Boston History & Highlights Walking Tour

Overview

Go beyond the Freedom Trail and experience modern Boston through the city’s incredible history. From the iconic Boston Harbor, to the famous Freedom Trail, into the heart of beautiful Beacon Hill, join your local guide on an experience that promises to connect you to the Boston of old and new.

City: Boston

Sun 13 Apr

Other dates

You can choose the date already on the booking website

Starting at $49.96

Make a reservation

Sun 13 Apr

Starting at $49.96

Make a reservation

New York City Tours

Unique Activities (21) Transfers & Transportation (175) Tours, Sightseeing & Cruises (252) Entry Tickets (96) Sporting Events (4) Good for Small Groups (27) Seasonal & Holiday Tours (113) Walking Tours (705) Outdoor Activities (48) Limitied Availability Tours (29) LGBT Friendly Tours (9) Family-friendly Activities (8) Wildlife Activities (6) Solo Travelers' Tours (147) Food & Drinks (96) Travelers recommend (174) Good for Groups (32) Top Activities (75) Guided Audio Tours (10) Art, Culture & History (406) Attractions to explore (43) Sustainable Tours (1) Limousine Transfers (5) Donut Walking Tour (2) Virtual Experiences (1) Additional fees (7) DSA non-compliant (17)

What's Included

Take the photos of the Boston’s beautifully preserved iconic brick row houses

Enjoy a surprise local treat

Pass by the city’s first skyscraper - Custom House Tower

See the site of the first public school in America

Get tips on what else to see, do and eat during your stay

Join Friendly Local English-speaking guide and learn some local secrets

Enjoy the stunning views from Faneuil Hall and Quincy Market

Additional Info

Wheelchair accessible
Public transportation options are available nearby
Transportation options are wheelchair accessible
Suitable for all physical fitness levels
This is a child-friendly tour. Children under the age of 6 are permitted to join this tour free of charge. Please inform us at the time of booking if you’ll be bringing a child under the age. Children between the ages of 6 and 11 inclusively are permitted on this tour at the adult’s rate. Please inform us at the time of booking if you’ll be bringing a child between 6 and 11 years old. You can do so in 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.

What To Expect

Greenway Carousel

You will meet your guide and the rest of the group.

Faneuil Hall Marketplace

Your tour begins at Faneuil Hall. Here, you’ll hear about the notable revolutionaries who were the first to advocate for independence from Great Britain.

Old South Meeting House

You can’t come to Boston and not mention the Boston Tea Party. While at this stop, which was originally a church, your guide will fill you in on all that led up to the infamous event. Learn who said “No taxation without representation!” and how Bostonians planned their act of rebellion in 1773.

Old Corner Bookstore

Next we’ll pass by the site of the first bookstore in Boston, which has housed the publishers of Thoreau’s Walden, Hawthorne’s The Scarlet Letter, and Longfellow - you may have heard of his famous tale: Midnight Ride of Paul Revere.

Old City Hall

This hall was home to the city council in the 19th and 20th century, as well as the site of the first public school in America. You’ll also marvel at its breathtaking French architecture and be able to snap a photo with the famed Bronze Donkey.

King's Chapel

A short trek through Downtown Crossing and past the Old City Hall takes you to one of the most historic places in the country – King’s Chapel, the first Anglican church in New England. Your guide will teach you about its history and its progression through the centuries. If we're lucky, we could hear the organist practicing on the oldest church organ in the US.

Old State House

Moving into the heart of Downtown Boston, we stop in front of the Old State House. This is where the Declaration of Independence was announced to elated crowds in July 1776 - your guide will paint quite the picture for you of that exciting time in Boston. On the flip side, you’ll also hear about the tragic Boston Massacre that occurred here and what led up to that fateful day.

Boston Common

The oldest city park in the United States, Boston Common (not Commons) is a favorite with locals and visitors alike. Walking through the park, you’ll see various memorials, fountains, and recreation areas - which have been enjoyed daily since 1634.

Robert Gould Shaw and the 54th Regiment Memorial

A lesser-known memorial, but one of great interest and significance. This memorial commemorates one of the first African American regiments in the Civil War and their colonel Robert Gould Shaw.

Massachusetts State House

You’ll love seeing the glittering dome of the inspiring, historic, and beautiful Massachusetts State House. You may have heard of the original landowner for this site, John Hancock, and the man who presided over the cornerstone ceremony for the building in 1795, Paul Revere. Your guide will be sure to fill you in on how this building has lasted over the years and continues to be an integral part of the state’s government.

Boston Public Garden

This garden is full of life with residents of modern Boston enjoying it for walks, exercise, fun, or just a peaceful moment. But as you walk through this picturesque park (the first public park in America), you’ll really be able to get a sense of how the land was used by Bostonians (and even British soldiers) throughout the revolution-era and since then as well. Your tour will end here - in the perfect central location for you to continue your day in Boston.

Show 8 more stops

Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Traveler Photos

Reviews (569)

jenniferhP302YN

Mar 2025

Good experience. Cold weather so really appreciated the coffee break.Heard some neat stories and liked the small group size.

Robzorino

Mar 2025

Nabil was wit and funny. He made the tour be extra especial. It took us about two hours for the tour and the walking was OK for all ages and abilities.

stevejM4171WP

Mar 2025

Great walking tour focusing on all the amazing history that was colonial Boston. Being at the sites as you discuss the events is amazing. Bob with Intrepid was great!