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Boston History and Freedom Trail Private Walking Tour

Quick Details

Highlights Tour 2 Hours
Half Day Tour 4 Hours
Half Day Tour 6 Hours
Full Day Tour 8 Hours

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Highlights Tour

Boston is a magnet for history buffs as well as architecture lovers. Walk the parts of the iconic Freedom Trail and venture past the must-see historic stops in Boston. Visit Faneuil Hall and see where the first cries for Revolution rang out. Learn about some of the “events” that led to the American Revolution – like a tea party and a Boston massacre. See where the very first public school in America was located and how it connects us to modern public education. This Boston tour will give you an overall history while also showing you how a modern city is intimately connected to the past. 

Half-Day Tour

A half-day tour allows more opportunity to experience the top things to do in Boston.  Along with the must-see stops of the Highlights tour, you will also visit other famous neighborhoods and landmarks throughout the city. 

The North End is steeped in colonial history. We can tour where Paul Revere lived as well as the famous Old North Church, which played a very important role in the start of the American Revolution. This area is also well known for its Italian eateries, and there’s nothing like a delicious cappuccino and freshly made cannoli! 

You’ll also get to explore the narrow streets and beautiful architecture of Beacon Hill. This has always been the most sought-after and expensive neighborhood in Boston. You can play the real estate game while standing on the most expensive street of real estate in the city, and you’ll also see the most photographed street in Boston. 

Full-Day Tour

Wear your comfortable walking shoes because this full-day Boston tour can cover all of the stops along the Freedom Trail, from the State House atop Beacon Hill to the USS Constitution in the Charlestown Navy Yard. Your guide will give you the fascinating histories of all the must-see stops while also taking you to the much more hidden locations located just off the beaten path. We want you to feel like you’re spending the day with a friend who is showing you the most iconic locations and sharing the most incredible stories as you walk together through Boston and through history!

Walk down the tiny, picturesque colonial streets of Charlestown to the battlefield of Bunker Hill and learn about the brave stand that the colonists made against British tyranny right at the location where it happened.

We can also spend time taking in the North End, one of the most important neighborhoods in the city known not only for the incredible food scene but also its unforgettable mix of colonial history and modern true crime history.

We can also explore the story of the Boston Tea Party at the exact spot where it happened. Your expert tour guide can also take you to Boston’s newest neighborhood – the Seaport – filled with scenic harbor views and a tremendous collection of stores, cafes, and restaurants as well as secret spots to get incredible panoramic vistas of the entire city!

With the full-day Boston tour, your guide can also walk you through one of the most fascinating historical graveyards in America where so many founding fathers are buried. Hear unforgettable stories of Samuel Adams, John Hancock, and Paul Revere right where they are buried while also learning all the hidden secrets of Boston’s historic burying ground.

There’s also a chance to explore the culture and Victorian beauty of the Back Bay and stroll along the banks of the Charles River and the Esplanade while taking in amazing views of Boston and Cambridge. End the day out on tour with us with a cocktail at one of the many outdoor cafes on Newbury Street or a sweet delight from a famous local bakery!


  • Local English-speaking guide

Not Included

  • Food and drink,
  • Museum/site admission, Souvenir
  • Guide gratuity