
Private Boston Freedom Trail Walking Tour
Traveler rating
5.0/5
Based on 20 traveler reviews. Ratings and reviews provided by Viator and Tripadvisor.
Quick answer
Is Private Boston Freedom Trail Walking Tour worth booking?
Private Boston Freedom Trail Walking Tour is a 1.5-hour experience in Boston, United States, from $450 per person. It scores 59 out of 100 on the Outty Ranking, which we label “Worth a Look”, based on a 5/5 rating across 20 reviews. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing.
- Outty Ranking
- 59 / 100
- Rating
- 5/5 (20)
- Duration
- 1.5 hours
- From
- $450 per person
Hire a private tour guide for your 90-minute walking tour of the Freedom Trail. Take your time, and ask any questions you want! We cover the first 11 historic sites starting in Boston Common at the Visitor Information Center, and end at Faneuil Hall. Ask your guide to give you local's recommendations for spots to go after your tour! Entertaining and educational, this tour is centered on American history with a focus on the Revolutionary War. You'll learn patriotic, fascinating stories of America's founding by great patriots in Boston. Great for school groups, work outings, and families ranging all ages! A highlight of many people's visit here. A must-do. Any start time can be arranged for your convenience.
What you get
About this experience
Hire a private tour guide for your 90-minute walking tour of the Freedom Trail. Take your time, and ask any questions you want! We cover the first 11 historic sites starting in Boston Common at the Visitor Information Center, and end at Faneuil Hall. Ask your guide to give you local's recommendations for spots to go after your tour! Entertaining and educational, this tour is centered on American history with a focus on the Revolutionary War. You'll learn patriotic, fascinating stories of America's founding by great patriots in Boston. Great for school groups, work outings, and families ranging all ages! A highlight of many people's visit here. A must-do. Any start time can be arranged for your convenience.
What's included
Included
- Professional guide
- All Fees and Taxes
What you'll see and do
Boston Common
Visitor's Center / Starting point
10 minutes here · Admission included
Boston Massacre Site
Relive the events of the Boston Massacre
10 minutes here · Admission included
Park Street Church
One Park Street, Boston, MA 02108-4899
5 minutes here · Admission included
Massachusetts State House
24 Beacon St Beacon Hill, Boston, MA
5 minutes here · Admission included
Granary Burying Ground
Tremont Street (between Park and School Sreets)
15 minutes here · Admission included
King's Chapel
58 Tremont St, Boston, MA 02108-3201
10 minutes here · Admission included
Boston Latin School
78 Avenue Louis Pasteur, Boston, MA 02115-5791
5 minutes here · Admission included
Old South Meeting House
310 Washington St, Boston, MA 02108-4616
10 minutes here · Admission included
Old State House
206 Washington St, Boston, MA 02109-1702
5 minutes here · Admission included
Boston Massacre Site
206 Washington St, Boston, MA 02109-1702
10 minutes here · Admission included
Faneuil Hall Marketplace
1 Faneuil Hall Sq Quincy Market, Boston, MA 02109-1604
5 minutes here · Admission included
Where it starts and ends
Meeting point
Boston
Boston Common at the Visitors Information Center, near Park Street Station subway stop.
Hotel pickup
No pickup: everyone meets at the start point.
Ends at
Returns to the starting point
Options you can book
Private Tour (1.5 Hour)
Duration: 1 hour 30 minutes Private tour: Starts at Boston Common, 1 mile and ends at Faneuil Hall.
Private Tour (3 Hour)
Duration: 3 hours Private Tour: Tour starts at Boston Common, through 11 additional sites and ending at the Old North Church. $15 fee/person for groups 20+
Before you book
- Cancellation
- For a full refund, cancel at least 24 hours before the scheduled departure time.
- Languages
- en, it, fr, es
- Ticket
- Mobile Only
- Runs on
- Every day
- Group size
- Up to 15 travelers per booking
- Operated by
- Boston Town Crier - Tours of Freedom Trail
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
- Operates in all weather conditions, please dress appropriately
Photos






What travelers are saying
Outty’s summary of the themes that recur across 20 traveler reviews. Written by us, not quoted from reviewers.
Knowledge and storytelling
9 mentionsReviewers describe the commentary as informative rather than scripted.
Small groups
5 mentionsThe group size is repeatedly described as intimate rather than packed.
The guide
3 mentionsTravelers single out the guide as the reason the experience works.
Good for families
2 mentionsReviewers traveling with kids report it landed well with their group.
Traveler reviews
20 verified traveler reviews for Private Boston Freedom Trail Walking Tour. Ratings and reviews provided by Viator and Tripadvisor.
Great private tour . Great Guide.
We were two couples and did a 3 hour Freedom Trail private tour. Two of us had been on previous, similar tours. Two of us had never been to Boston. Our guide, Don Watson, aka James Otis" was absolutely fantastic. He moved in and out of character with ease as we peppered him with a range of questions. He was enthusiastic and so knowledgeable. The three hours seemed to go by very quickly. All four of us agreed that we would do this tour again if we could use Don Watson as our guide.
Response from the operator: Our Private Tours are indeed so special, filled with so much more of the backstories. So individualized, so much detail. And, Don Watson has been commended by past Boston Mayors, Governors, And Kennedy’s Office in Washington DC Don is very proud of his hometown of Boston and proud to be a member of the Boston Town Crier walking tour team.
via Viator
Excellent tour!
