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Dark Side of Charleston Guided Night-Time Walking Tour

Charleston, USA
Popular pick
Booked 5+ times last week!
  • 1 hour 30 minutes (approx.)
  • Mobile ticket
  • Offered in: English

Why travelers loved this

4.4
·
· Kim_L ·
Dec 2025
Andrew did a great job on the tour. It was interesting hearing about the dark side of Charleston. Andre even had pictures to show us. Very informative
· Dave_M ·
Dec 2025
Very interesting history shared by Jack. Worth the time if you're looking for something to do in the evening.

Overview

See Charleston through a darker lens on this 90-minute walking tour of the Holy City’s most notorious locations. This is not a 'ghost tour'. 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.
  • 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
  • Be entertained by stories of raucous brothels and misbehavior

What's Included

  • All taxes, fees and handling charges
  • Professional guide
  • UNCENSORED adults only Walking Tour
  • Gratuities
  • Transportation

Meeting and Pickup

Meeting point

  • 18 Anson St, Charleston, SC 29401, USA

End point

  • Market Street
    Market St, Charleston, SC 29401, USA

Itinerary

1

Bulldog Tours

10 minutesAdmission Ticket Included

2

French Quarter

10 minutesAdmission Ticket Free

3

Meeting Street

10 minutesAdmission Ticket Free

Additional Info

  • Confirmation will be received at time of booking
  • Wheelchair accessible
  • THIS IS NOT A GHOST TOUR
  • Minimum age is 18 years, this is an uncensored tour. Profanity may be used
  • Service animals allowed
  • Most travelers can participate
  • Please arrive 15 minutes prior to tour departure time
  • Operates in all weather conditions, dress appropriately
  • The pace of our walking tour is leisurely
  • Requires minimum of 4 participants to run
  • This tour/activity will have a maximum of 20 travelers

Cancellation Policy

You can cancel up to 24 hours in advance of the experience for a full refund.

Traveler Photos

Gallery picture 1 (from a traveler's review)
Gallery picture 2 (from a traveler's review)
Gallery picture 3 (from a traveler's review)
Gallery picture 4 (from a traveler's review)
Gallery picture 5 (from a traveler's review)

Reviews

4.4
based on 210 reviews
Total reviews and rating from Viator & Tripadvisor

Go Bruce

Kendall_A, Mar 2026
We had the pleasure of doing the Dark Side of Charleston tour with Bruce, and it was such a great experience! Not only was he *incredibly* knowledgeable about Charleston’s history, but you could tell he genuinely loves continuing to learn more about it himself, which made the tour even more fun! On top of that, he was hilarious and kept the whole group entertained the entire time. We did the 10 PM tour to be specific, which i feel only added to the dark lore. I would highly recommend booking a tour with Bruce if you’re considering it!

Response from Host, Apr 2026

Thanks for the awesome recommendation and kind words about Bruce!

Great tour!

Kim_L, Dec 2025
Andrew did a great job on the tour. It was interesting hearing about the dark side of Charleston. Andre even had pictures to show us. Very informative

Response from Host, Dec 2025

Thanks for joining us. We are glad to hear you had a great time.

Very interesting history...

Dave_M, Dec 2025
Very interesting history shared by Jack. Worth the time if you're looking for something to do in the evening.

Response from Host, Dec 2025

Thanks for spending your evening with us!

Paul was incredible! He...

shirley_x, Nov 2025
Paul was incredible! He was very knowledgeable and told many great stories! Strongly recommend this tour!

Response from Host, Nov 2025

Thanks for the recommendation!

Very insightful

Rebecca_B, Nov 2025
Faith was very knowledgeable on the goings on "on the darker side of Charleston". I will definitely recommend this tour to age appropriate people.

Response from Host, Nov 2025

Thank you for joining us, Rebecca!

Scandalous

Kathryn_T, Sep 2025
It was a very informative and interesting. Did not realize some of the things that I learned about Charleston.

