Private Sailing Charter with Captain

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: 24 hours
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…
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…

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
(43 Ratings)
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Kelly_c
Nov 9, 2024
5 star experience! - Absolutely fantastic sailing experience with Will! Would book this again & again ... 5 star experience!
Review provided by Viator
Gary_c
Nov 7, 2024
Highly recommended. Beautiful boat, great views (dolphins!). Pro captain. Worth the $$ - We're a "young" couple in our 50s celebrating our birthdays and we're very happy with this boat charter. Captain Will was a pro, calm and knowledgable. There was good communication regarding the booking leading up to the departure date and there was no issue finding Will at the Harborage location. The boat was beautiful as were the views, and a few dolphins came right up close! Will provided lots of interesting facts about the area when asked - but he also gave us space to enjoy our time as a couple. This experience was so much better than being on some ship with 50 other people clamoring for space. We'd highly recommend this experience to others visiting Charleston.
Review provided by Viator
Rick_h
Nov 6, 2024
The weather was perfect! ... - The weather was perfect! The boat captain was pleasant and knowledgeable. He really made our time memorable.
Review provided by Viator
Daisy_b
Oct 1, 2024
Fantastic - We had a wonderful 29th anniversary sail. Will was a great captain. Charleston was a beautiful place for a sail. I highly recommend doing it.
Review provided by Viator
T1113wlmegant
Sep 11, 2024
The best sunset cruise experience! - We had the absolute best time ever on our sunset cruise! Our captain Will was so knowledgeable, gracious, and caring with his time and expertise. He was just the cherry on the top of the best night of or vacation. The Esprit de Joy was a beautiful, clean, and perfect size boat for our small group of six. We highly recommend this experience!
Review provided by Tripadvisor
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
From $500 (Per Group)
up to 6 guests
1 Traveler
Cancellation: Free cancellation up to 24 hours before the start of your experience (local time).