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Dark Side of Charleston Walking Tour

Highlights
  • 90-minute evening walking tour of Charleston
  • Learn about the sordid and scandalized underbelly of the Holy City
  • Explore historically "seedy" locations with an informative guide
More
Dark Side of Charleston Walking Tour
From US$28.00
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  • Overview
  • What to Expect
  • Important Information
  • Reviews
  • Q&A
Select Date and Travellers
Dark Side of Charleston Walking Tour
US$28.00
Overview
See Charleston through a darker lens on this 90-minute walking tour of the Holy City’s most notorious locations. With an expert guide, learn about the debauchery that lies beneath Charleston’s polished surface. Hear about brothels, scandals, criminals and other wayward behavior as night falls on the city. A great uncensored tour for mature audiences only.
What to Expect
Your tour begins at 8pm when you meet your guide on Anson Street, who over the course of 90 minutes, will take you on an uncensored journey of Charleston's sordid past. Hear the tales of brothels, corruption, prostitutes, scandals, and crime, and learn the city's darker secrets that other tours leave out.

While pastel-colored homes, sunshine, and southern hospitality reign supreme in the coastal city, it isn't always champagne and mimosas down here on the Charleston streets. From centuries ago to the present day, Charleston has been a place where high society is riddled with scandal, temptation, sin, and truly unruly behavior. 

Whether it’s a fascinating story about a legendary brothel, or a look back at ancient forms of punishment, find out what really went on in the streets in the "Holy City" of Charleston. Did Charleston have a red-light district? Why did prostitutes wear red shoes? Your licensed and experienced tour guides will answer these questions throughout the tour, and there really isn't any other Charleston walking tour like it.
Reviews (23)
1 - 5 of 22 reviews
Reviewed 2 days ago
very much let down

We had taken a Charleston Stroll walking tour earlier in the day with John and it was amazing. We were offered a 20% coupon if we wanted to take another tour so we decided to do a Dark Side of Charleston tour later that evening....More

Thank mozdrilla
Reviewed 2 weeks ago via mobile
The untold history of the old south!

Zach, the tour guide was awesome! His knowledge and exuberance for Charleston made this tour memorable. If you are in Charleston and are limited on time, The Dark Side of Charleston tour is a must! Leave the youngsters home though!

Thank Karen D
Reviewed 3 weeks ago
Great guide, great trip!

Carol was a fantastic guide for our tour! She was very knowledgeable about the history and good at incorporating the more R-rated elements. At the very beginning of the tour she told us that it was a raunchy history tour that would talk about brothels,...More

Thank talkingoaktrees
Reviewed 4 weeks ago
Great adult fun!

This is a great tour if you like the kind of history they leave out of textbooks. We were assigned to Carol as our guide and had a fantastic time! She is a great storyteller and has a great sense of humor. This is an...More

Thank Ashley H
Reviewed 4 September 2018
Great guide

We took the early Dark Side tour on a Saturday night. It was very busy downtown, but Carol(e?), our guide, was very cautious around traffic and cognizant that no one was left behind. There was an "issue" during our tour - not WITH our tour,...More

Thank Kate B
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