Private tour in Boston Edward B

Boston's Freedom Trail: Boston Common to the Old North Church

5.0

(51) reviews

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Hours icon 3 hours
Walking
Private tour for 1-7 people
Your party size

1

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-
Hours icon 3 hours
Walking
Private tour for 1-7 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

Edward B.

5.0

Guide rating

65

Reviews

Tours delivered

2 hrs

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Welcome to Boston, Massachusetts! Do you remember when you went on field trips in grade school and the last thing that you were interested in was the tour or the tour guide? Well full disclosure: I was the nerd in the back of the school bus with his face pressed to the glass, taking notes in a spiral ring note book and hanging on every word the guide said at the Old North Church! More than half a century later, I have not lost my passion for history, art and architecture, and I am so excited to show it all to you! A bit about me, I grew up in west suburban Boston and am a recently retired administrator from the Massachusetts Institute of Technology in Cambridge, MA. I began doing guided tours of Boston on weekends and holidays in 1980. I was an art history major as an undergraduate, and of course I love talking about the art and architecture of the city, but also Boston's pivotal role in the events that led to the American Revolutionary War. My work at MIT awakened an interest in civil engineering, so I'll talk about projects like "The Big Dig" or the filling of the Back Bay. My tours will also recognize the cultures of the First Nation peoples who had been living in our area for at least 2, 000 years before even Europeans arrived! Along the way, you'll make some nifty discoveries. Did you know that Boston has the oldest underground transit in the Western Hemisphere? Or that native people used finely woven fences made out of branches and twigs called "fish weir" to catch fish in the tidal areas? In my free time, I enjoy all this city has to offer. I love biking along the Charles River Esplanade. I live about 5 blocks from Fenway Park, and can easily hear the crowds roar from my open windows when there's been a home run or a base hit. I love to go to our lovely Museum of Fine Arts and the English and American "Period Rooms" have been my favorites since I was a kid. Boston is compact but delivers a historical bang for the buck that cannot be matched! Bachelor Degree in Fine Arts and French from the University of Massachusetts. Master's Degree in Education from Simmons University. Regular contributor to the Fenway News (neighborhood newspaper) under the byline, "The Urban Detective". 40 years plus experience navigating the legend and the lore of Boston. For the Boston based tours we will be walking or in the case of the Cambridge Tour, we will be traveling by MBTA Red Line subway.

Have a question or want to customize this tour? Message Edward B.

Overview of your Boston tour

The Freedom Trail was created in the 1950's to guide visitors on foot along the historic sites in the city. The trail is indicated by a red line (red brick or red paint) on the sidewalk, and while the total Freedom Trail is 2. 2 miles (4 km) long, we will only be walking the most concentrated portion of it from the Boston Common to the Old North Church, which is approximately 1. 3 mile (roughly 2 km). The Charlestown Freedom Trail sites are roughly a 20 minute walk from our finishing point if you would like to continue on your own. While many of the sites have a direct connection to the events leading to the American Revolutionary War, other sites nonetheless explore the theme of Freedom: such as the Underground Railroad, the Abolitionist Movement and the War of 1812. Along the way, we'll make one or two small detours off the trail to show you some "other" iconic locations that testify to the dynamism of the city!

Your Boston tour itinerary

Tour will begin at the Boston Common Visitor Information Center, 139 Tremont Street, 02108, which is the start of the Freedom Trail. Following the trail will take us into old graveyards and past iconic 18th century buildings such as The Old South Meeting House (the Boston Tea Party). Onto the Old State House and the Boston Massacre site and Faneuil Hall also known as the "Cradle of Liberty". We will be going into Faneuil to see the "Great Hall" if it is open since the building is owned by the city of Boston and still functions as a meeting hall, 250 years later! Continue into the North End of Boston, passing over "The Big Dig", past the Paul Revere House and the Rose Kennedy birthplace. Finish in front of the iconic Paul Revere statue at the Old North Church on Hanover Street. Hanover is a bustling street with Italian restaurants, coffee shops and pastry shops. "Bellissimo!" * This itinerary can be customized upon request. Feel free to message me.

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 tour will be done entirely on foot, approximate distance (on city sidewalks) 1.5 miles

What's included
Other: There are no entry tickets needed
Private Guide
What's not included
Other: Personal expenses. If you would like to visit the Old North Church at the conclusion of our walking tour (before heading off for pastries!), there is a $5.00 per person admissions fee. Also, consider staying on in the North End (little Italy) as there is a multitude of eating options!
Public Transportation
Food Drinks Snacks
Meeting location

139 Tremont Street, Boston, Massachusetts, 02108, United States

Boston Common Visitor Information Center, 139 Tremont Street

  • You can request a specific meeting location (for example, your hotel) during the checkout.
Other details
Tour categories
History
Off The Beaten Path
Tour reference number
1079598
Languages
English
French
Activity level
Minimal
5.0

Traveller reviews for this private tour in Boston

51 reviews

Frequently asked questions

Who is this private tour in Boston best suited for?

This private tour is perfect for history enthusiasts, families, and anyone interested in exploring the rich revolutionary history of Boston. It's also ideal for those who enjoy walking tours and want to experience the city's historic sites with a knowledgeable guide like Edward B. The tour is suitable for travellers who want to connect with a local for deeper insights into Boston's past.

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?

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

-
Hours icon 3 hours
Walking
Private tour for 1-7 people
Your party size

1

Tour date
Start time
View our cancellation policiesUpgrade for total flexibility with Any Reason Cancellation
Book with a depositSecure your tour today and pay your balance later
-
Hours icon 3 hours
Walking
Private tour for 1-7 people
Your party size

1

Tour date
Start time
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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