We had an excellent experience with Donald who showed us the freedom trail. He dressed up for the role as James Otis, a patriot. My kids and I loved the entire time. It was a great way to learn about Boston and go down American History. Highly received private tour!
Response from the operator: Donald, a premier tour guide in Boston for over 20 years. Bringing Boston’s History to life with Passion,Knowledge and a Sense of Humor.
via Viator
Fantastic private tour
Absolutely fantastic! Very informative guide and enjoyable time. History, fun facts and a delightful Boston Tour.
Response from the operator: Our private tours always receive praise. Our guides are the best in Boston.
via Viator
Book this tour!
James Otis was phenomenal. It was the perfect amount of time., very informative and just an overall good experience.
Response from the operator: Guide James Otis constantly gets great reviews as do all the guides fo Boston Town Crier Tours. Guides bring Boston’s History to Life.with Passion,Knowledge and a sense of humor.
via Viator
A must do!
A must do when in Boston! Donald was an incredible guide and made the entire experience fun, while being incredibly knowledgeable about all the history of Boston. We opted for a private tour and it was worth every penny. You definitely get some extra stops with it being private and it feels much more personal. All around five stars!
Response from the operator: 5 star review. Thank You. BostonTownCrier walking tours of the Freedom Trail is by far the Best. Our guides are educators, storytellers, teachers,professors bringing Boston’s History to life with Passion,Knowledge and a sense of humor.
via Tripadvisor
Good to know
- Duration
- 1.5 hours
- Free cancellation
- Up to 24h before
- Minimum age to book
- All ages
- Availability
- Bookable today
- Runs on
- Every day
- Price range
- $450 to $600
- Hotel pickup
- No pickup, meet at start point
- Booked in 30 days
- 7
- Verdict
- Worth a Look
Who runs this experience
Operated by Boston Town Crier - Tours of Freedom Trail, who run 5 experiences we rank across 1 city, with an average Outty Ranking of 64.7.
See everything Boston Town Crier - Tours of Freedom Trail runsWhy this scores 59
The Outty Ranking is a weighted composite. Here is how this experience performed on each component.
Private Boston Freedom Trail Walking Tour: questions travelers ask
Practical detail on this experience, plus the wider planning questions for Boston.
How much does Private Boston Freedom Trail Walking Tour cost?
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Prices start at $450 per person. The final price depends on the date, the time slot and the number of travelers, and peak weekends in Boston usually price higher than midweek mornings. Live pricing and remaining availability are confirmed on the booking screen before you pay.
How long does Private Boston Freedom Trail Walking Tour take?
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Plan for about 1.5 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 Boston is not rushed.
Is Private Boston Freedom Trail Walking Tour worth it?
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It holds an Outty Ranking of 59 out of 100, which we label "Worth a Look". That score blends traveler sentiment (5/5 across 20 reviews), the depth of that review evidence, recent booking momentum, value for money against comparable last minute in Boston, and how flexible the cancellation terms are.
Can I cancel or reschedule Private Boston Freedom Trail Walking Tour?
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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 Private Boston Freedom Trail Walking Tour suitable for kids and families?
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Yes, all ages are welcome. Families should still weigh the 1.5-hour running time, and strollers are easier on the earlier, quieter departures.
How far in advance should I book Private Boston Freedom Trail Walking Tour?
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Around 7 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 Boston 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 Boston and add a light layer if any part of the 1.5-hour experience runs outdoors or after sunset.
Where does Private Boston Freedom Trail Walking Tour 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 Boston 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 Boston?
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Boston is compact enough that a good walking guide beats any bus. Freedom Trail walks, harbour cruises, Fenway tours and whale-watch runs out to Stellwagen Bank are the core, plus Salem and Cape Cod as day trips. Outty Ranking weights guide storytelling and group size heavily, because on the Freedom Trail the narration is the entire product. On Outty we rank every Boston experience on the same 0 to 100 scale, and alongside this one the highest scorers right now include The Full Revolutionary Story Epic Small-Group Boston Walking Tour, Boston: Freedom Trail History Small Group Walking Tour, Boston's Freedom Trail: A Revolutionary Walking 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 Boston?
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May to October. Whale watching runs roughly April through October only. 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 Boston?
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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 Private Boston Freedom Trail Walking Tour?
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Included: Professional guide; and All Fees and Taxes. Always check the voucher for the final list before you travel.
Where is the meeting point for Private Boston Freedom Trail Walking Tour?
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Boston Common at the Visitors Information Center, near Park Street Station subway stop. Hotel pickup is not included, so plan your own transport and arrive 15 minutes early.
What languages is Private Boston Freedom Trail Walking Tour offered in?
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It is offered in English, Italian, 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 Private Boston Freedom Trail Walking Tour?
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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 Private Boston Freedom Trail Walking Tour 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 Private Boston Freedom Trail Walking Tour 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 Private Boston Freedom Trail Walking Tour?
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Across 20 reviews averaging 5.0 out of 5, recurring themes include knowledge and storytelling, small groups, the guide. Reviewers describe the commentary as informative rather than scripted.
What booking options are available for Private Boston Freedom Trail Walking Tour?
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There are 2 options to choose from, including Private Tour (1.5 Hour), Private Tour (3 Hour). Prices and start times differ by option, so compare them on the booking screen.
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