Step away from the Freedom Trail and delve into Boston’s fascinating history in a new way. From the signature Boston Harbor and celebrated Freedom Trail, to the charming heart of Beacon Hill, join your local guide on a journey that seeks to link you with the Boston of the past and the present.
Step away from the Freedom Trail and delve into Boston’s fascinating history in a new way. From the signature Boston Harbor and celebrated Freedom Trail, to the charming heart of Beacon Hill, join your local guide on a journey that seeks to link you with the Boston of the past and the present.
- Greenway Carousel - Meet the guide and join the group.
- Faneuil Hall Marketplace - The tour begins at Faneuil Hall, where participants will discover the revolutionaries who first advocated for independence from Great Britain.
- Custom House Tower by Marriott Vacation Club - From Faneuil Hall, the Custom House Tower is visible, Boston’s…
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Greenway Carousel - Meet the guide and join the group.
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Faneuil Hall Marketplace - The tour begins at Faneuil Hall, where participants will discover the revolutionaries who first advocated for independence from Great Britain.
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Custom House Tower by Marriott Vacation Club - From Faneuil Hall, the Custom House Tower is visible, Boston’s first skyscraper and the original storage site for incoming goods.
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Old South Meeting House - A visit to Boston isn’t complete without learning about the Boston Tea Party. At this former church, hear about the 1773 rebellion and the famous phrase “No taxation without representation!”
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Old Corner Bookstore - Next, pass by the site of Boston’s first bookstore, which housed publishers of Thoreau’s Walden, Hawthorne’s The Scarlet Letter, and Longfellow’s Midnight Ride of Paul Revere.
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Old City Hall - This hall was home to the city council and America’s first public school. Admire its beautiful French architecture and take a photo with the Bronze Donkey.
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King’s Chapel - Walk through Downtown Crossing, pass Old City Hall, and visit King’s Chapel. If fortunate, hear the organist play the oldest church organ in the US.
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Old State House - Continue to the Old State House, where the Declaration of Independence was proclaimed in 1776. The guide will recount the excitement of that moment and the tragic Boston Massacre.
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Boston Common - Boston Common, the oldest city park in the US, is beloved by locals and visitors alike. As you walk through, see memorials, fountains, and recreation areas, enjoyed since 1634.
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Beacon Hill - One of Boston’s most cherished neighborhoods, this area once declined due to sailors and British soldiers. Explore cobbled streets as the guide explains how it became the iconic location it is today.
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Robert Gould Shaw and the 54th Regiment Memorial - This significant yet lesser-known memorial honors one of the first African American regiments in the Civil War and their leader, Robert Gould Shaw.
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Massachusetts State House - Admire the gleaming dome of the historic Massachusetts State House. Learn about John Hancock, the original landowner, and Paul Revere, who led the 1795 cornerstone ceremony. The guide will explain how the building has endured and remains crucial to the state’s government.
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Granary Burying Ground - Once part of Boston Common, this cemetery dates back to 1660. Pass by the graves of notable Revolutionary figures like John Hancock, Paul Revere, and Sam Adams.
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Boston Public Garden - This vibrant garden, the first public park in America, is a favorite for Bostonians to walk, exercise, and relax. As you stroll through, learn about its use during the Revolution and beyond. The tour concludes here, an ideal spot to continue exploring Boston.

- Begin at Boston Harbor with scenic waterfront park views
- Explore Old City Hall, birthplace of public education in America
- Visit the famous Faneuil Hall and Quincy Market with stunning views
- Stop at the Old State House, site of the Boston Massacre, and learn its history
- Pass the Rose Kennedy Greenway, State Street, and the historic Custom House…
- Begin at Boston Harbor with scenic waterfront park views
- Explore Old City Hall, birthplace of public education in America
- Visit the famous Faneuil Hall and Quincy Market with stunning views
- Stop at the Old State House, site of the Boston Massacre, and learn its history
- Pass the Rose Kennedy Greenway, State Street, and the historic Custom House Tower
- Join a friendly, local English-speaking guide and discover some insider secrets of the area
- Enjoy a surprise local treat
- Get tips on what else to see, do and eat during your stay
- Additional food and drink
- Tips/gratuities for your guide
- Additional food and drink
- Tips/gratuities for your guide
- This is a child-friendly tour. Children under 6 can join for free. Please let us know when booking if you’re bringing a child under 6. Children aged 6 to 11 can join at the adult rate. Please inform us at the time of booking if you’re bringing a child between 6 and 11, using the special requirements box on the checkout page.
- We reserve the right to…
- This is a child-friendly tour. Children under 6 can join for free. Please let us know when booking if you’re bringing a child under 6. Children aged 6 to 11 can join at the adult rate. Please inform us at the time of booking if you’re bringing a child between 6 and 11, using the special requirements box on the checkout page.
- We reserve the right to change both the route and places visited within the tour.
- Suitable for all ages and fitness levels, but please note that this tour covers 4 km (2.5 miles) of walking.
- Experiences happen rain, shine, or snow. Please dress accordingly.
For a full refund, cancel at least 24 hours before the scheduled departure time.
For a full refund, cancel at least 24 hours before the scheduled departure time.