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Our most popular and diverse tour, A Walk Through Charleston is a comprehensive overview of Charleston history through the centuries. Charleston was founded in 1670 and quickly developed into the most cosmopolitan seaport on the continent. Come walk with us and learn about bawdy taverns & pirates, heroic patriots, the grandeur of antebellum architecture, the devastation of the Civil War, and much more. History will come alive as we stroll through the historic streets and gardens of the “Holy City”
Travelers should have at least a moderate level of physical fitness
Child rate applies only when sharing with 2 paying adults
Children must be accompanied by an adult
Operates in all weather conditions, please dress appropriately
For a full refund, cancel at least 24 hours before the scheduled departure time.
90-minute Walking Tour of Historic Charleston
See some of the Charleston sites that can only be accessed on foot
Professional Guide
Learn about bawdy taverns & pirates, heroic patriots, antebellum architecture, Civil War and More
Gratuities
Nathaniel Russell House
Located in Downtown Charleston near High Battery, the Nathaniel Russell House Museum, 51 Meeting Street, is widely recognized as one of America's most important neoclassical dwellings.
Old Exchange & Provost Dungeon
Completed in 1771 as the New Exchange and Customs House, recognized today as South Carolina's most historic building. Where Patriots were imprisoned, the Constitution was ratified and George Washington was entertained.
47 đánh giá
Tổng số đánh giá và xếp hạng từ Viator & TripAdvisor
SandyP200,
16 thg 10, 2025
- Đánh giá từ Tripadvisor
Benjamin was an excellent guide articulating loads of history and humorous stories about Charleston. We enjoyed every minute. He was also very helpful in directing us what to do next. We highly recommend this tour!
Patricia S,
13 thg 9, 2025
- Đánh giá từ Viator
Our guide Benjamin was not just extremely knowledgeable but funny too! We could have spent all day with him. We will remember so many of his phrases and how he connected the dots of your interesting historical story. Benjamin took us down so many out of the way streets with a story to tell about each. It was a super engaging tour. We learned so much laughing along the way.
janasI7071LK,
9 thg 4, 2025
- Đánh giá từ Tripadvisor
Absolutely fantastic! Can’t say enough good things about the walking tour. Our guide was super knowledgeable and had a ton of insights into the history of Charleston. He was entertaining and funny. This was the highlight of our trip to Charleston!
Shawn A,
26 thg 3, 2025
- Đánh giá từ Viator
The tour was amazing. We learned so much from Benjamin and he was engaging, funny and helped us imagine Charleston across different periods of American history. He provided insight into the people and places that made the city central to the political and economic life of Empire and the nascent Republic.
Wayne B,
5 thg 3, 2025
- Đánh giá từ Viator
Benjamin was awesome — fun and knowledgeable. His local roots and advice about what to do in Charleston was very helpful.
Matt W,
22 thg 2, 2025
- Đánh giá từ Viator
Excellent change of initial plan. We were going on a walking tour and Mother Nature didn't agree with our choice of tour! Below freezing with wind chill. @smittylovesbear (Ron Smith) provided for a great, warm tour. Matt & Kathy Fredericksburg, VA
Doug P,
29 thg 5, 2024
- Đánh giá từ Tripadvisor
Great guided walking tour. Al, the guide, was knowledgeable and shared great facts and stories. Walk was 2 hours and really provided a great first day experience to exploring Charleston
Jody P,
25 thg 5, 2024
- Đánh giá từ Viator
Benjamin was an awesome tour guide! He brought so much historical knowledge and when mixed with a bit of his southern charm, it was perfect. My husband and I were visiting Charleston for the first time and we are thrilled we picked Pineapple Tours to learn more about its history & people. We learned so much! Benjamin tried his best to keep us in the shade as much as possible too which was so appreciated in the hot sunshine. We would definitely take another tour with this company & recommend it to anyone visiting this gorgeous city. So fun & entertaining.
Queenbfteam,
31 thg 3, 2024
- Đánh giá từ Tripadvisor
We booked a last minute Easter weekend walking tour with 3 adults, 2 teens, + a child, and even though it was short notice, the Pineapple Tour team accommodated us. Ben was fantastic! We learned so much about the history of Charleston, had lots of laughs, & he even suggested great lunch options for after our tour! If you’re in town, we highly suggest booking any of the incredible tours Pineapple has to offer!
heidibarnes,
20 thg 3, 2024
- Đánh giá từ Viator
Our guide was great and had an obvious real love for Charleston. He was knowledgeable and fun, he even through in more architectural information once he knew we were interested in that.
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