Freedom Trail and North End Tour


Tour Number

Activity Level



Shore Excursion, Local Experience, Hiking and Walking, City


Kid Friendly: Yes. I do own a Colonial costume, so let me know if you'd like this option!

Friendly: Yes.

Maximum travelers: 10



English (fluent), Italian (conversational)

Boston's downtown (where the history happened)

This walking tour covers the heart of historic downtown Boston. From the Boston Common to the Paul Revere House (built 1680), Beantown's narrative spans nearly 400 years. The tour will cover all the famous Revolutionaries from the American War for Independence.

Additionally to learning about the "Cradle of Liberty, " pick up tidbits of America's 19th Century literary movements, Puritanical hijinks, Boston's landfill projects, and immigrant communities that have populated the North End since the early 1800s. Humor, gossip, and honed story-telling will bring these monuments and squares to life.

I'll happily show you where to eat after the tour, as the North End in Boston's Little Italy, and between the pastries, the oysters, and the pasta (though probably not in that order), you can't leave the neighborhood with an empty stomach. Pickup and drop off by car can be arranged for a small additional fee of $40, which will require a customized tour invoice, so please contact me!


Along the way, there are plenty of stories, but these are the primary stops of the tour:

Boston Common
Massachusetts State House (on weekdays, we can enter, if you want, from 9-5)
Park Street Church
Granary Burial Ground (graves of Paul Revere, John Hancock, Samuel Adams)
King's Chapel/King's Chapel Burial Ground
Old City Hall/Ben Franklin Statue/Boston Latin School
Old South Meeting House and Old Corner Bookstore
Boston Massacre Site/Old State House
Faneuil Hall/Quincy Market
Union Oyster House/Green Dragon Tavern/Bell in Hand Tavern
Big Dig
Modern Pastry
Paul Revere House/Old North Square
Rose Fitzgerald Kennedy Birth Site
Paul Revere Mall/St. Stephen's Church
Old North Church (One if by Land, Two if by Sea)

Meeting Location + Tour Duration

Meeting location: I can meet you wherever you like. If you need a ride, I have a 2014 Ford C-Max that can comfortably seat 3, or squish in 4 for a small additional fee of $40 (both ways). Otherwise, the best place to start is at the beginning of the Freedom Trail at 139 Tremont Street in Boston.

End location: I can drop you off in my car if needed (for a small additional fee of $40 both ways). Otherwise, we'll finish our walk up in Boston's North End at the Old North Church on Salem Street.

Duration: 2 hours 30 min.


This is a walking tour. I can pick up and drop off for a small additional fee of $40 in my 2009 Toyota Highlander Hybrid. It seats five comfortably and 6 squeezing. Please contact me if you'd like to arrange for the car, as it's a customized invoice I'll need to send you.

What’s Included

Other: My time and extensive knowledge on the history of this fine city
Answers to any follow up questions you might have
Suggestions of where to eat, drink, or be merry in Boston

Estimated Local Cash Needed

12 US Dollar - Bring a few bucks to try which is better: Mike's Pastries or Modern Pastries. I'm a Modern man, but I'm not sure the difference in Cannolis is noticeable to the non-connoisseur.

What’s Extra

Other: Rides to and from the start of the tour can be arranged in my 2014 Ford C-Max for up to 3 people comfortably (or 4 squeezed). This would be an additional cost of $40 that you can contact me directly about.

Meals and Snacks (such as cannolis) are NOT included in the price of this tour.


Tours inside Harvard Yard are limited to 8am-5pm.

Harvard buildings require a Harvard ID to enter, due to security issues. We unfortunately cannot go inside most Harvard buildings

A Recent Review of this tour

Our family had the BEST tour with Daniel. He was fun and brought history alive for us. I HIGHLY recommend him. You will learn so many interesting facts and fun things. Daniel's tour was the highlight of our trip!
Kristin Hays

Read More Reviews For This Tour
Private tour guide Daniel

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Tours by Daniel B.

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