Response from Host, Sep 2025

We are so glad to hear you learned some new history about Charleston!

Lolo0681

Lawrence_K, Apr 2025
Our tour guide, Dave, was energetic and excitedly invested in local history. Very enjoyable and paced nicely through the historic streets. Visitors Note this is NOT a ghost tour, much better

Response from Host, Apr 2025

We are glad to hear you enjoyed your ghost-free night!

It was hreat to learn...

Raymond_K, Mar 2025
It was hreat to learn about Charleston history not normally in the history books. The tour guide, Jack, was very knowledgeable.

Response from Host, Apr 2025

Thank you for sharing your kind words about Jack's tour!

Terrible guide actual...

thomas_w, Mar 2025
Terrible guide actual tour wasn’t what was in description one star over rated we walked away have gone on tours on 5 continents this was worse experience

Response from Host, Mar 2025

Hello, we are sorry to hear that the tour did not meet expectations. We take all feedback seriously and would love to hear more about what went wrong on your tour. We also would like to make this right with you by offering a refund. Please feel free to reach out to our Tour Guide Manager, Andrew Kuhn, at andrew@bulldogtours.com to discuss further.

Fun education

Paytan_G, Dec 2024
We had Sarah as our tour guide on the after dark tour for 18+ and she was so fun! She was extremely knowledgeable about the topics she talked about and even when other guests asked questions not related to the tour she explained in detail. We loved that she genuinely enjoys her job. We definitely will be taking a tour with her again.

Response from Host, Jan 2025

We look forward to welcoming you back again soon.

Dark side with Joy!

Taylor_P, Dec 2024
Joy was the absolute BEST! We laughed and laughed and her story telling was incredible. She made this a very memorable tour!

Response from Host, Dec 2024

We are so glad to hear you had such a memorable experience!

Girls trip

Julie_S, Nov 2024
This was a great tour highlighting a lot of interesting history that they definitely don’t teach you in school! It was fun and I highly recommend!

Response from Host, Dec 2024

We are so happy to hear you had a fun time!

Fun walking tour

Kristen_F, Nov 2024
Tour guide was very informative. I learned information about Charleston you wouldn't learn elsewhere.

Response from Host, Nov 2024

Thank you for sharing your experience, Kristen1

Very Raunchy Tour

RD_S, May 2024
We were expecting our “Dark Side” tour to feature stories of crime, corruption, plagues, bordellos, gangsters, moonshine, illegal gambling, etc, much like other similar tours in other cities. Instead it was mostly a vulgarity-laced sex narrative. We bailed early and got a refund (to their credit, they issued the refund without objection). I give two stars instead of one because they encouraged people who were uncomfortable to go get a refund, and we did.

Randy was awesome! We...

Misty_F, May 2024
Randy was awesome! We learned so much! The tour was also a great way to see Charleston at night. We definitely recommend.

Response from Host, Aug 2024

We agree Randy is awesome! We are thrilled to hear you enjoyed your tour with him.

I would like to recommend...

Dave_H, Apr 2024
I would like to recommend the tour but I didn’t get to experience it. I thought that I had signed up for a 10 pm tour. But I missed the call saying they were departing on the 8 pm tour. I asked them if I could switch to the 10 pm and they said it was cancelled. I am asking if I can get a refund because Wednesday was the only evening we were available.

Great fun, lots of learning and definitely one for the grown ups

Justin_H, Mar 2024
Tour with Jack Kelly in March 2024 - awesome tour guide, fun, interesting storyteller with a great sense of humor!

Response from Host, Aug 2024

We are so glad you enjoyed hearing the darker side of Charleston's history.

Not a crime tour

Denise_R, Mar 2024
Want a tour about murderers/gangsters. Then this is not your tour. The only stories told were about prostitutes. The tour guide was great but not a variety of crime stories. Only prostitutes and brothels.

