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”
Posted By : Doug P
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
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Posted On : 2024-05-29 16:41:51 
Posted By : Jody_P
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.
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Posted On : 2024-05-25 09:28:11 
Posted By : Queenbfteam
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!
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Posted On : 2024-03-31 10:33:49
Posted By : heidibarnes
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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Posted On : 2024-03-20 17:28:43
Posted By : donna s
Our girl’s trip was off to the perfect start thanks to this informative and entertaining view of Charleston. The city was brought to life thanks to our charming guide, Benjamin. We learned and laughed our way throughout this delightful morning and encourage anyone interested in an in-depth look at a consequential part of our country’s history to book it with Ben!
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Posted On : 2024-03-15 09:09:52
Posted By : Jerry_K
Excellent tour, would highly recommend. Knowledgeable, friendly and engaging. Tailored tour to our interests and then ended the tour at our lunch restaurant.
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Posted On : 2024-03-01 09:23:02
Posted By : mrmedoes
We took a group of 17 with Ben as part of the business group. My team could not have enjoyed themselves more. They felt informed, entertained, and honestly had a great time. I would completely recommend the tour.
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Posted On : 2024-01-18 08:53:55
Posted By : 911alenah
Fantastic tour. Very informative and enjoyable. Would highly recommend this walking tour. Our guide, the owner, was funny and took us to such picturesque places that we would have never discovered on our own.
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Posted On : 2023-09-12 12:38:50
Posted By : turnerdebbie1
Loved it! The tour guide was extremely informative and fun. He added a personal touch that seemed to resonate with everyone on board the comfortable tour bus.
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Posted On : 2023-03-24 23:26:52
Posted By : Nicole_T
Benjamin was our tour guide with Pineapple Tours. He was so knowledgeable and made wove into amazing stories the history of Charleston. Highly recommend this tour with Benjamin!
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Posted On : 2023-03-17 09:30:45
