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The Dark Side of Charleston Tour (Rated R)
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The Dark Side of Charleston Tour (Rated R)

5.0(10 reviews)
1 hour(s) 30 minute(s)
english
Charleston, United States

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Explore Charleston’s risqué and scandalous past through vivid storytelling

Visit historic sites closely tied to crime and corruption

Hear intriguing stories of forbidden pleasures and secret dealings

Discover hidden speakeasies and other notorious social gathering haunts

Learn the untold side of Charleston’s complex dark history

Adults-Only Tour Explores Charleston’s Scandalous and Hidden Past


A new adults-only walking experience is offering visitors a different perspective on Charleston by exploring the city's lesser-known history of crime, corruption, and controversy. The Dark Side of Charleston Tour takes participants beyond the traditional narratives of grand homes and historic landmarks, revealing stories that shaped the city's more shadowy reputation.


Guides lead guests through historic streets and neighborhoods while recounting tales of power, deception, and social intrigue. The tour examines how illicit activities, secret dealings, and controversial figures influenced Charleston's development, presenting a candid look at aspects of the city's past often overlooked in conventional history tours.


Along the route, participants visit locations associated with notorious personalities, infamous crimes, and underground enterprises. Stories of bootleggers, hidden speakeasies, and forbidden pleasures provide insight into a period when high society and clandestine activities frequently intersected behind the city's elegant façade.


Designed for mature audiences, the immersive experience offers an alternative interpretation of Charleston's history by highlighting the complexities and contradictions that defined earlier generations. By delving into scandalous events and untold stories, the tour presents a bold and memorable exploration of the Holy City's colorful past.

What's Included
  • History Tour of Charleston
  • Local Professional guide
What's Not Included
  • Personal expenses
  • Gratuities
Price start from

$ 39

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Activity Provider: Bulldog Tours

Customer Reviews

5.0
Excellent
Based on 10 reviews
T
Taylour D.Google
November 17, 2025

We have done six tours across three separate trips to Charleston. The great thing about it is that no two tours are ever the same. Each guide has their own style, personality, and personal stories that add to the tour. This last time we toured the Provost Dungeon with Sarah (she called herself Mo) and it was excellent. You could feel her personal experiences with the entity known as the spectre coming to bear. I highly recommend this company, and doing multiple tours with them. Or even the same tour with different guides for a truly unique experience.

A
amber L.Google
November 15, 2025

The weather was perfect to enjoy a stroll through Charleston while catching a history/ghost tour. Grace was very friendly, upbeat, and knowledgable. It was a perfect size little group. I really enjoyed the dungeon and the fact that part of the original wall was still intact!

M
Michaela V.Google
November 14, 2025

I had a wonderful time on their Food tour. The food was outstanding — the shrimp & grits were a real highlight, and the she-crab soup was the best I’ve tasted anywhere in the Lowcountry. Andrew, our guide, brought everything to life with his stories, local insights, and easy sense of humor. He created such a relaxed, friendly atmosphere that people naturally started chatting, connecting, and even exchanging cards by the end. It felt like the perfect balance of great food, interesting history, and genuinely good company. And also a shout-out to Grace from the Ghost Tour: her storytelling was brilliant — strong voice, sharp timing, and a way of building tension that pulled everyone in. A masterclass in how to guide a ghost tour. Both experiences made my Charleston visit truly memorable. Thabk you to the whole Bulldog team!

Explore More The Dark Side of Charleston Tour (Rated R)
Explore More The Dark Side of Charleston Tour (Rated R)
Explore More The Dark Side of Charleston Tour (Rated R)
Day In a City

Explore More The Dark Side of Charleston Tour (Rated R)

Discover the wonders of Charleston, United States with this unforgettable experience. Step into the untold and uncensored history of Charleston on The Dark Side of Charleston Tour, an adults-only experience that reveals the city’s risqué and scandalous past. This provocative journey takes you through streets and neighborhoods where corruption, crime, and forbidden pleasures shaped the Holy City. As your guide shares vivid stories of power, deception, and temptation, you will discover the hidden side of Charleston that contrasts sharply with its genteel historic image. From infamous crimes to secretive social dealings, the tour explores a world where high society and shadowy affairs intertwined, offering a bold perspective on the city’s colorful history. Highlights of your tour include: Explore Charleston’s risqué and scandalous past through vivid storytellingVisit historic sites closely tied to crime and corruptionHear intriguing stories of forbidden pleasures and secret dealingsDiscover hidden speakeasies and other notorious social gathering hauntsLearn the untold side of Charles. Step into the untold and uncensored history of Charleston on The Dark Side of Charleston Tour, an adults-only experience that reveals the city’s risqué and scandalous past. This provocative journey takes you through streets and neighborhoods where corruption, crime, and forbidden pleasures shaped th. This tour includes: History Tour of CharlestonLocal Professional guide. Step into the untold and uncensored history of Charleston on The Dark Side of Charleston Tour, an adults-only experience that reveals the city’s risqué and scandalous past. This provocative jour...