CHARLESTON

15 Charleston Sailing Tours to Build a Day Around

15 sailing trips  ·  from $45 a head

The 15 best charleston sailing tours you can book right now, with the price a head, how long each one runs and whether the sails go up. Number one is first for a reason.

Afternoon Schooner Sightseeing Dolphin Cruise on Charleston Harbor - Fort Sumter and the story of Charleston Harbor
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Afternoon Schooner Sightseeing Dolphin Cruise on Charleston Harbor

1.Afternoon Schooner Sightseeing Dolphin Cruise on Charleston Harbor

★★★★★★★★★★4.5 · 620 reviews · 1 hour 30 minutes (approx.) · from $45Our pick

Review of Charleston’s 90-minute Schooner Pride dolphin cruise, with Fort Sumter, harbor views, sailing tips, pricing, and honest drawbacks.

“Was an amazing experience will do that again, the ship and the crew was amazing and so helpful allowing people to help raise the sails. What a great service and experience.”

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Private Luxury Yacht Charters, BYOB & Dolphins - Fort Sumter from the water
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Private Luxury Yacht Charters, BYOB & Dolphins

2.Private Luxury Yacht Charters, BYOB & Dolphins

★★★★★★★★★★5.0 · 395 reviews · 2 hours 30 minutes (approx.) Top rated

Review of Charleston’s private yacht charter: BYOB, dolphins, Fort Sumter, sunset views, crew service, price, parking, and booking tips.

“It’s excellent. A terrific way to relax for 2.5 hours Skipper Glenn & mate Zach were terrific. We had enough wind to sail. Watched the start of a sail boat race.”

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Charleston: Schooner Sailing Harbor Tour & Dolphin Watch - Raising the sails with the crew
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Charleston: Schooner Sailing Harbor Tour & Dolphin Watch

Private Morning Sail, Dolphin and History Tour on Mystique - What Mystique feels like on the water
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Private Morning Sail, Dolphin and History Tour on Mystique

4.Private Morning Sail, Dolphin and History Tour on Mystique

★★★★★★★★★★5.0 · 84 reviews · 2 hours (approx.)

Sail Charleston Harbor aboard Mystique with a private skipper, dolphins, historic waterfront views, drinks, shade, and room for six.

“We had a wonderful morning sailing experience. Will and Sam were fantastic as the captain and crew of the Mystique - they made us feel welcome and comfortable, were so knowledgeable about the history of Charleston, made sure we saw several dolphins, and were just fun to visit with in general. They also went above and beyond, helping us get my son’s sweatshirt back that he left on the boat. We would highly recommend this experience for any group/age. It was a perfect morning!”

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Charleston Harbor Sunset Cruise with Music & Onboard Bar - Boarding at Shem Creek
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Charleston Harbor Sunset Cruise with Music & Onboard Bar

Private Sailing Charter with Captain, BYOB - The Charleston Battery comes first
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Private Sailing Charter with Captain, BYOB

6.Private Sailing Charter with Captain, BYOB

★★★★★★★★★★5.0 · 64 reviews · 2 hours 30 minutes (approx.)

Sail Charleston Harbor privately with a captain, BYOB drinks, sunset views, Fort Sumter, the Ravenel Bridge, and room for six.

“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!”

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Private Luxury Sunset Sail on the 50ft Sailing Yacht Fate BYOB - Setting out from 17 Lockwood Drive
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Private Luxury Sunset Sail on the 50ft Sailing Yacht Fate BYOB

Private BYOB Afternoon Harbor Sail On 50ft Sailing Yacht Fate - The Charleston Battery And Its Waterfront Homes
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Private BYOB Afternoon Harbor Sail On 50ft Sailing Yacht Fate

8.Private BYOB Afternoon Harbor Sail On 50ft Sailing Yacht Fate

★★★★★★★★★★5.0 · 42 reviews · 2 to 4 hours (approx.)

Review of Charleston’s private BYOB sail on 50-foot yacht Fate, with harbor landmarks, flexible departure times, soft drinks, and a full refund option.

“Captain Scott and Sam made our experience truly wonderful. From their wealth of knowledge about sailing to making sure that we were taken care of the entire ride, we absolutely would recommend the tour and look forward to coming back!”

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Private Sunset Sail BYOB Dolphin/History Tours on 43ft Mystique - Setting Out From 17 Lockwood Drive
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Private Sunset Sail BYOB Dolphin/History Tours on 43ft Mystique

9.Private Sunset Sail BYOB Dolphin/History Tours on 43ft Mystique

★★★★★★★★★★5.0 · 42 reviews · 2 to 4 hours (approx.)

Review of Charleston’s private 43-foot sunset sail with BYOB drinks, dolphins, Battery views, Fort Sumter, and the Ravenel Bridge.

“What a great night! The boat was beautiful and Adam and Walker were both friendly, fun and informative. We loved our cruise and celebrated a birthday on board. Sunset was beautiful and we will definitely be booking again.”

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Private Morning Sail/ Dolphin Tour on 50ft Fate, BYOB or Catering - Passing the Charleston Battery and antebellum homes
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Private Morning Sail/ Dolphin Tour on 50ft Fate, BYOB or Catering

10.Private Morning Sail/ Dolphin Tour on 50ft Fate, BYOB or Catering

★★★★★★★★★★5.0 · 40 reviews · 2 to 4 hours (approx.)

Review of Charleston’s private 50-foot morning sail, with dolphins, harbor sights, BYOB options, pricing, itinerary, and practical booking advice.

“The boat was gorgeous and the scenery was spectacular but my friend Aubrey and I were most impressed by the ship’s captain Scott and his first mate Josh. Their ability to sail perfectly was noted by Aubrey as he sails regularly in NC where we are from. Thank you for such a memorable experience. We will be back and will request Scott and Josh.”

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Private Afternoon Sailing/Dolphin & History Tour on 43ft Mystique - Passing beneath or near the Ravenel Bridge
Charleston Sailing Tours, Historical Tours, Sailing Tours, Tour Reviews, Tours, USA Sailing Tours, Whale and Dolphin Watching Sails, Whale and Dolphin Watching Sails in the USA

Private Afternoon Sailing/Dolphin & History Tour on 43ft Mystique

Charleston: Private Daytime or Sunset BYOB Sailing Charter - Meeting Captain Will at Ashley Marina
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Charleston: Private Daytime or Sunset BYOB Sailing Charter

Charleston Harbor Daytime Sightseeing Cruise with Music - Boarding a 55-Foot Open-Air Catamaran
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Charleston Harbor Daytime Sightseeing Cruise with Music

Charleston Harbor Mimosa Brunch Cruise with Brunch Bites - Starting at Shem Creek
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Charleston Harbor Mimosa Brunch Cruise with Brunch Bites

Wednesday Happy Hour Sunset Sail | Charleston Harbor - A social Wednesday evening without too much fuss
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Wednesday Happy Hour Sunset Sail | Charleston Harbor

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