Private tour in Boston Ted K

Boston Civil War and Underground Railroad Tour

4.9

(26) reviews

-
Hours icon 2 hours 30 minutes
Walking
Private tour for 1-10 people
Your party size

1

Tour date
View our cancellation policiesUpgrade for total flexibility with Last-Minute Cancellation
Book with a depositSecure your tour today and pay your balance later
-
Hours icon 2 hours 30 minutes
Walking
Private tour for 1-10 people
Your party size

1

View our cancellation policiesUpgrade for total flexibility with Last-Minute Cancellation
Book with a depositSecure your tour today and pay your balance later

Ted K.

5.0

Guide rating

150

Reviews

Tours delivered

3 hrs

Avg. response time

I am always trying to find the stories and personalities that bring a tour to life. I want those on my tours to imagine what it was like to live in that time as I take them through it. By presenting the inside stories you will have history presented to you with a depth you have not experienced before. On the Civil War, Revolution and Kennedy tour you will learn much more than the facts of history. You will be brought back to a time of great battles over many of the issues we still face today. You will understand the passions that lead to the Civl War and the abolition of slavery and the unique role the City of Boston played in history. The tour of the revolution will tell the often untold story of the crucial role of Boston's street gangs and how the hero's of the Revolution worked to organize them toward rebellion. On the Kennedy and the family story will he told along with issues of health care, immigration and political battles. At Harvard I walk you through Harvard's long journey from an elitist school for Protestant men to one of the countries most diverse universities. . Graduate of International Tour Management Institute. Graduate of Northeastern University and UMass Boston, where I studied history, sociology and city planning. Member of Greater Boston Tourist Association. Tour guide for the Kennedy Tour of Boston as a member of the Greater Boston Convention and Visitors Bureau.

Have a question or want to customize this tour? Message Ted K.

Overview of your Boston tour

On a two and a half hour guided walking tour, learn how Boston played a major role in saving the union and abolishing slavery. Hear the Boston stories of John Wilkes Booth, John Brown, Jefferson Davis and many others. Boston was a city deeply divided between pro and anti-slavery forces, see where the riots took place and learn how the city united as the war began. Learn how the women of Boston, and their willingness to speak out, changed the city and the country. See how Boston's great pride in its' role in the American Revolution was deeply connected to its commitment to saving the union. As you hear these stories you will walk the beautiful streets of old Boston and see many of its marvels of architecture and sculpture. On scenic Beacon Hill stroll the old streets and hear the stories of the men and women of Boston's Underground railroad. See the churches where the debates about war and slavery took place. See the homes of Senator Charles Sumner and authors Louisa May Alcott and Julia Ward Howe.

Recent Reviews

Elizabeth J.United States
July 2025

We had a fantastic tour with Ted! He is very knowledgeable and communicates well. He iis able to layout the time frame, the complexities and persons involved and really describe what was happening. We got to see some great sights and learned so much. We'll be back!

Sand P.United States
October 2024

So informative. Learned so much. Ted was great- kind, friendly, knowledgeable. Great tour.

Marie B.United States
November 2023

We had a great tour that was so informative. I love the enthusiasm even during the rain. All in all a great experience.

Lisa B.United States
September 2023

What a great tour with a fantastic guide. Ted is so knowledgeable and accommodating. He is so knowledgeable. I look forward to a future tour with Ted.

Dianne D.Singapore
July 2023

Wonderful Civil War and Underground Railroad tour with Ted. We had a good time, walking through the old neighborhoods and learning about this fascinating time in US history. Highly recommended!

Gary K.United States
March 2023

Tour was great. Very informative

Your Boston tour itinerary

-The tour begins with a history of the political battles in Boston between anti and pro-slavery forces. -This theme continues through the tour and is accompanied by stories of John Wilkes Booth, John Brown, Harriet Beecher Stowe and many others. -We will stroll the old streets of Boston and enjoy many of the city's historic treasures. -The tour can begin at Faneuil Hall and finish on Beacon Hill or can start at the State House and finish at Faneuil Hall. -The tour will go through Beacon HIll as well as by most sights of the Freedom Trail as I connect the Revolution to the Civil War. -We will see the Federalist architecture of Beacon HIll and the great Robert Gould Shaw Memorial. -All done by walking with places to stop for water or coffee and there will be souvenirs at Faneuil Hall.

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 is a walk of 2 miles with 20 stops. The Beacon Hill section has some steep hills. The tours can be adjusted to minimize the hills if requested.

What's included
Other
Private Guide
What's not included
Other: Personal expenses. There will be many places along the way to stop if the customer would like to purchase food or drink.
Food Drinks Snacks
Meeting location

24 Beacon Street, Boston, Massachusetts, 02133, United States

The tour can start at Faneuil Hall and end on Beacon Hill or it can start at the State House and end at Fanueil Hall.

  • You can request a specific meeting location (for example, your hotel) during the checkout.
Other details
Tour categories
Off The Beaten Path
History
Tour reference number
31363
Languages
English
Activity level
Light
Accessibility
Kid Friendly

Traveller reviews

4.9

FAQs

Who is this private tour in Boston best suited for?

This private tour in Boston is perfect for history enthusiasts, especially those interested in the Civil War and the Underground Railroad. It's also great for families, as it's kid-friendly, and for anyone who wants to explore Boston's rich historical sites with a knowledgeable local guide like Ted K.

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 2 hours 30 minutes
Walking
Private tour for 1-10 people
Your party size

1

Tour date
View our cancellation policiesUpgrade for total flexibility with Last-Minute Cancellation
Book with a depositSecure your tour today and pay your balance later
-
Hours icon 2 hours 30 minutes
Walking
Private tour for 1-10 people
Your party size

1

Tour date
View our cancellation policiesUpgrade for total flexibility with Last-Minute Cancellation
Book with a depositSecure your tour today and pay your balance later
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