We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.
Book a Stay + Win a Getaway Book your hotel on TripAdvisor and you could win a great trip!

Historic Annapolis Walking Tour

Sponsored by:
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Sponsored by:
Get directions
Address: Annapolis, MD

This is a self-guided tour of the city.

TripAdvisor Reviewer Highlights

Read all 12 reviews
Visitor rating
  • 8
  • 3
    Very good
  • 0
  • 1
  • 0
Enjoyable walk, learned a lot

We normally like to explore on our own but felt a tour would be a good way to spend a few hours on the first day of a 3 day visit. Our guide was very informative and good about... read more

4 of 5 bubblesReviewed June 28, 2016
Philadelphia, Pennsylvania
via mobile
Add Photo Write a Review

12 Reviews from our TripAdvisor Community

Traveler rating
Traveler type
Time of year
Showing 12: English reviews
Philadelphia, Pennsylvania
Level Contributor
80 reviews
16 attraction reviews
common_n_attraction_reviews_1bd8 15 helpful votes
4 of 5 bubbles Reviewed June 28, 2016 via mobile

We normally like to explore on our own but felt a tour would be a good way to spend a few hours on the first day of a 3 day visit. Our guide was very informative and good about stopping in the shade when needed. We started by the harbor and visited the naval academy. The grounds were amazing and... More 

1 Thank crkoer
Bethesda, Maryland
Level Contributor
4 reviews
common_n_attraction_reviews_1bd8 4 helpful votes
2 of 5 bubbles Reviewed August 7, 2015

We did the self-guided walking tour, in the brochure provided by the Visitor Center (which matches the free app you can download). I felt the tour did not at all do justice to how interesting and beautiful Annapolis is. One or two basic sentences about a house is not enough to really give a sense of the town's history, or... More 

4 Thank finchtraveler
Whittier, California
Level Contributor
25 reviews
12 attraction reviews
common_n_attraction_reviews_1bd8 15 helpful votes
5 of 5 bubbles Reviewed March 19, 2015

We took the self guided walking tour and loved it. Seeing the history in front of us was excellent. We saw people taking the guided tour and that too looked like fun. The guides were in period costumes.

2 Thank Jackie T
Washington DC, District of Columbia
Level Contributor
56 reviews
13 attraction reviews
common_n_attraction_reviews_1bd8 16 helpful votes
5 of 5 bubbles Reviewed October 26, 2014

This walking tour is fantastic. It offers something for all, in that you get a chance to see inside of the State House of Annapolis, which is one of the few State Houses that is actually active and being used, you get to walk the streets and see a lot of shops, you get to see the residential area and... More 

5 Thank phunigerl
Level Contributor
13 reviews
5 attraction reviews
common_n_attraction_reviews_1bd8 7 helpful votes
5 of 5 bubbles Reviewed July 20, 2014

As a veteran of many a walking tour, and as a previous historic site guide myself (many, many years ago) I appreciate how much the personality of the guide, more than the actual itinerary, contributes to the tour experience. Right from the get-go, Squire Richard impressed with his charm, dry wit, knowledge and slightly irreverent delivery. The tour integrated the... More 

4 Thank smithboland
Asheville, North Carolina
Level Contributor
21 reviews
8 attraction reviews
common_n_attraction_reviews_1bd8 11 helpful votes
5 of 5 bubbles Reviewed June 14, 2014

We crossed paths with Squire Allen on Memorial Day weekend, as his group came by while we were admiring the Thurgood Marshall Memorial, about 30 minutes into a 2 hour tour. His banter was so interesting that we paid to join them as they were entering the State Capitol, and it was well worth it. Everything that you might want... More 

1 Thank Joshua G
Melbourne, Florida
Level Contributor
10 reviews
4 attraction reviews
common_n_attraction_reviews_1bd8 13 helpful votes
5 of 5 bubbles Reviewed October 13, 2013

We parked at the Annapolis Visitors Center and discovered that we could tour the historic district of Annapolis and The Naval Academy with the same knowledgeable guide, departing right from the Visitors Center. Our excellent, friendly guide had a special interest in architecture, so he was a wealth of information and the 10:30am tour got us to the Academy in... More 

4 Thank JoyJoyLin
Bridgeville, Pennsylvania
Level Contributor
15 reviews
common_n_attraction_reviews_1bd8 10 helpful votes
5 of 5 bubbles Reviewed September 23, 2012

I took the walking tour with "Squire Don" on a beautiful September morning and really enjoyed myself while learning so much about Annapolis and American history. It was fun to walk along the old streets where our famous forefathers had been and learn about the historic buildings and events. "Squire Don" seemed to know everything and presented information in a... More 

1 Thank Dreaming176
Clermont, Florida
Level Contributor
32 reviews
12 attraction reviews
common_n_attraction_reviews_1bd8 12 helpful votes
4 of 5 bubbles Reviewed August 2, 2012

This tour was lovely! It covered much of Annapolis and we learned a lot. Annapolis is such a wonderful place - We've visited in the spring, summer and fall (...it's a bit chilly in the winter with the wind coming off the water) But the shops and sights are terrific and the people were all very friendly. We enjoyed our... More 

2 Thank Mar N
Benfleet, United Kingdom
Level Contributor
15 reviews
6 attraction reviews
common_n_attraction_reviews_1bd8 8 helpful votes
5 of 5 bubbles Reviewed May 23, 2012

Everything you want to know about the history and development of the town and some of it's inhabitants

Thank diane_weeks

Travelers who viewed Historic Annapolis Walking Tour also viewed


Been to Historic Annapolis Walking Tour? Share your experiences!

Write a Review Add Photos & Videos

Is This Your TripAdvisor Listing?

Own or manage this property? Claim your listing for free to respond to reviews, update your profile and much more.

Claim Your Listing

Questions & Answers

Here's what previous visitors have asked, with answers from representatives of Historic Annapolis Walking Tour and other visitors
1 question
Ask a question
Questions? Get answers from Historic Annapolis Walking Tour staff and past visitors.
Posting guidelines
Typical questions asked:
  • Will you pick up and drop off at my hotel?
  • I have a family of 7. Can your tour accommodate all of us together?
  • How should I dress for this tour?