
Annapolis Historic Walking Tour: Harbor and Colonial Downtown
Traveler rating
5.0/5
Based on 50 traveler reviews. Ratings and reviews provided by Viator and Tripadvisor.
Quick answer
Is Annapolis Historic Walking Tour: Harbor and Colonial Downtown worth booking?
Annapolis Historic Walking Tour: Harbor and Colonial Downtown is a 1.8-hour experience in Annapolis, United States, from $235 per person. It scores 74 out of 100 on the Outty Ranking, which we label “Strongly Recommended”, based on a 5/5 rating across 50 reviews. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing.
- Outty Ranking
- 74 / 100
- Rating
- 5/5 (50)
- Duration
- 1.8 hours
- From
- $235 per person
Take a pleasant walking tour through the beautiful historic center of Annapolis, including the picturesque harbor and US Naval Academy. We'll see the Georgian mansions, the iconic Maryland State House, and much more as you learn the fascinating story of the town. We'll see where the Treaty of Paris was signed (bringing to a conclusion the Revolutionary War) and where General Washington resigned as general, thus becoming the "greatest man in the world" and the "American Cincinnatus. " We'll explore the campuses of two institutes of learning that have shaped American culture. We'll walk along the city dock, harbor, and see the view to the Chesapeake Bay and wider world. I'll also share personal and family stories along the way, to add a personal dimension to the tour. I welcome all questions and special interests for our tour!
What you get
About this experience
Take a pleasant walking tour through the beautiful historic center of Annapolis, including the picturesque harbor and US Naval Academy. We'll see the Georgian mansions, the iconic Maryland State House, and much more as you learn the fascinating story of the town. We'll see where the Treaty of Paris was signed (bringing to a conclusion the Revolutionary War) and where General Washington resigned as general, thus becoming the "greatest man in the world" and the "American Cincinnatus. " We'll explore the campuses of two institutes of learning that have shaped American culture. We'll walk along the city dock, harbor, and see the view to the Chesapeake Bay and wider world. I'll also share personal and family stories along the way, to add a personal dimension to the tour. I welcome all questions and special interests for our tour!
What's included
Included
- No tickets are required for the stops on our tour.
- Tour guide is happy to take photographs of your group at scenic locations.
Not included
- To pass through Naval Academy security checkpoint, do not bring backpacks or large bags. Purses OK.
- No food, drinks, or desserts are included in the fee. But happy to pause at cafés along the way.
What you'll see and do
Ego Alley
See the waterfront of Annapolis, the Harbor, Severn River, and the Chesapeake Bay, and hear the story of Annapolis's beginning.
10 minutes here
U.S. Naval Academy
Experience the beauty and dignity of the United States Naval Academy, a 4-year university that trains future officers of the U. S. Navy and Marine Corps. IMPORTANT: visitors over 18 years old must show a REAL ID or US Passport to pass through security at the Academy.
20 minutes here
Admire the neoclassical architecture, maritime-themed stained glass, and Crypt of John Paul Jones at the Naval Academy Chapel, built in 1908.
15 minutes here
Hammond-Harwood House
Admire the facade and learn the story of one of Annapolis's most beautiful homes, dating back to the "Golden Age" of late colonial Annapolis.
20 minutes here
St. John's College
Visit the third-oldest institute of higher learning in the United States, dating back to 1696: St. John's College. Learn about its unique Great Books liberal education, its colonial architecture, and the annual "Annapolis Cup"!
10 minutes here
Maryland State House
Experience the oldest state capital in continuous legislative use, dating back to 1772! Learn why Annapolis is the first peace-time capital of the United States, and see the room where George Washington famously resigned his commission as Commander-in-Chief of the Continental Army.
30 minutes here
Where it starts and ends
Meeting point
Annapolis
Our walking tour will begin just outside the Market House (25 Market Space, Annapolis), under the trees on the west side of the building. There is an stone carving of the globe on the ground, surrounded by black metal benches.
Hotel pickup
No pickup: everyone meets at the start point.
Ends at
Our walking tour will begin just outside the Market House (25 Market Space, Annapolis), under the trees on the west side of the building. There is an stone carving of the globe on the ground, surrounded by black metal benches.
Before you book
- Cancellation
- For a full refund, cancel at least 24 hours before the scheduled departure time.
