The Darkside of Charleston Walking Tour

Interested in the Dark Side of Charleston’s Past?
Take an uncensored look at Charleston’s true history — a history full of brothels, prostitutes, corruption, crime, scandal, and sordid affairs. While pastel-colored homes, sunshine, and southern hospitality reign supreme in the city, it’s not always champagne and mimosas. From hundreds of years ago to present day, Charleston has been a place where high society life is shadowed by scandals, temptations, and unruly behavior. In the underbelly of Charleston lay an unholy city indeed.

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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 of the Holy City. While it’s not exactly meant to scare the bejesus out of you, this UNCENSORED tour of Charleston’s treacherous past covers the seediness that existed here way back when and will certainly be an eye-opener.

Did Charleston have a red-light district? Why did prostitutes wear red shoes? Our licensed and experienced tour guides will take you on a fascinating 1½ hour walking tour of the Dark Side of Charleston, filled with a history you’ve probably never even considered before. There’s no other Charleston, SC walking tour like it!

Can you handle hearing the seedy history of Charleston and its dirty deed doers? Good.

NOTE: Because of the subject matter involved, this tour is restricted to adults 18 or over.

Space is limited – Book online today!
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For questions and information about the tour or your reservation, call us at 843-766-2080!

Recent Comments

  • “It was great learning about the darker history of Charleston. – The tour was very informative” – Jill from Germany
  • “This is an extremely in-depth tour Deserves it’s R-rating, and we thoroughly enjoyed it.” – Brad from Asheville, NC
  • “The tour was fascinating He was extremely knowledgeable, humorous, and was happy to answer our questions.” – Anna from Willingboro, NJ

Reviews

ghost Overall rating: ★★★★★ 4.8 based on 24 reviews
5 1

Haunted Jail Tour

ghost
★★★★★
5 5 1
My wife and I enjoyed the tour. Braxton was very informative and told great stories.

Jailtour

ghost
★★★★☆
4 5 1
It was good tour. I was standing by a closed door when I got the feeling that something grabbed my ankle very hard. I was wearing boots!

The scariest thing I have ever done

ghost
★★★★★
5 5 1
This would have had to be one of the most scariest thing I have done. This is great for people who love scary things. Right when I walked in the jail I felt itchy and loss of breath and just felt heavy. An amazing experience

Graveyard Tour

ghost
★★★★☆
4 5 1
Lisa was a good tour guide. Wish we could have visited during daytime hours hard to see at night. Really enjoyed the jail tour

Authentic historic ghostly- real deal!

ghost
★★★★★
5 5 1
Done a ton of tours all kinds- Andrea our guide was great from how built in revolutionary grave to all stories of real torture and horror of 14k plus who pershied - Ypu FEEL the meg energy! Do did my husband who is not a believer in anything like this- son is history Major- Very important to know what occurred blocks from the Battery mansions! A must see - and today jails have TV! ? Go ASAP! True history soon sold - Bullfog scores again ! Thx 8 pm was great!

Interesting and Gruesome

ghost
★★★★★
5 5 1
Just as with my first Ghost and Graveyard Walking tour with Bulldog Tours a few years ago, the tour of the Old Charleston Jail was very thought-provoking. Eric Lavender was a super guide - knowledgeable and attentive. The history of this landmark is gruesome and visiting on a cold, rainy night only added to the experience. Priced right and a perfect length. Can't wait for my next visit to Charleston and my next tour with Bulldog Tours.

Genuine

ghost
★★★★☆
4 5 1
As soon as I entered the jail I felt tremors, which is completely normal in any old city for me but Downstairs just before the exit I experienced a full force from a lot of entities in one room. They really are there. This place is genuinely haunted.

Best Scare Ever!

ghost
★★★★★
5 5 1
My 2 friends and I went on 2 City Jail Tours and one Ghosts and Graveyard Tour over Halloween weekend. We had THE best scare ever!! Randy and Joy were awesome!! Professional, knowledgable and they enjoyed sharing the secrets of the spirits haunting the Holy City. A must do!!

Great Experience!!

ghost
★★★★★
5 5 1
My boyfriend and I went over spring break and it was super creepy!!! Our tour guide did great at explaining the history and giving us his personal ghost stories while walking through.

Ghost & dungeon tour

ghost
★★★★★
5 5 1
Mimi Wood is THE BOMB! Her passion and knowledge of the history was amazing!

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