Add dates

Charleston Sailing trips & boat tours

Our most recommended Charleston Sailing trips & boat tours

Charleston: Historic City Tour and Harbor Cruise

1. Charleston: Historic City Tour and Harbor Cruise

Discover 300 years of Charleston history from land and sea with passionate licensed tour guides. Experience a 90-minute narrated tour of Charleston in a climate-controlled luxury coach and then head to the water for another perspective of the city from Charleston Harbor. Learn fascinating historical facts about Charleston while you cruise the gentle waves of her harbor. Knowledgeable and entertaining tour guides are licensed by the City of Charleston and are eager to share their knowledge with all guests aboard the cruise. Don't forget your camera as you will see all that the Holy City has to offer: Charleston's Historic Homes and Churches, the Old Market, Rainbow Row, Fort Sumter, USS Yorktown, and incredible views from Charleston Harbor.

Charleston: Schooner Sailing Harbor Tour & Dolphin Watch

2. Charleston: Schooner Sailing Harbor Tour & Dolphin Watch

Experience the wonder of sailing on a classic, 84-foot tall ship in the idyllic setting of Charleston Harbor. As you cruise, marvel at the power of the wind filling the sails and the tranquility of the sea. Catch glimpses of historic landmarks, like Fort Sumter, and dolphins gamboling on the waves. Begin your sailing excursion at the Aquarium Wharf. There, meet your captain and crew of the striking, 3-masted ship known as the Schooner Pride. Admire the character and class of this authentic model of the classic coastal trading schooners. Next, prepare to set sail and help the crew as you begin to pull away from the dock. Once the sails are raised, sit back and relax on the benches lining the main deck. Enjoy views of Charleston Harbor stretching out before you. Continue your tour as you cruise past Charleston highlights, such as Fort Sumter, Fort Johnson, and Yorktown Point. Onwards, discover the historic waterfront area of Castle Pinckney. Sail further on waters that Blackbeard once traveled before returning to Aquarium Wharf.

  • Bundles
  • Water activities
2 activities found
Sort by:

Frequently asked questions about Charleston

Other Sightseeing Options in Charleston

Want to discover all there is to do in Charleston? Click here for a full list.

What people are saying about Charleston

Overall rating

4.8 / 5

based on 208 reviews

Having visited Charleston many times, we had a good basic knowledge of the city’s history and geography. But these two tours were very informative and we learned many new interesting things. Although different in scope, the bus tour and the harbor cruise complemented each other and made for a relaxing and pleasant experience. The bus tour was especially exceptional - the driver narrated the entire trip with both factual and anecdotal information.

Great way to spend a rainy day ! Alan was our bus tour guide and was awesome. Afterwards we toured Charleston Harbor and Stephen was our guide. He was awesome also !

Tour Guides were very knowledgeable and entertaining as well. I highly recommend taking the gray line bus tour and harbor cruise.

the guide , driver and doing a good job for charter and for boat, nice , quiet and lady guide too.

Wonderful! Ask for Steve the tour guide for the boat he is awesome!