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Annapolis Walking Tours provides entertaining and informative tours throughout historic Annapolis. This tour is wonderful for people of all ages and involves approximately 2 miles of walking at a relaxed pace with frequent stops. Cobblestone pathways and uneven brick roads are present throughout; please wear comfortable walking shoes and bring appropriate rain gear/ umbrellas in case of rain. Annapolis is the sailing capital of the world; we go outside rain or shine!
Tours are offered on the weekends. Additional times may be available with advanced notice.
What should you bring?
A camera
Comfortable shoes
Cash (for personal expenses)
Important information:
Punctuality is important and appreciated. Kindly be at the meeting spot ten minutes before the stated meeting time. The tour guide will wait a maximum of ten minutes before proceeding on the tour.
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
The United States Naval Academy is closed to visitors during war.
The Maryland State Capital requests photo ID for entering the building.
Annapolis
We will meet at the Lawyers Mall to start the Annapolis historic district walking tour. The Lawyers Mall is located at the site of the Thurgood Marshall statue. This is in front of the Maryland State House (between College Avenue and State Circle).
Maryland State House
Our knowledgeable guide will take you on a tour inside the Maryland State House, the oldest state house still in legislative use.
Walking Tour
English-speaking tour guide
Hotel pick up and drop off
Food and Drink
Personal Expenses
For a full refund, cancel at least 24 hours before the scheduled departure time.
15 reviews
Total reviews and rating from Viator & Tripadvisor
U3084KVjudyn,Jun 15, 2026
- Review from Tripadvisor
Great experience. Lots of very interesting stories about Annapolis.
Katharine W,Jun 1, 2026
- Review from Viator
Rebecca was very enthusiastic and knowledgeable about all things Annapolis. She has an upbeat personality.
John B,May 30, 2026
- Review from Tripadvisor
Rebecca is a delightful Annapolitan who loves her city and you’ll love her as a guide around this city she loves!

Paige P,May 25, 2026
- Review from Viator
This was a really great walking tour. The Maryland Legislature building is outstanding! Annapolis is very walkable (but the sidewalks can be very uneven). The old remaining houses are very cool.
johnrQ7924VF,May 23, 2026
- Review from Tripadvisor
Excellent walking tour of Annapolis. The guide provided us with great insight of the history of such a beautiful city.
Lisa M,May 22, 2026
- Review from Viator
Nice walking tour of this beautiful place. Kristina is a local who gave us a great restaurant recommendation too!
fiedhp,May 17, 2026
- Review from Viator
As a local, I was well aware of much of what was said and described, but I always learn something about my home town during tours like this. My out of town friend, who had never been to Annapolis, thoroughly enjoyed the tour as well. Our guide Rebecca informed us she was a local. Oddly though, both she and her tour partner consistently mispronounced Roger Taney’s name. Marylanders know it’s pronounced “tawney.” No big deal, but it had me wondering… .
Ramona K,May 17, 2026
- Review from Viator
I recently moved to Annapolis and wanted a little history on the town. Rebecca my tour guide was perfect. She new a great deal about the city’s history, its people and the architecture. The tour was informative and fun. It was a perfect way to spend the afternoon in my new town.
Diane F,May 3, 2026
- Review from Viator
Our guide was so friendly and knowledgeable! We had the best time learning all about Annapolis on this this two hour historical learning adventure. Our guide was so patient with our many questions. She even came prepared with laminated pictures to show more information! VERY highly recommend!
Suzanne M,May 3, 2026
- Review from Tripadvisor
This was the perfect kick-off to my Annapolis visit. Rebecca's passion for the city and knowledge of its history were amazing. I learned so much and was able to visit parts of the city I never would have found on my own. I highly recommend this tour to anyone passing through. I would not have changed anything.



Operated by Rebecca K's Walking Tours