Boston Revolutionary Story Walking Tour

A comprehensive 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.

Awarded Boston Magazine's Best Historical Tour in 2022

Meeting Point

City Hall Plaza

1 City Hall Square, Boston, MA 02203, USA

The tour meets in City Hall directly across the street from Faneuil Hall (1 City Hall Square, Boston MA, 02201.) Your guide will be in the plaza between a Five Iron Golf (1 Washington Mall, Boston, MA 02108) and a seasonal beer garden next to a statue of a basketball player (Bill Russel)

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.

Not included:

• Costumes, Actors, Scripts, or Kitsch
• Transportation (this is a walking tour.)
• Museum entry fees (other than Faneuil Hall & Quincy Market we stay outdoors)
• Gratuities (optional)

What to expect:

Duration: 3 hours, 30 minutes

The Revolutionary Story Tour

1 City Hall Plaza, Between City Hall and Staples Connect, Boston, 02108, Massachusetts

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.

10 minutes

Boston City Hall

1 City Hall Sq, Boston, 02201-1020, Massachusetts

Famous (or infamous) for its unique architecture.

5 minutes

King's Chapel Burying Ground

Tremont Street, Between School And Park Streets, Boston, 02108-3201, Massachusetts

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

10 minutes

Freedom Trail

Boston, Massachusetts

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.

5 minutes

King's Chapel

58 Tremont St, Boston, 02108-3201, Massachusetts

First Anglican Church in Boston

Pass by without stopping

Park Street Church

1 Park St., , Boston, 02108-4899, Massachusetts

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

Pass by without stopping

Granary Burying Ground

Tremont Street, Boston, 02108, Massachusetts

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

15 minutes

Old City Hall

45 School St, , Boston, 02108-3206, Massachusetts

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

5 minutes

Statue of Benjamin Franklin

School St. at City Hall Ave, , Boston, Massachusetts

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

10 minutes

Old State House

310 Washington Street, , Boston, 02108-1702, Massachusetts

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

10 minutes

Boston Massacre Site

206 Washington St, , Boston, 02109-1702, Massachusetts

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

10 minutes

Old Corner Bookstore

283 Washington St, , Boston, 02108-4304, Massachusetts

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

Pass by without stopping

Old South Meeting House

310 Washington St, , Boston, 02108-4616, Massachusetts

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

15 minutes

Post Office Square

Post Office Square, Boston, MA, USA

The road to revolution runs right the heart of downtown Boston. While the core of this tour is built upon 12 of the 15 Freedom Trail locations a beautiful and booming modern city has grown up all around its historic foundation. Neither should be missed and we will not overlook the present in our pursuit of the past.

5 minutes

Financial District

Boston, Massachusetts

Education, Healthcare, & Finance

10 minutes

Faneuil Hall Marketplace

1 Faneuil Hall Sq, Quincy Market, Boston, 02109-1604, Massachusetts

"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!

15 minutes

Quincy Market

206 S Market St, Boston, 02109-6201, Massachusetts

Warning! Tourist traps abound!

10 minutes

Rose Fitzgerald Kennedy Greenway

Atlantic Ave, , Boston, 02111, Massachusetts

Beautiful public garden running the length of Boston

5 minutes

The Paul Revere House

19 North Square, , Boston, 02113-2405, Massachusetts

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!

10 minutes

North Square Park

North Square &, Moon St, Boston, 02113, Massachusetts

Oldest residential square in America

10 minutes

Paul Revere Statue

Paul Revere Mall, Boston, 02113, Massachusetts

Iconic photo opportunity

5 minutes

Old North Church & Historic Site

193 Salem St, , Boston, 02113-1123, Massachusetts

"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?

10 minutes

Copp's Hill Burying Ground

Corner of Snow Hill and Hull Streets, , Boston, 02118, Massachusetts

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.

Pass by without stopping

Bunker Hill Monument

43 Monument Square, Boston National Historical Park, Boston, 02129, Massachusetts

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

10 minutes

USS Constitution

Bldg. 5, Charlestown Navy Yard, Boston, 02129, Massachusetts

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.

Pass by without stopping

North End

Boston, Massachusetts

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!

5 minutes

Boston Harbor

Boston Harbor, Boston, MA, USA

We stroll along the Harbor Walk for one of the best views of the city, the beauty of Boston Harbor, and to finally kick the British out of Boston!

5 minutes

Boston Harborwalk

Boston Wharf Rd., Boston, 02210, Massachusetts

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

10 minutes

Lewis Wharf

Lewis Wharf, Boston, MA 02110, USA

We finish in the heart of "Little Italy" the historic North End only blocks from Boston's Best pizza, clam chowder, cannoli, seafood, and Italian. There are public restrooms, bicycles, public transportation and parking in close proximity, and we will be a less than ten-minute walk from our original meeting point.

5 minutes