome.
Review provided by Tripadvisor
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up to 6 guests
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September 2024
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