- Languages
- en, fr, es
- Ticket
- Mobile Only
- Runs on
- Every day
- Group size
- Up to 10 travelers per booking
- Operated by
- Michael
Know before you go
- Wheelchair accessible
- Infants and small children can ride in a pram or stroller
- Service animals allowed
- Public transportation options are available nearby
- Transportation options are wheelchair accessible
- Suitable for all physical fitness levels
Photos






What travelers are saying
Outty’s summary of the themes that recur across 50 traveler reviews. Written by us, not quoted from reviewers.
Knowledge and storytelling
8 mentionsReviewers describe the commentary as informative rather than scripted.
The guide
4 mentionsTravelers single out the guide as the reason the experience works.
Value for money
2 mentionsTravelers feel they got more than they paid for.
Good for families
2 mentionsReviewers traveling with kids report it landed well with their group.
Traveler reviews
50 verified traveler reviews for Annapolis Historic Walking Tour: Harbor and Colonial Downtown. Ratings and reviews provided by Viator and Tripadvisor.
Annapolis Walking Tour
Our tour guide, Michael Bors was exceptional. He made our day very memorable. He’s very knowledgeable about Annapolis and the Naval Academy.
via Tripadvisor
Great tour for families
We had a delightful tour with Michael! He is super knowledgeable about Annapolis’ history as well as the Naval Academy. We had mentioned interest in a few other areas of the city that he was quick to add into our tour. He was friendly, flexible, and made the whole experience great!
via Viator
I never knew so much about Annapolis history!
Michael was extremely pleasant and very thorough answering all of our curious questions. He also offered great after tour Annapolis suggestions.
via Viator
Great tour with Michael
Our family thoroughly enjoyed our 2-hour tour with Michael. He was so interesting and knowledgeable, and he made the history interesting to us. He welcomed questions, and he seemed truly interested in each of us. He gave us directions to our lunch spot and next event. He spoke distinctly, was well-mannered and he seemed to thoroughly enjoy the tour as much as we did. From age 64 to 88, we all kept up with the pace.
via Viator
Great Historic Annapolis Tour
Absolutely fantastic & informative tour. Highly recommend!
via Tripadvisor
Good to know
- Duration
- 1.8 hours
- Free cancellation
- Up to 24h before
- Minimum age to book
- All ages
- Availability
- Bookable today
- Runs on
- Every day
- Hotel pickup
- No pickup, meet at start point
- Booked in 30 days
- 18
- Verdict
- Strongly Recommended
Why this scores 74
The Outty Ranking is a weighted composite. Here is how this experience performed on each component.
Annapolis Historic Walking Tour: Harbor and Colonial Downtown: questions travelers ask
Practical detail on this experience, plus the wider planning questions for Annapolis.
How much does Annapolis Historic Walking Tour: Harbor and Colonial Downtown cost?
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Prices start at $235 per person. The final price depends on the date, the time slot and the number of travelers, and peak weekends in Annapolis usually price higher than midweek mornings. Live pricing and remaining availability are confirmed on the booking screen before you pay.
How long does Annapolis Historic Walking Tour: Harbor and Colonial Downtown take?
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Plan for about 1.8 hours from start to finish, not counting travel to the meeting point. Most travelers leave another 30 minutes on either side so the rest of the day in Annapolis is not rushed.
Is Annapolis Historic Walking Tour: Harbor and Colonial Downtown worth it?
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It holds an Outty Ranking of 74 out of 100, which we label "Strongly Recommended". That score blends traveler sentiment (5/5 across 50 reviews), the depth of that review evidence, recent booking momentum, value for money against comparable last minute in Annapolis, and how flexible the cancellation terms are.
Can I cancel or reschedule Annapolis Historic Walking Tour: Harbor and Colonial Downtown?
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Yes. Cancel free up to 24 hours before the start time for a full refund. Inside that window the booking is non-refundable, and no-shows are not refunded.
Is Annapolis Historic Walking Tour: Harbor and Colonial Downtown suitable for kids and families?
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Yes, all ages are welcome. Families should still weigh the 1.8-hour running time, and strollers are easier on the earlier, quieter departures.
How far in advance should I book Annapolis Historic Walking Tour: Harbor and Colonial Downtown?
