
Highlights of Boston Private Tour
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September 2026
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Who is going?
Adults
Age 13 and over
Children
Age 12 and under
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Free cancellation up to 24 hours before. Same price on Viator, Outty earns a commission.
Traveler rating
4.9/5
Based on 34 traveler reviews. Ratings and reviews provided by Viator and Tripadvisor.
Quick answer
Is Highlights of Boston Private Tour worth booking?
Highlights of Boston Private Tour is a 5.5-hour experience in Boston, United States, from $135 per person. It scores 69 out of 100 on the Outty Ranking, which we label “Solid Choice”, based on a 4.9/5 rating across 34 reviews. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing.
- Outty Ranking
- 69 / 100
- Rating
- 4.9/5 (34)
- Duration
- 5.5 hours
- From
- $135 per person
A full-day tour of Boston's history, culture, and food! Visit the historic North End and walk in the steps of Paul Revere. Stroll amongst the brownstones on streets lit by gas lamps in Beacon Hill, Boston's most prestigi
What you get
About this experience
A full-day tour of Boston's history, culture, and food! Visit the historic North End and walk in the steps of Paul Revere. Stroll amongst the brownstones on streets lit by gas lamps in Beacon Hill, Boston's most prestigious neighborhood. Hear stories of corruption, rebellion, and treason. Visit America's oldest public park, and learn how Boston was first settled. Grab some chowdah at the oldest restaurant in the US!
What's included
Included
- Private transportation
- Bottled water
- Old North Church entrance fee
- In-vehicle air conditioning
- Surcharges on fuel
- Parking fees
- Breakfast
Not included
- Lunch
- Gratuities
What you'll see and do
Start the day with a classic Italian coffee and cannoli. Pick-up for up 6 people anywhere in Boston, including airport, hotels, or cruise terminals.
50 minutes here · Admission included
North Square Park
See Paul Revere's House, one of the oldest wooden houses in Boston. Learn about the immigrant history of the North End as told by artwork installed in the square.
20 minutes here
Old North Church & Historic Site
Our guide will tell you stories of the events at the beginning of the Revolution while you are seated in a historical pew in the Old North Church, one of the locations where it all started.
25 minutes here · Admission included
Copp's Hill Burying Ground
Visit the second-oldest cemetery in Boston. Occupied by British troops during the Revolution, you'll see bullet holes where troops used gravestones for target practice.
15 minutes here
Paul Revere Mall
Visit the historic Paul Revere Mall park, home to one of the city's most iconic "postcard" locations of the statue of Paul Revere with the backdrop of the Old North Church. View the plaques surrounding the park commemorating many of the other Revolutionary figures. Learn the real story behind the famous midnight ride of Paul Revere!
10 minutes here
USS Constitution
View the USS Constitution and Bunker Hill Monument from the Copp's Hill Terrace across the water. Listen to the story of the battle of Bunker Hill and the Siege of Boston! Learn how George Washington and Henry Knox kicked the British out of Boston!
20 minutes here
Boston Public Market
Free time for lunch and souvineer shopping in Boston Public Market, a artisanal farm-to-table market with 20+ local vendors. Options range from chowdah, to bagels, sandwiches, popovers, smoothies, and more! Or have a pint in America's oldest continuously operated tavern or a bite in the oldest restaurant in America!
60 minutes here · Admission not included
Boston Common
Walk through the oldest public park in America, listening to stories of how Boston was founded.
25 minutes here
Massachusetts State House
See the Massachusetts State House, the current seat of the state government. Famous for it's gold plated dome, this historical building was built over 200 years ago and holds many interesting stories!
10 minutes here
Beacon Hill
Walk through Boston's most prestigious and wealthiest neighborhood, learning about the history of some of Boston's richest families.
20 minutes here
Boston Public Garden
Take a walk through America's first botanical garden, learning about Boston's history through statues around the park. Hear stories about the invention of anesthesia, Boston's most corrupt yet beloved politician, and more.
20 minutes here
Kendall Square
Visit Kendall Square in Cambridge, known as "the most innovative square mile on the planet." A dense urban area famous for start-ups and innovation - currently the location of the Boston offices for Google, Apple, Novartis, Pfizer, and Akamai, as well as the world Headquarters for Moderna. The area is also home to projects such as CRISPR, Human Genome Project, and the creation of the guidance computers that enabled Apollo spacecraft to successfully travel to the moon.
20 minutes here
Massachusetts Institute of Technology (MIT)
Drive through the MIT campus and learn about the university's "theory and practice" motto, focusing on belief that the dual approach of learning and doing is the way! Hear all about (in)famous MIT pranks, some of which can be seen to this day! See the main MIT building, the Great Dome.
20 minutes here
Copley Square
See Boston's most cultured square, home to many historical institutions including first buildings for MIT, Museum of Fine Arts, Northeaster, Museum of Science, and more. Today it is home to the historical Copley Library, Trinity Church, Old South Church, and John Hancock tower. No expense was spared by the city of Boston when building this square! The Copley Library contains "America's Sistine Chapel", painted over the course of 30 years by John Singer Sargent.
15 minutes here
Where it starts and ends
Meeting point
Boston
Head to Hanover Street in the North End. If going by car, the address to set is 191 Hanover Street. Look for a statue of a boxer facing away from the Mother Anna's restaurant behind him. If coming by the MBTA, take the Green Line to Haymarket Station and walk across the park to the statue.
