Charleston History Tour: Walk Through Centuries

Experience the rich history of Charleston on our comprehensive walking tour. Discover bawdy taverns, heroic patriots, antebellum architecture, and the impact of the Civil War. Join us and explore the vibrant streets and gardens of the ‘Holy City’.

Duration: 1 hour, 30 minutes
Cancellation: 24 hours
Highlights
  • 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.
What's Included
  • 90-minute guided walking tour
  • Exclusive access to walk-only historic sites
  • Expert local guide
  • A journey through history: taverns, pirates, patriots, and architecture
  • Insights into Charleston’s Civil War era
What's Not Included
  • Gratuities
Additional Information

A Walk Through Charleston is our top-selling, multifaceted exploration that offers an extensive survey of Charleston’s history over the years. Established in 1670, Charleston rapidly grew into the continent’s most sophisticated sea harbor. Join us on our guided walking tour as we delve into topics such as the spirited taverns & pirates, valiant…

Location
1 Vendue Range
Vendue Range
Departure Point: Tours will depart from the Circular Fountain in Waterfront Park Address: Waterfront Park 1 Vendue Range Charleston, SC 29401
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Customer Ratings
5.0
(45 Ratings)
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Janasi7071lk
Apr 9, 2025
Excellent! 5 stars! - 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!
Review provided by Tripadvisor
Shawn_a
Mar 26, 2025
A must experience tour - 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.
Review provided by Viator
Wayne_b
Mar 5, 2025
Fun and Informative - Benjamin was awesome — fun and knowledgeable. His local roots and advice about what to do in Charleston was very helpful.
Review provided by Viator
Matt_w
Feb 22, 2025
Fun change of plans - 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
Review provided by Viator
Doug
May 29, 2024
Charleston walk - 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
Review provided by Tripadvisor
Jody_p
May 25, 2024
Fantastic Walking Tour - 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.
Review provided by Viator
Queenbfteam
Mar 31, 2024
Must Do Tour in Charleston - 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!
Review provided by Tripadvisor
Heidibarnes
Mar 20, 2024
Fun way to get acquainted with Charleston - 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.
Review provided by Viator
Donna
Mar 15, 2024
A Charming Charleston Tour - 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!
Review provided by Tripadvisor
Jerry_k
Mar 1, 2024
Great tour - Excellent tour, would highly recommend. Knowledgeable, friendly and engaging. Tailored tour to our interests and then ended the tour at our lunch restaurant.
Review provided by Viator
From $35
up to 15 guests
1 - Adult
Cancellation: Free cancellation up to 24 hours before the start of your experience (local time).