The Revolutionary Story Walking Tour in Boston

Overview

Winner of Boston Magazine's Best Historical Walking Tour.

A small group, in-depth exploration of Boson's original neighborhoods and a complete retelling of the American Revolution from the founding of Boston to the Declaration of Independence. Unlike most tours which limit themselves exclusively to what's on the Freedom Trail (in whichever order and direction it happens to go) this tour takes a wholistic approach to the city and the story. We follow a curated route visiting 14 iconic landmarks in the same order the history unfolded, pulling everything together into an immersive citywide narrative that recreates the drama and brings to life the passions personalities, and psychologies that invented America.

There are no big crowds or cheesy costumes. This tour combines expert insights with a light-hearted sense of humor and expands beyond "just" the Freedom Trail so you will enjoy the charm of the old town while getting a real sense of the beautiful and booming modern city as well.

City: Boston

Mon 26 May

Other dates

You can choose the date already on the booking website

Starting at $55.00

Make a reservation

Mon 26 May

Starting at $55.00

Make a reservation

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What's Included

Built-in 15-minute break at world famous Quincy Market

Visit 14 iconic Freedom Trail landmarks with entrance into Faneuil Hall (when open to the public)

Small group and expert guide. Skip the big crowds and generic highlights.

Explore the modern city beyond the Freedom Trail and experience Boston's incredible urban renewal.

Curated route weaving the main events, characters, and sights of the Revolution into one epic story.

Additional Info

Infants and small children can ride in a pram or stroller
Service animals allowed
Public transportation options are available nearby
Not recommended for travelers with spinal injuries
Not recommended for travelers with poor cardiovascular health
Travelers should have at least a moderate level of physical fitness
Children must be accompanied by an adult. The tour is appropriate for all ages, but it is not a "kids" version of events.

What To Expect

The Revolutionary Story Tour

City Hall Plaza is a pedestrian only plaza very centrally located directly across from and overlooking Faneuil Hall. We meet between the Five Iron Golf and City Hall. The guide will be in front of the seasonal beer garden and next to a large "BOSTON" sign with Faneuil Hall in the background that provides a great photo opportunity to start off the tour with.

Boston City Hall

Famous (or infamous) for its unique architecture.

King's Chapel Burying Ground

Learn about the incredibly unique people who first settled Massachusetts Bay. The Puritans are more important (and much weird!) than you can imagine!

Freedom Trail

Iconic brick pathway connecting 16 historic landmarks. Whereas most tours just blindly follow this path geographically from one direction to the other, we weave around the city visiting the sights in chronological order.

King's Chapel

First Anglican Church in Boston

Park Street Church

Brimstone corner. Famous for its fiery sermons. July 4, 1829 "William Lloyd Garrison made his first public address against slavery here.

Granary Burying Ground

Who really were the Sons of Liberty? Visit the tombs of Paul Revere, John Hancock, and Sam Adams and find out!

Old City Hall

Some of the most beautiful architecture in the city is the background of a discussion about the historic obstacles to and inherent challenges of democracy

Statue of Benjamin Franklin

Lean about America's first public school and its most famous pupil the incomparable Benjamin Franklin!

Old State House

The oldest public building in the country and the nerve center of Massachusetts politics. The great political debate between British authority and American rights was here

Boston Massacre Site

Learn about the soldiers, the citizens, the loyalists, and patriot leaders all pulled into this explosion of tensions!

Old Corner Bookstore

Former publishing house of American literary icons (Ralph Waldo Emerson, Henry Wadsworth Longfellow, Nathanial Hawthorne, and more)

Old South Meeting House

The Boston Tea Party starts here! The most pivotal event leading up to the American Revolution. There's no turning back after this!

Financial District

Education, Healthcare, & Finance

Faneuil Hall Marketplace

"The Cradle of Liberty" is not only the symbol of American Democracy but its deepest roots can be traced to this building. This is where a protest becomes a revolution!

Quincy Market

Warning! Tourist traps abound!

Rose Fitzgerald Kennedy Greenway

Beautiful public garden running the length of Boston

The Paul Revere House

The house is in the oldest and most charming square in the city and surrounded by some of the best restaurants in America. The man is even more impressive than the legend!

North Square Park

Oldest residential square in America

Paul Revere Statue

Iconic photo opportunity

Old North Church & Historic Site

"One if by land, two if by sea." We go through Paul Revere's legendary midnight ride with the iconic steeple from which he signaled his famous warning; culminating in "the shot heard round the world," and chaotic battle at Lexington & Concord. The British are coming - are you?

Copp's Hill Burying Ground

The second oldest burial ground in Boston. We have already gone in two sets of burying grounds, so we only visit this from the outside, but we get spectacular views of Charlestown and Boston Harbor from the terrace across the street.

Bunker Hill Monument

We do a complete recreation of the Battle of Bunker Hill - the biggest battle of the American Revolution.

USS Constitution

The oldest commissioned naval vessel in the world. "Old Ironsides" was undefeated in battle. It was not part of the American Revolution, and we only see it from the other side of Boston Harbor, but we do provide an overview of its history and provide tips on how best to experience it.

North End

The oldest residential neighborhood in America. You won't find a better combination of culture, food, and history in any square mile in the country. Italian, Seafood, Pizza, Cannoli, we'll talk about it all!

Boston Harborwalk

Stroll along the Harborwalk and enjoy ocean breezes and spectacular cityscapes from the piers, wharfs, and waterfront parks other tours leave out.

Show 23 more stops

Cancellation Policy

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

Traveler Photos

Reviews (1000)

Virginia_P

Mar 2025

Our tour guide, Mike, is OUTSTANDING! He talked clearly and his voice carried throughout the group of 16. Very knowledgeable about the facts of the American Revolution. I highly recommend this to anyone who wants to learn about the history of Boston.

Mary_S

Mar 2025

Tyler's tour was outstanding and educational, delivering historical facts in a fun and interactive way that kept participants engaged. As a trainer myself, I value the importance of storytelling through interaction and engagement, which Tyler executed brilliantly. The tour had a great flow—both from a timeline perspective and while exploring the city. Tyler's deep knowledge and personal insights offered a rich understanding of Boston's Freedom Trail history. His creative approach included involving participants as key players in the story and utilizing visual aids like maps, photos, and even Legos to bring history to life. The QR code at the end was also a nice touch. This tour was exceptional, and I wholeheartedly recommend it to anyone considering this tour.

Patrick_K

Mar 2025

A well organized, extremely informative tour. Our guide, Tyler, was personable, fun and passionate about history. He was extremely well prepared and looked after us all. The kind of tour where passerbys try to listen in. Highly recommended. I had a great afternoon. Bring good walking shoes.