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Around 18 people booked this in the last 30 days, so popular slots go early. Two to three weeks ahead is comfortable in shoulder season, while summer weekends and holidays in Annapolis can sell out a month out. Same-day spots do open up when other travelers cancel, so it is worth checking if you are already in town.
What should I bring or wear?
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Bring photo ID, your booking confirmation on your phone, a refillable water bottle and comfortable shoes. Dress for the weather in Annapolis and add a light layer if any part of the 1.8-hour experience runs outdoors or after sunset.
Where does Annapolis Historic Walking Tour: Harbor and Colonial Downtown start and how do I get there?
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The exact meeting point and directions are on your voucher once you book, and they sit in central Annapolis within reach of public transport. Arrive 15 minutes early: late arrivals are treated as no-shows by most operators.
What are the best things to do in Annapolis?
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Annapolis, MD packs its best experiences into walkable neighborhoods, local food, and day trips nearby. Outty ranks every bookable tour and activity in Annapolis by rating quality, review depth, booking demand and value, so you can see the standouts before you book. On Outty we rank every Annapolis experience on the same 0 to 100 scale, and alongside this one the highest scorers right now include Tipsy History Tour: 300+ Years of Annapolis Drinking History, Historic Annapolis Food Tour, Historic Annapolis Walking Tour - Small Group Guided Tour. The city page groups everything into most popular, highest reviewed, last minute and family-friendly so you can build a day around what actually delivers.
When is the best time to visit Annapolis?
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Spring and fall bring the best weather and lighter crowds in Annapolis, while summer has the widest choice of tours and evening activities. Booking patterns follow the same curve: prices and queues climb in peak weeks, while shoulder season gives you better availability on the top-ranked experiences and more room to change plans.
How many days do you need in Annapolis?
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Three full days covers the headline sights without sprinting. A workable rhythm is one anchor experience each morning, such as this one, an unhurried afternoon in a single neighborhood, then a food or nightlife booking in the evening. Five days lets you add a day trip outside the city.
Do I book through Outty or through the operator?
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Outty ranks and explains the experiences, then hands you to Viator to complete the booking with the operator directly. The price is the same as booking on Viator yourself, and Outty earns an affiliate commission on the referral, which is how the rankings stay free to read.
What is included in Annapolis Historic Walking Tour: Harbor and Colonial Downtown?
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Included: No tickets are required for the stops on our tour; and Tour guide is happy to take photographs of your group at scenic locations. Not included: To pass through Naval Academy security checkpoint, do not bring backpacks or large bags. P; and No food, drinks, or desserts are included in the fee. But happy to pause at cafés along th. Always check the voucher for the final list before you travel.
Where is the meeting point for Annapolis Historic Walking Tour: Harbor and Colonial Downtown?
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Our walking tour will begin just outside the Market House (25 Market Space, Annapolis), under the trees on the west side of the building. There is an stone carving of the globe on the ground. Hotel pickup is not included, so plan your own transport and arrive 15 minutes early.
What languages is Annapolis Historic Walking Tour: Harbor and Colonial Downtown offered in?
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It is offered in English, French and Spanish. Pick your language when choosing a date and time, as not every departure runs in every language.
Will I get instant confirmation and a mobile ticket for Annapolis Historic Walking Tour: Harbor and Colonial Downtown?
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Confirmation is sent by the operator after booking, usually within 48 hours; if it is not confirmed you are not charged. Mobile tickets are accepted, so you can show the voucher on your phone.
Is Annapolis Historic Walking Tour: Harbor and Colonial Downtown wheelchair or stroller accessible?
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The operator notes: Wheelchair accessible; Infants and small children can ride in a pram or stroller; and Transportation options are wheelchair accessible. If accessibility is critical, contact the operator after booking to confirm arrangements for your date.
What happens to Annapolis Historic Walking Tour: Harbor and Colonial Downtown if the weather is bad?
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This experience depends on good weather. If it is canceled because of poor weather, you are offered a different date or a full refund.
What do travelers say about Annapolis Historic Walking Tour: Harbor and Colonial Downtown?
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Across 50 reviews averaging 5.0 out of 5, recurring themes include knowledge and storytelling, the guide, value for money. Reviewers describe the commentary as informative rather than scripted.
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