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.
- Boston Public Market - Meet the guide outside the entrance to the Boston Public Market building. Do not go inside the market. The guide will be waiting outside the entrance on Blackstone Street, under the large glass awning beside the bus stop. If standing at the entrance and the Rose Kennedy Greenway is visible across the street, the correct…
- Boston Public Market - Meet the guide outside the entrance to the Boston Public Market building. Do not go inside the market. The guide will be waiting outside the entrance on Blackstone Street, under the large glass awning beside the bus stop. If standing at the entrance and the Rose Kennedy Greenway is visible across the street, the correct meeting spot has been found.
- Faneuil Hall Marketplace - The tour begins at Faneuil Hall, where visitors will learn about the revolutionaries who first pushed for independence from Great Britain.
- Custom House Tower by Marriott Vacation Club - From Faneuil Hall, Custom House Tower is visible. It was the first skyscraper built in the city of Boston and originally served as the location where incoming goods were stored upon arrival.
- Old South Meeting House - No visit to Boston is complete without learning about the Boston Tea Party. At this former church, hear how Bostonians planned their 1773 act of rebellion and who declared “No taxation without representation!”
- Old Corner Bookstore - Next, the tour passes the site of Boston’s first bookstore, home to publishers of Thoreau’s Walden, Hawthorne’s The Scarlet Letter, and Longfellow’s Midnight Ride of Paul Revere.
- Old City Hall - This hall housed the city council and America’s first public school. Admire its stunning French architecture and snap a photo with the Bronze Donkey.
- King’s Chapel - Next, the tour walks through Downtown Crossing, passes Old City Hall, and visits King’s Chapel. If lucky, visitors might hear the organist on the oldest church organ in the US.
- Old State House - Continuing on, the tour stops at the Old State House, where the Declaration of Independence was announced in 1776. The guide will share both the excitement of that moment and the tragic Boston Massacre.
- Boston Common - Boston Common, the oldest city park in the US, is a favorite for both locals and visitors. As visitors walk through, they’ll see memorials, fountains, and recreation areas, all enjoyed since 1634.
- Beacon Hill - One of Boston’s most popular neighborhoods, this area once declined due to sailors and British soldiers. Visitors will explore cobbled streets as the guide shares how it became the iconic spot it is today.
- Robert Gould Shaw and the 54th Regiment Memorial - This lesser-known but significant memorial honors one of the first African American regiments in the Civil War and their colonel, Robert Gould Shaw.
- Massachusetts State House - Admire the glittering dome of the historic Massachusetts State House. Learn about John Hancock, the original landowner, and Paul Revere, who presided over the 1795 cornerstone ceremony. The guide will share how the building has stood the test of time and remains vital to the state’s government.
- Granary Burying Ground - Originally part of Boston Common, this cemetery dates back to 1660. Visitors will pass the graves of famous Revolutionary heroes like John Hancock, Paul Revere, and Sam Adams.
- Boston Public Garden - This lively garden, the first public park in America, is enjoyed by Bostonians for walks, exercise, and relaxation. As visitors stroll through, they’ll learn how it was used during the Revolution and beyond. The tour ends here, a perfect spot to continue the day in Boston.

- Insider tips on where to eat, explore, and relax in Boston
- Stops at Rose Kennedy Greenway, Custom House Tower, Quincy Market, Old State House, Old City Hall
- Expert English-speaking guide with local insights and storytelling
- Small group experience for a more personal and interactive tour
- Insider tips on where to eat, explore, and relax in Boston
- Stops at Rose Kennedy Greenway, Custom House Tower, Quincy Market, Old State House, Old City Hall
- Expert English-speaking guide with local insights and storytelling
- Small group experience for a more personal and interactive tour
- 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.
- This tour is operated by a Certified B Corp™
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.