The Untold History of Boston Walking Tour

Discover Boston’s hidden history with a local guide. Explore untold stories, remarkable events, and fascinating sites beyond the Freedom Trail.

Duration: 2 hours, 30 minutes
Cancellation: 24 hours
Highlights
  • Central Burying Ground - A historic graveyard containing graves from the earliest parts of Boston’s history
  • Boston Common - Buried under Boston Common is America’s 1st subway. Hear the true story of how it was built and how the subway has shaped Boston’s culture.
  • The Embrace - MLK spent many years in Boston and actually earned his PHD here! Come see the statue Boston put up on the Boston Common to honor Dr. King’s legacy
  • Massachusetts State House - At the State House you will hear the story of State Senate President Billy Bulger and his complicated relationship with the brother and infamous Irish mobster Whitey Bulger.
  • Old City Hall - Just next door to Old City Hall was the office of a con-man named Charles Ponzi, who launched a “Ponzi scheme” so legendary they named the entire concept after him!
  • Boston City Hall - Your guide will explain why City Hall is simultaneously hated by citizens of Boston and beloved by architects.
  • Faneuil Hall Marketplace - Your guide will explain the history of Faneuil Hall and explain how it has changed over the years
  • Quincy Market - Historic marketplace built in 1826 that now serves as a food hall and commercial center
  • Rose Kennedy Greenway - Learn about how the old elevated highway ripped apart the City and how Boston stitched it back together with the Big Dig
  • HarborWalk - Hear the story about how Boston expanded it land area and why 1/6th of Boston’s land is artificial
  • North End - The North End is a historic Italian neighborhood with some of the best food in Boston
  • Paul Revere Statue - You will hear the TRUE story of Paul Revere’s ride and why his name has become so famous
  • Great Molasses Flood Plaque - Hear the full story of how the molasses flood happened and the fallout it caused for Boston
What's Included
  • Small group size
  • Guided by a life-long local
What's Not Included
  • Food and Drink (but I can offer great recommendations for after your tour)
Additional Information

The Untold History of Boston Walking Tour steps off the beaten path and explores the captivating stories that lie just beyond the Freedom Trail. This small group tour by a lifelong local will take you through the city’s lesser-known but equally fascinating sites, where remarkable events have shaped Boston’s vibrant history. Get ready to immerse yourself in tales of disaster, transformation, resilience, and deception as we visit these intriguing locations.

Location
75 Boylston St
Boylston Street
We will meet just outside of the Boylston T station. From the intersection, look down the walkway into the Boston Common and look for the tall guide with bright red hair.
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Customer Ratings
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Jeffwoelker
Sep 18, 2024
Great tour of Boston's Untold History - This tour was so great. Sam did a great job of incorporating the secret and untold history of Boston. Things you wouldn't hear on other Boston tours. Would definitely recommend it to history buffs who want to learn more than just what's on the Freedom Trail. Definitely check it out.
Review provided by Tripadvisor
Amykp9457iz
Sep 16, 2024
The deep cuts of Boston history - This tour gives the history you're not going to hear on any other tour! Whether you're a local, you've been to Boston 10 times, or this is your first trip, you're going to learn something new about the city. Having lived in Boston for over 2 years, almost everything in this tour was new to me. We went to areas I've never been to before, and learned the history that they don't teach you in school. Sam was incredibly personable and a fountain of knowledge about everything Boston. This tour is how you'll learn the real history of Boston!
Review provided by Tripadvisor
Jackster53
Sep 9, 2024
Best Historical Tour in Boston!! - Such an incredible tour of Boston!! Our Tour Guide, Sam, is such an excellent story teller and this tour shares stories of Boston you won’t find on any other tour!! The tour also brings you to awesome places in Boston that you likely won’t find on your own. I’m a local and have lived here for many years and saw parts of Boston that I never knew existed or just had never made it to. Can’t recommend this tour enough! If you’re trying to decide between the Freedom Trail tour and this one, pick this one, you won’t regret it!!
Review provided by Tripadvisor
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up to 15 guests
1 Adult
October 2024
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