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!
2,405 reviews
Total reviews and rating from Viator & Tripadvisor
Gayle007,Mar 28, 2026
- Review from Tripadvisor
Mark shared so many personal stories and experiences about Charleston he held our attention and showed us wonderful sights!
ChrisF862,Mar 28, 2026
- Review from Tripadvisor
What a fun experience. It felt like our guide knew it ALL - he was so knowledgeable it was crazy. Great sense of humor too mixed with such detailed history
522gretchenl,Mar 27, 2026
- Review from Tripadvisor
Dennis was an excellent tour guide. Very knowledgeable, easy to hear, kind, and not rushed but still packed in a ton of information. He’s a long time resident who knows his history very well.
Wayne S,Mar 27, 2026
- Review from Viator
Energetic, enthusiastic, charismatic, and very knowledgeable guide with gift of story telling. A very delightful tour.
Max Traveler some,Mar 27, 2026
- Review from Tripadvisor
Mark was so knowledgable, funny, and relatable! We learned and saw much more than expected.
Jeanette D,Mar 26, 2026
- Review from Viator
We had such a wonderful walking tour in Charleston! Our guide Mark was incredibly knowledgeable and brought the city’s history to life with fascinating stories, fun facts, and a great sense of humor. It felt like strolling through Charleston with a very well-informed friend. We explored beautiful streets, historic homes, and hidden alleyways. The pace was perfect, and we learned so much about Charleston’s history, architecture, and culture. This walking tour has to be one of the best ways to truly experience the charm and character of this amazing city.

Ellen G,Mar 26, 2026
- Review from Viator
Great experience! Dave was awesome! He was extremely knowledgeable about Charleston and gave us a fun tour.
A5553UYcheryln,Mar 26, 2026
- Review from Tripadvisor
We loved everything about the tour! The size was perfect and it was wonderful to see such beautiful alleyways and learn some history along the way! Highly recommend this tour! Wonderful experience!
karenj676,Mar 26, 2026
- Review from Tripadvisor
Paul was extremely knowledgeable and easy to listen to. Love the smaller group size!
Andrea Y,Mar 25, 2026
- Review from Viator
Great tour! Our guide David was from Charleston which made the tour extra special. Loved hearing his stories about growing up in Charleston.
Operated by Lowcountry Walking Tours