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 22 Dec

Other dates

You can choose the date already on the booking website

Starting at $48.48

Make a reservation

Sun 22 Dec

Starting at $48.48

Make a reservation

New York City Tours

Unique Activities (21) Transfers & Transportation (103) Tours, Sightseeing & Cruises (113) Entry Tickets (47) Sporting Events (1) Good for Small Groups (6) Seasonal & Holiday Tours (41) Walking Tours (697) Outdoor Activities (20) Limitied Availability Tours (6) LGBT Friendly Tours (4) Family-friendly Activities (7) Solo Travelers' Tours (147) Food & Drinks (27) Travelers recommend (73) Good for Groups (8) Top Activities (18) Guided Audio Tours (3) Art, Culture & History (135) Attractions to explore (38)

What's Included

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

Friendly Local English-speaking guide

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

Enjoy the stunning views from Faneuil Hall and Quincy Market

Learn about the Sons of Liberty and see where the Boston Tea Party took place

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.
We reserve the right to change both the route and places visited within the tour. Food inclusions are subject to change, dependent on availability on the day.
All tours follow the latest local health authority advice. Urban Adventures has received the World Travel and Tourism Council’s Safe Travels stamp, which recognises companies that have adopted health and hygiene global standardised protocols.

What To Expect

Boston Harbor Cruises

Your experience begins at the Aquarium “T” Station on the historic Long Wharf, the focus of Boston Harbor, and the economic engine of Boston for most of its history.

Rose Kennedy Greenway

From the harbor, we’ll continue past the Rose Kennedy Greenway, State Street and the historic Custom House Tower, the city’s first skyscraper.

Faneuil Hall Marketplace

Then, your guide will lead you toward the famous Faneuil Hall

Quincy Market

And then your guide will lead you towards Quincy Market.

Downtown Crossing

A short trek through Downtown Crossing and past the Old City Hall

Old City Hall

Moving into the heart of Downtown Boston, we will stop in front of the Old State House and site of the Boston Massacre. Was it really a massacre or maybe just great propaganda for the Revolution? Ask your expert guide about that one!

WeVenture Boston

Somewhere along the way during this tour, you’ll have a chance to rest your legs and enjoy a chat with your guide.

Massachusetts State House

On most weekdays (government hours only!) you have a chance to see the government at work inside the inspiring, historic, and beautiful Massachusetts State House, designed and built by famous federalist architect Charles Bulfinch in 1798. Outside the State House, take in the views of modern Boston, including the skyscrapers of Downtown, the Financial District, and the tallest building in New England: The John Hancock Tower.

Beacon Hill

We continue our journey through Beacon Hill, where you’ll have a chance to take in the quintessential architecture of Boston’s red brick row houses. Get out your cameras – this neighborhood is one of the most photogenic in the city.

Boston Public Garden

Finally, we arrive at the beautiful Boston Public Garden, one of Boston’s favorite green spaces, where you’ll see locals walking the dogs, playing with the kids, and enjoying lunch in the shade. Your guide will point you in the right direction, and will help with any and all recommendations for great things to do in Boston that evening and beyond.

Show 7 more stops

Cancellation Policy

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

Traveler Photos

Reviews (288)

cassiek956

Dec 2022

This was a fantastic walking tour - I laughed, I cried (don’t worry it’s not that sad, I just cry easily) and had a great time geeking out on history. If you like seeing a city on foot and find revolutionary war history fascinating then this tour is for you! Our guide, Bob, was super knowledgeable and a fantastic representative of his city. I don’t know if there is a way to request that Bob give your tour, but if there is, you should really do it. This was a great experience and I can’t recommend it enough!

Dawn_T

Dec 2022

We had a great tour with Trey. He was knowledgeable and fun. He put up with all of our questions and happily answered them. I highly recommend this tour. I didn't think about it getting dark so early when I booked but, it was a happy accident as most of the areas were decorated for the holidays and we were able to see everything lit up.

Danielle_J

Nov 2022

Waited half an hour at the pick up spot- tour ahead of me confirmed I was in the right place and someone would be there soon. Waited half an hour while trying to message guide- finally got a call the the guide probably wasn’t coming and that I would receive a refund PLUS a credit. Haven’t received either so I requested refund online with details- received email that my refund request won’t be processed. I have no idea what this tour is like because I didn’t get to go on it but they still took my money.