Hotel pickup
Pickup is available for selected locations.
Ends at
Head to Hanover Street in the North End. If going by car, the address to set is 191 Hanover Street. Look for a statue of a boxer facing away from the Mother Anna's restaurant behind him. If coming by the MBTA, take the Green Line to Haymarket Station and walk across the park to the statue.
Options you can book
Cruiseport Pickup
Cruiseport Pickup: Pickup at Boston Flynn Cruiseport Pickup included
Standard Pickup
Standard Pickup: Pickup in Boston within 3 miles of the North End, EXCEPT at Boston Logan International Airport or at Boston Flynn Cruiseport Pickup included
Before you book
- Cancellation
- For a full refund, cancel at least 24 hours before the scheduled departure time.
- Languages
- en
- Ticket
- Mobile Only
- Runs on
- Every day
- Group size
- Up to 9 travelers per booking
- Operated by
- Boston Hidden Gems
Know before you go
- Service animals allowed
- Public transportation options are available nearby
- Suitable for all physical fitness levels
- Note that per Massachusetts state law: "All children riding in passenger motor vehicles must be in a federally approved child passenger restraint that is properly fastened and secured according to the manufacturer's instructions until they are 8 years old OR over 57 inches tall." We do not provide child seats, please bring age appropriate car seats for kids who do not meet these criteria. We will not be able to do the tour if you do not have child seats for everyone that needs one. A refund will not be issued the day of the tour due to lack of proper car seats. All children must be registered as separate tour guests.
- Luggage - note that luggage will decrease vehicle capacity. If you have luggage, please let us know in your booking comments so we can confirm we will be able to safely handle it.
Photos






What travelers are saying
Outty’s summary of the themes that recur across 34 traveler reviews. Written by us, not quoted from reviewers.
Knowledge and storytelling
10 mentionsReviewers describe the commentary as informative rather than scripted.
The guide
5 mentionsTravelers single out the guide as the reason the experience works.
Traveler reviews
34 verified traveler reviews for Highlights of Boston Private Tour. Ratings and reviews provided by Viator and Tripadvisor.
Great experience
Great experience. Bj was knowledgeable great overall time. Well worth it. Covers the entire city. The best
Response from the operator: We're happy to hear you had a great time with BJ on your Best of Boston tour!
via Viator
Fantastic Day!!
The tour was so fun, informative, and tailored for our group. Our tour guide, BJ, was great and made the day really nice for our group.
Response from the operator: Thank you for sharing your experience! We're thrilled that BJ provided a great tour for your group!
via Viator
Great Time! Highly Recommend
My husband and I took this tour with Mark on our first day in Boston. We were celebrating our 30th anniversary and Mark made the trip extra special. He was very knowledgeable and personable as we expressed our curiosity through lots of questions regarding the history and evolution of Boston. This was a fantastic tour with a great guy!! We got a good idea of the layout of the city for the rest of the week. Highly recommend!
Response from the operator: Thanks for your review! We're happy to hear you had a great tour of Boston with Mark, and congratulations on your anniversary!
via Tripadvisor
Outstanding tour
Expect to be treated to an exceptional experience. If we could give it more than five stars, we would. Our tour guide impressed us with her enthusiasm and knowledge. It was a wonderful way to learn about the city of Boston
Response from the operator: Thank you so much for your amazing review! I'm so glad that you enjoyed touring Boston with me!
via Viator
A wonderful day in Boston with Alexandria!
We spent the day with Alexandria and she was Wonderful!! She was on time and filled our day with so many fun experiences. Alexandria is a walking encyclopedia of Boston facts and fun stories, too! She maneuvered the Boston traffic so professionally. We had delicious cappuccino and cannoli at an Italian restaurant in the morning and a fun seafood lunch in the afternoon. Alexandria adapted the route so we could drive by a couple of nearby sights. She was excellent in every way. A perfect 10!
Response from the operator: Thanks so much for your review! We're glad to hear you had a wonderful day in Boston with Alexandria!
via Tripadvisor
Good to know
- Duration
- 5.5 hours
- Free cancellation
- Up to 24h before
- Minimum age to book
- All ages
- Availability
- Bookable today
- Runs on
- Every day
- Price range
- $135 to $1038
- Hotel pickup
- Available for selected locations
- Booked in 30 days
- 12
- Verdict
- Solid Choice
Why this scores 69
The Outty Ranking is a weighted composite. Here is how this experience performed on each component.
Highlights of Boston Private Tour: questions travelers ask
Practical detail on this experience, plus the wider planning questions for Boston.
How much does Highlights of Boston Private Tour cost?
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Prices start at $135 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 Highlights of Boston Private Tour take?
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Plan for about 5.5 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 Highlights of Boston Private Tour worth it?
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It holds an Outty Ranking of 69 out of 100, which we label "Solid Choice". That score blends traveler sentiment (4.9/5 across 34 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 Highlights of Boston Private 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 Highlights of Boston Private Tour suitable for kids and families?
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Yes, all ages are welcome. Families should still weigh the 5.5-hour running time, and strollers are easier on the earlier, quieter departures.
How far in advance should I book Highlights of Boston Private Tour?
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Around 12 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 5.5-hour experience runs outdoors or after sunset.
Where does Highlights of Boston Private 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.
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