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Charleston Historical Walking Tour: Pirates, Patriots, and More

icon 2 hours Mobile ticket Free Cancellation
Tickets from € 49,20

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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”
  • 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
Departure Point

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

Return Details

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

  • Nathaniel Russell House, Charleston, South Carolina, United States
    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, Charleston, South Carolina, United States
    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.
  • Joe Riley Waterfront Park, Charleston, South Carolina, United States
    Located close to The Market, the Riley Waterfront Park is considered one of the area's most visited and popular parks.
  • Rainbow Row, Charleston, South Carolina, United States
    One of the most popular areas in Charleston, Rainbow Row represents the longest cluster of Georgian row houses in the United States.
  • Battery & White Point Gardens, Charleston, South Carolina, United States
    White Point Gardens is a 6 acre public park located at the southern most area of The Battery.
  • Pineapple Tour Group, Charleston, South Carolina, United States
    Charleston was founded in 1670 and quickly developed into the most cosmopolitan seaport on the continent. Start your Guided Historic Walking Tour through Charleston at the Circular Fountain located at one of Charleston's popular sites, Waterfront Park. Enjoy a leisurely stroll through this historic city and listen as your guide provides you with a comprehensive overview of Charleston throughout the centuries.  History will come alive as you listen to stories of bawdy taverns & pirates, heroic patriots, the grandeur of antebellum architecture, the devastation of the Civil War, and much more. Popular stops along this route include the  Battery,  Rainbow Row,  Waterfront Park,  Old Customs Exchange,  Nathaniel Russell House,  Whitepoint Garden, and  St. Michael's Church.  Make sure to complete your visit to Charleston with this popular tour by booking ahead today!
  • 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
You can cancel up to 24 hours in advance of the experience for a full refund.
  • For a full refund, cancel at least 24 hours before the scheduled departure time.
  • If you cancel less than 24 hours before the experience’s start time, the amount you paid will not be refunded.
  • Any changes made less than 24 hours before the experience’s start time will not be accepted.
  • Cut-off times are based on the experience’s local time.
  • This experience requires a minimum number of travelers. If it’s canceled because the minimum isn’t met, you’ll be offered a different date/experience or a full refund.
Patricia_S
13 Sep 2025
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
09 Apr 2025
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 Mar 2025
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.
This tour in Charleston is organized by Pineapple Tour Group LLC

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We always double-check the availability with our local partners for each booking. Even though this is usually a swift process, it can take up to 24 hours. Once this process is completed you will receive your voucher or ticket by email. If our local partner is not able to confirm your booking we will offer you the best possible alternative. If the new date and/or time doesn’t fit your itinerary, we will reimburse the full amount paid.
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