Freedom Trail & Little Italy Walking Private Tour
free_cancellation Free Cancellation up to 2 weeks before
shield Trip Protection available for more flexibility
star Tour Highlights
- check_circle Visit all of the Freedom Trail sites from Boston Common to the Old North Church
- check_circle Finish at Copp's Hill with views of the USS Constitution and Bunker Hill across the harbor
- check_circle See all 16 official trail sites plus hidden gems your guide knows best
- check_circle Detour into the North End (Little Italy) for extra historic stops and local flavor
- check_circle Pause for lunch in the North End - Boston's best Italian neighborhood
- check_circle Private tour with flexible pacing - perfect for families and groups of all sizes
routeTour Itinerary (14 stops)
Boston Common
Start the day in Boston Common, the oldest public park in the country. Hear the stories told by the forgotten and hidden plaques and monuments that dot the park as you stroll.
Beacon Hill
Tour Boston's most prestigious brownstone-lined neighborhood. Visit the "Most Photographed Street in North America", featuring some of the original cobblestone. Stop by Louisburg Square, previously home to famous writers, today home to famous bankers and politicians.
Massachusetts State House
Learn about the architecture and history of this famous building. Why is there a pine cone on top of the state house dome? What were the "King's Pines" and why did the pine tree end up symbolizing the American revolution?
Granary Burying Ground
Visit one of America's most historic cemeteries. Listen to stories of the American Revolution as you visit the graves of famous Founding Fathers Sam Adams, Paul Revere, John Hancock, and more.
King's Chapel & Burying Ground
Visit Boston's oldest cemetery, home to the graves of John Winthrop and William Dawes. Hear about King's Chapel, Boston's first Anglican Church, which was deeply despised by the local Puritans.
Old Corner Bookstore
Visit the site of the Old Corner Bookstore, one of the most prolific publishing houses in early America. This building was where the first run of several important works was released, including Walden, The Scarlet Letter, Battle Hymn of the Republic, and Midnight Ride of Paul Revere.
reviewsReviews
descriptionTour Description
A Boston Classic! See all of the Freedom Trail sites from Boston Common to the North End with your own private guide. You'll see all 16 official sites - and we even throw in a few stops that aren't on the official list!
This comprehensive walking tour covers the most important sites of the American Revolution. Start at the Massachusetts State House and work your way through downtown Boston, visiting the Granary Burying Ground, Old South Meeting House, Faneuil Hall, and more.
Detour off the trail in the North End for a few extra stops and to grab lunch! Boston's Little Italy offers authentic Italian cuisine and charming cobblestone streets. After your break, continue through the North End to Paul Revere's House, the Old North Church, and Copp's Hill Burying Ground.
Finish at Copp's Hill, where you'll take in views of the USS Constitution and Bunker Hill Monument across the harbor. With a private guide and flexible pacing, this tour is perfect for families and groups who want a personalized experience covering all the highlights.
Note: This is a walking tour only - no vehicle transportation included. Total walking distance is approximately 2.5 miles.
checklist What's Included
Included
- check_circle Professional local tour guide for your private group
- check_circle Freedom Trail walking tour (see all 16 official sites)
- check_circle Bonus stops in the North End not on the official trail
- check_circle Flexible pacing - spend more time where you're most interested
- check_circle Old North Church entrance
Not Included
- cancel Food and drinks (lunch break on your own)
- cancel Gratuities (optional)
- cancel Transportation - this is a walking tour only
- cancel Hotel pickup and drop-off
infoDetails & Pricing
- Start Times: Your choice, anytime between 8:30 am - 12:00 pm
- Private tour for your group only (1-15 guests)
- Total walking distance: approximately 2.5 miles
- Wear comfortable walking shoes - you'll be on your feet for ~4 hours
- 1 hour lunch break in the North End (lunch not included)
- Our booking platform adds a 6% service fee for online bookings. Call us to book with no service fees!
| Low Season | High Season | |
|---|---|---|
| Per Group (1-15 guests) | $475 + $7/pp | $550 + $7/pp |
Flat rate pricing - bring your whole group for one price!
help Frequently Asked Questions
How much walking is involved?
This tour covers approximately 2.5 miles over 4.5 hours, with a 1-hour lunch break in the middle. You'll be walking on a mix of sidewalks, cobblestone streets, and paved paths. The pace is flexible - your private guide can slow down or speed up based on your group's needs.
We recommend wearing comfortable walking shoes with good support. Bring water and dress for the weather, as most of the tour is outdoors.
Is this tour suitable for children?
Yes! This tour is excellent for families. The private format means your guide can tailor the content to be engaging for all ages. The lunch break provides a good rest point, and the variety of sites keeps everyone interested.
For younger children, consider that the walking distance is about 2.5 miles over several hours. Strollers can be used on most of the trail, though some cobblestone sections may be challenging.
Please note: We cannot guarantee wheelchair or stroller accessibility of any buildings, and we do not recommend this tour if such access is required.
What about lunch in the North End?
The tour includes an hour break in Boston's North End (Little Italy) for lunch. Your guide will provide recommendations based on your preferences - whether you want a quick slice of pizza, a sit-down Italian meal, or just a cannoli and espresso.
Lunch costs are not included in the tour price. North End restaurants range from casual ($15-20 per person) to upscale ($30-50 per person). There are also quick options like pizzerias and bakeries for those who want something faster.
Do we go inside any buildings?
The tour primarily covers exterior sites, though you can choose to enter buildings along the way. Entrance to the Old North Church is included. Other popular optional stops include the Paul Revere House ($6 adult admission).
Your guide will let you know what's available at each stop, and you can decide whether to go inside based on your interests and schedule.
Where does the tour end?
The tour ends in the North End at Copp's Hill Terrace, where you'll have views of the USS Constitution and Bunker Hill Monument across the harbor. From there you're right in the heart of the North End, steps from great restaurants, shops, and public transit (Haymarket station is a short walk away).