Available languages
2 hours
Mobile ticket
Explore some of Charleston's enchanting alleyways and historic sites on this small group, 2-hour walking tour. With our small group tours, you are guaranteed a more intimate and up-close experience. Charleston's alleyways are fortunately located within the popular historic district which allows us to include some well known points of interest and go a little "off the beaten path” while exploring the history and beauty of Charleston's enchanting alleyways. Generally, we include between four to six different alleyways/passages as well as popular points of interest like Rainbow Row and of course, tons of history! These pedestrian passageways are often overlooked, but walking along these cobbled paths is an opportunity to appreciate Charleston's rich history and hidden, more intimate charms.
Infants and small children can ride in a pram or stroller
Service animals allowed
Public transportation options are available nearby
Suitable for all physical fitness levels
Children must be accompanied by an adult
Operates in all weather conditions, please dress appropriately
Water bottle recommended
Comfortable shoes recommended
For a full refund, cancel at least 24 hours before the scheduled departure time.
Old Exchange & Provost Dungeon
The tour will begin from the Old Exchange & Provost Dungeon. Please note that we do not go inside the building.
We will explore between 4 to 6 alleyways as well as popular points of interest, some of which are located in the residential parts of the historic district we call "South of Broad".
Learn about the history and events that shaped Charleston
Professional and Licensed Local Guide
Stroll through the quaint and charming streets of the historic district
Explore several alleys and popular points of interest like Rainbow Row
Small-Group for a more personalized experience
Alleyways & Historic Sites Guided Walking Tour of Charleston
Go "off the beaten path" and explore the history and beauty of Charleston's enchanting alleyways
Gratuities
Come explore some of Charleston's most enchanting alleys and hidden passages on this small group tour. This tour departs from the Old Exchange and Provost Dungeon!
2,465 reviews
Total reviews and rating from Viator & Tripadvisor
Joanne C,Apr 19, 2026
- Review from Viator
It's fascinating between all the stories and the interesting house. I also loved the two English gardens.
Christin V,Apr 19, 2026
- Review from Viator
This tour was ripe with interesting history, beautiful architecture, and stunning views. We really enjoyed Charleston!
Alice B,Apr 19, 2026
- Review from Viator
Bruce was exceptionally well informed with personal knowledge of Charleston life as he is a lifelong resident. We got such a personal experience. Really wonderful.
O6094LJrachelc,Apr 19, 2026
- Review from Tripadvisor
Lots of interesting history but the tour dragged a bit at times.
EB349,Apr 18, 2026
- Review from Tripadvisor
I just finished this walking tour of Charleston with Captain Bob as guide. What fun! By pointing out details of the buildings, streets and harbor that I otherwise would not have noticed I learned a lot about the lives of Charlestonians from the 17th century to today. Very informative and entertaining - I look forward to touring again with Captain Bob on my next visit to Charleston.



781dawnl,Apr 18, 2026
- Review from Tripadvisor
This tour was an unexpected highlight of my visit. I signed up to be outside, walk the city, and maybe learn some history. It was all of that and more. I am sure all the tour guides are great, but if you have a chance to have Bruce as your guide, take it. He's a 6th generation Charlestonian and he is not only knowledgeable of the history of Charleston from a professional standpoint, but also of a personal family and private citizen view. It was educational, fascinating, and sometimes too funny. He is great.
amyekerber,Apr 17, 2026
- Review from Tripadvisor
The tour guide was wonderful. He was very friendly and informative. I did not feel good and had to end my tour after only an hour unfortunately. I was sad as I was really enjoying the tour.







Colleen O,Apr 17, 2026
- Review from Viator
Our guide, Dennis, was knowledgeable and entertaining. The spots he chose for the tour were beautiful and had very interesting historical details.
Kelly S,Apr 17, 2026
- Review from Viator
I hate to say I forgot our tour guide’s name. However, he was amazing…..7th generation Charlstonian. His knowledge of the area/people/history was excellent. I highly recommend the tour.
julieiE6392QJ,Apr 17, 2026
- Review from Tripadvisor
Our guide David was personable and friendly! He was very knowledgeable and we enjoyed learning the history of downtown Charleston. Would definitely recommend this tour!
Operated by Lowcountry Walking Tours