Will C.United States
Alan was great! Very kind and smart. Ages from 11 to 75 and he perfectly accommodated, entertained and taught us
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Private tour in Boston Alan M
Walking Tour of Boston's Freedom Trail
4.9
(38) reviews
-
2 hours
Walking
Private tour for 1-10 people
Your party size
1
Tour date
View our cancellation policiesUpgrade for total flexibility with Any Reason Cancellation
Book with a depositSecure your tour today and pay your balance later
-
2 hours
Walking
Private tour for 1-10 people
Your party size
1
View our cancellation policiesUpgrade for total flexibility with Any Reason Cancellation
Book with a depositSecure your tour today and pay your balance later
Alan M.
4.8
Guide rating
111
Reviews
Tours delivered
4 hrs
Avg. response time
Alan is known for his Boston walking tour expertise and entertains with anecdotal stories of the characters and chapters of Boston's present and past. He was born and raised in Greater Boston and most of his professional career was spent in the High-Tech World. He has a degree in Engineering and an MBA. But he most enjoys sharing the great City of Boston with you. His penchant for showing his love and passion for Boston ultimately led to him to found one of Boston's most highly rated history and architecture tour companies, which gives both scheduled and customized tours of Boston. He has an extensive knowledge of its history and architecture, and his anecdotal stories always entertain. He can show you so many things in a few short hours that you would likely never learn - and more importantly the sharing in his life as a Bostonian. Walking is the best way to see and get to know Boston and Alan is the best at what he does. He will customize the tour to your liking, with just the right mix of history, architecture and culture of the city. A particular area you're interested in? Not a problem - even on the fly. Help on where to dine and shop? All part of the personalized tour. You'll love the tour - and he'll instill that love of Boston into you. Highly rated on Major Tour Rating Sites Boston Expert for Boston Travel Forums
Have a question or want to customize this tour? Message Alan M.
Downtown and the North End, Boston's Little Italy
Overview of your Boston tour
Make Boston yours as we learn its history and the stories behind the history along the Freedom Trail from its start at Beacon Hill and continuing on to the Old Downtown and North End. You will get the historical background and stories from a Bostonian's perspective, along with the architecture and culture that make Boston special. Highlights included • The Freedom Trail from Boston Common to Faneuil Hall • The quirky, vibrant architecture and streets of old Downtown • The historic European North End, including Paul Revere's House and the Old North Church on the Freedom Trail.
Recent Reviews
Ashleigh Rooney B.United States
We had a fantastic tour of the Boston Freedom Trail with Alan! He was incredibly friendly, knowledgeable, and made the history of Boston come alive with his engaging stories and insights. Alan answered all of our questions thoroughly and never made us feel rushed. His passion for Boston’s history was evident throughout the tour, and he shared so many interesting facts and stories that we wouldn’t have learned on our own. We truly enjoyed spending the morning with him and would highly recommend Alan to anyone looking for an informative, fun, and memorable Freedom Trail experience!
Jason E.United States
Excellent, well-informed tour with an interesting guide - great overview of some of the more significant historical aspects of Boston and the colonial and Revolutionary periods.
Millie W.United States
My husband and I had not been to Boston in years and Alan gave us a wonderful refresher course on the rich history of then Freedom Trail. He was knowledgeable, entertaining and very nice. It was a wonderful rediscovery day.
Alec B.United States
Great walking tour, Alan adjusted the tour so our group of 11, including 4 children was completely satisfied. A lot of interesting historical facts. Good pace.
Traci W.United States
Guide was very knowledgeable and friendly. He even made accommodations for our elderly family members. Great tour
Your Boston tour itinerary
Make Boston yours as we learn its history and the stories behind the history along the Freedom Trail from its start at Beacon Hill and continuing on to the Old Downtown and North End. You will get interesting stories and facts about: -The Old and New State Houses -Boston Common -Old and New City Halls -Park Street Church -Old Granary Cemetery -King's Chapel -First Schoolhouse Site -Old South Meeting House -Old Corner Bookstore -Boston Massacre Site -Faneuil Hall -Quincy Market -Holocaust Memorial -The Boston Stone -The Union Oyster House -The Green Dragon Tavern -Paul Revere's House -The Old North Church and more. In addition, I'll point out my favorite buildings along the way - and why.
Want to customize this tour?
Tell your guide which places matter to you, skip what doesn't, and tailor the experience for your group's needs. Not finding what you want? Message your guide to build something unique.
Transport details
Type: Walking
This is a walking Tour. Transportation to Starting and from Ending Points not included.
What's included
Private Guide
What's not included
Other: Personal expenses. Any admissions, including the Old North Church and Paul Revere's House.
Food Drinks Snacks
Meeting location
Boston, Massachusetts, United States
Airport: ,Cruise: ,ByGuide: Boston Common outside the Park Street "T" Station, at the corner of Tremont and Park Streets. We will meet at the "Boston Common" sign on the corner. If you prefer a different location, we can make those arrangements.
- You can request a specific meeting location (for example, your hotel) during the checkout.
Other details
Tour categories
City Highlights
History
Tour reference number
149852
Languages
EnglishActivity level
Light
Accessibility
Kid Friendly
Traveller reviews
4.9
FAQs
Who is this private tour in Boston best suited for?
This private walking tour of Boston's Freedom Trail is perfect for history enthusiasts, architecture lovers, and anyone interested in exploring Boston's rich cultural heritage. It's also suitable for families, as the tour is kid-friendly and offers a light activity level.
What should I bring or wear?
Can this private tour in Boston be customized to focus on what I want to see and skip places I've already visited?
How long is the tour, and can the start time or duration be adjusted?
Where does the tour start and end?
Is transportation included?
How much walking is involved, and is it suitable for kids, seniors, or travellers with mobility concerns?
What languages is this tour offered in?
What's included in this private tour, and what should I budget for separately?
Is this a private tour? What is the maximum group size and the starting price?
AI-generated. Please confirm details with your guide
-
2 hours
Walking
Private tour for 1-10 people
Your party size
1
Tour date
View our cancellation policiesUpgrade for total flexibility with Any Reason Cancellation
Book with a depositSecure your tour today and pay your balance later
-
2 hours
Walking
Private tour for 1-10 people
Your party size
1
Tour date
View our cancellation policiesUpgrade for total flexibility with Any Reason Cancellation
Book with a depositSecure your tour today and pay your balance later
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Book with a deposit
If your tour is valued over $200 USD and booked at least 45 days before the tour date, you can book with a deposit!
How it works
- Your credit card will be authorized only for the deposit amount.
- Funds will not be withdrawn until your tour booking is fully processed.
- 30 days before your tour date, the remaining balance is automatically charged.