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You’ll begin your tour at City Hall Plaza, where you’ll greet your guide and snap a photo beside the statue of basketball player, Bill Russel, which is next to a large Boston sign.
Your first stop is King’s Chapel Burying Ground, where you’ll learn about the first people to settle in Massachusetts Bay. After passing the first Anglican church in Boston, you’ll visit the tombs of Paul Revere, John Hancock, and Sam Adams at the Granary Burying Ground.
The following stops include the Old City Hall and Old State House, both significant historical sites; the Statue of Benjamin Franklin; charming squares and pretty gardens such as the Rose Kennedy Greenway, North Square Park, and the Paul Revere House.
Your tour approaches its conclusion in North End, one of the oldest residential neighborhoods in America, before ending with a stroll along Boston Harbor and around Christopher Columbus Park, a buzzing area filled with bars and restaurants.
Operated by
The Revolutionary Story Tour
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Beinkc, Sept 2025
Tyler was a great guide. He was so knowledgeable and was able to give us an extremely good tour. It was exactly what I was hoping for when I booked.
donnakH1330GP, Sept 2025
Rob was amazing! He knew EVERYTHING. He told the story of Boston in an incredibly engaging way for kids and adults alike. I had my 12 and 9 year old kids with me. They were able to follow along too and learned a ton - as did I. I highly recommend!
Linda_W, Sept 2025
Tyler gave an excellent tour. He was prepared and knowledgeable. He gave a very thorough and entertaining presentation for what could have been just a recitation of facts.
Melissa_W, Sept 2025
Rob was such an engaging tour guide. He did a great job laving out key events chronologically that lead up to the Revolution. He also shared great background info and stories on key leaders of the time (even several I wasn't familiar with!) Definitely worth doing!
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.
Famous (or infamous) for its unique architecture.
Learn about the incredibly unique people who first settled Massachusetts Bay. The Puritans are more important (and much weird!) than you can imagine!
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.
First Anglican Church in Boston
Brimstone corner. Famous for its fiery sermons. July 4, 1829 "William Lloyd Garrison made his first public address against slavery here.
Who really were the Sons of Liberty? Visit the tombs of Paul Revere, John Hancock, and Sam Adams and find out!
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
Lean about America's first public school and its most famous pupil the incomparable Benjamin Franklin!
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
Learn about the soldiers, the citizens, the loyalists, and patriot leaders all pulled into this explosion of tensions!
Former publishing house of American literary icons (Ralph Waldo Emerson, Henry Wadsworth Longfellow, Nathanial Hawthorne, and more)
The Boston Tea Party starts here! The most pivotal event leading up to the American Revolution. There's no turning back after this!
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.
Education, Healthcare, & Finance
"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!
Warning! Tourist traps abound!
Beautiful public garden running the length of Boston
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!
Oldest residential square in America
Iconic photo opportunity
"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?
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.
We do a complete recreation of the Battle of Bunker Hill - the biggest battle of the American Revolution.
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.
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!
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!
Stroll along the Harborwalk and enjoy ocean breezes and spectacular cityscapes from the piers, wharfs, and waterfront parks other tours leave out.
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.
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A full refund will apply if you cancel more than 24 hours before the activity start time.
No refund is possible if you cancel less than 24 hours before the activity start time.