Charleston's Hidden Alleyways & Historic Sites Small-Group Walking Tour

2 hours
Free cancellation
1 - 10
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.


This is a typical itinerary for this product

Stop At: Old Exchange & Provost Dungeon, 122 E Bay St, Charleston, SC 29401-2103

Learn about the Old Exchange & Provost Dungeon

Duration: 10 minutes

Stop At: Rainbow Row, 79 E Bay St # 107, Charleston, SC 29401-2544

Learn about the history of Rainbow Row.

Duration: 10 minutes

Stop At: Heyward-Washington House, 87 Church St, Charleston, SC 29401-2503

Learn about the Heyward Washington House

Duration: 10 minutes

Stop At: Philadelphia Alley, Charleston, SC

Hear the History of Philadelphia Alley

Duration: 10 minutes

Stop At: St. Philip's Church, 142 Church St, Charleston, SC 29401-2898

Learn about St Philips Church

Duration: 10 minutes

Pass By: Joe Riley Waterfront Park, Concord Street, Charleston, SC 29401-2129

Pass by Charleston Waterfront Park


  • Alleyways & Historic Sites Guided Walking Tour of Charleston
  • Small-Group for a more personalized experience
  • Go "off the beaten path" and explore the history and beauty of Charleston's enchanting alleyways
  • Professional and Licensed Local Guide
  • Learn about the history and events that shaped Charleston
  • Explore several alleys and popular points of interest like Rainbow Row
  • Stroll through the quaint and charming streets of the historic district


  • Gratuities

Additional information

  • Confirmation will be received at time of booking
  • Children must be accompanied by an adult
  • Operates in all weather conditions, please dress appropriately
  • Not wheelchair accessible
  • Stroller accessible
  • Service animals allowed
  • Near public transportation
  • Most travelers can participate
  • Water bottle recommended
  • Comfortable shoes recommended
  • This experience requires good weather. If it’s canceled due to poor weather, you’ll be offered a different date or a full refund
  • This tour/activity will have a maximum of 13 travelers

Ticket delivery

You can present either a paper or an electronic voucher for this activity.




For a full refund, cancel at least 24 hours in advance of the start time of the experience.

May 2022

Capt. Jim was so knowledgeable what a fantastic tour.!! Love love loved it!Obviously totally recommend. A highlight of our weekend in Charleston.

Suzy W
May 2022

Kay was an enthusiastic and knowledgeable tour guide with a lot of spunk. She obviously loves her job, and we so enjoyed our time with her. Our expectations were met and we saw lots of alleyways and hidden passages. Her love of Charleston and its history were evident. The morning was beautiful an...

May 2022

A great tour of the historic homes of the city. Peaks at secret gardens and walks in shady alleys made it an easy enjoyable afternoon.

May 2022

Steve gave us lots of history, answered questions willingly, shared recent changes to the story of Charleston to include more accurate info of enslaved persons.

April 2022

Knowledgeable and engaging. No question insignificant. Nice pace with appropriate pauses. Really enjoyed the two hours

April 2022

Yes, you can walk through that alleyway! Loved seeing the “behind the scenes” sections of historical downtown. I would not want to play trivia pursuit against Mark. He was a fountain of information. Could have walked and listened for another 2 hours. Thank you.

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from US$28.50 / per person