I would definitely tell anybody to take this tour if you’re interested in the less noted episodes in Charleston history

robert_c, Jan 2024
The talk about the prostitutes, and the dueling were very interesting and contains a lot of facts. We were not aware of. It was very well done.

Response from Host, Aug 2024

We are glad to hear you enjoyed hearing stories about the darker side of Charleston's history!

Learning while having fun

Shawn_M, Jan 2024
Our guide was great. Knowledgeable, friendly and answered all the questions that we had. We had such a great time and learned a lot. We are still talking about what we learned during the tour.

Response from Host, Aug 2024

Thanks for joining us! Glad to hear you all had a memorable experience!

The guide was...

Jack_P, Oct 2023
The guide was knowledgeable and also great at navigating us around and managing the group as a whole while dealing with outside interruptions with ease

Lots of Fun

Denise_H, Oct 2023
Lots of fun information. Definitely for mature audiences. Dave was an outstanding guide. Be sure you are up for walking.

Fun Tour

Kelly_L, Oct 2023
What a fun tour! We had already seen a lot of the historical sites around the town earlier that day so this was a fun alternative that didn’t repeat everything we had already seen. Bruce was a great guide!

Absolutely amazing!

Brittany_C, Oct 2023
This tour was my favorite part of our trip. Randy was absolutely amazing and knew so much about the history of the area. Will definitely be doing it again!

Great history tour (Not a haunted tour)

Shaun_H, Jul 2023
Everything was seamless and great. From the ease inconvenience of the online booking to even getting a courtesy call to ensure that we were still intending to attend the tour—- things could not have been more seamless. Dave was our guide and it was evident that he knew Charleston’s history. He showed great passion & was very engaging. I also liked that he was open to answer all of the random questions that our group asked. I would definitely recommend!

Response from Host, Jul 2023

Thank you for the wonderfully detailed review Shaun! We are delighted to hear that you enjoyed your tour with us so much! It was a pleasure having you join us! Thank you!

The underbelly of Charleston history

Keith_M, Jul 2023
David introduced us to the darker underbelly of Charleston, which remarkably made us appreciate the city it has become. A colony founded as a get rich(er) quick scheme, where 8 men owned everything and the other 142 engaged in a daily fight for survival with the elements, disease, the wildlife, and the Native Americans made this a Hell Hole. All those men without wives created a profitable place for prostitution to flourish and alcohol to flow freely. This wicked, violent, drunken town would be the scene of pirate attacks, secession, prohibition, murder, and eventual redemption. Thus begins your introduction to Charleston. We enjoyed the candid and colorful descriptions of the city and some of its more infamous places and people. These aren’t the places and people who you will see promoted in the official tourist brochures! Good time! Knowledgeable and personable guide!

Dirty deeds in charleston

MELISSA_M, Jul 2023
This is definitely for 16 +. The subject matter is about prostitutes,gangsters and dirty kings.it was very fun and enjoyable.

Response from Host, Jul 2023

Thank you so much for spending some of your trip with us. We are glad you enjoyed it!

Go!

Melissa_H, Apr 2023
Tour guide was knowledgeable and friendly. Loved the real history of Charleston! Touring the city at night was an experience!

Response from Host, May 2023

We always love to hear when our guides can educate and entertain at the same time. Thank you so much!

Dark yet Witty

Abaigeal_D, Apr 2023
Tour led by Bruce was very well done and interesting. He's also got a great sense of humor, and was very witty!

Response from Host, Apr 2023

Thank you for your wonderful feedback!

So glad we chose this tour!

Meredith_M, Feb 2023
We had such a fun evening! Andrew was very knowledgeable about the city's history. He had so many fascinating stories that brought it all to life for us.

Response from Host, Mar 2023

Sounds like an amazing time! Thank you for coming with us on our tour.

From $40.50

per person

up to 24 hours before the experience starts (local time)

Book ahead!
On average, this is booked 18 days in advance.

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