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 29 Sep

Other dates

You can choose the date already on the booking website

Starting at $48.48

Make a reservation

Sun 29 Sep

Starting at $48.48

Make a reservation

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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)

RedwoodRovers2014

Sep 2019

Loved loved Boston a easy vibrant city to walk around and people are very friendly and eager to offer help. We did the history tour with Joan our guide who was very easy to chat to about various historical landmarks. Boston is brimming with interesting places of interest a lot of which this tour covers. Only thing is sometimes hard to hear all the commentary due to traffic and usual street noise. Joan did a very good job to keep us informed as we went along to various places. We especially enjoyed the Speakeasy where we had a nice cold drink and also the State House was really worth a visit. We also met two other couples doing the same tour very nice friendly people one couple from Atlanta and one from San Diego we immediately all felt comfortable with one another and that made the tour even more enjoyable. Would go back to Boston again...just one slight negative thinking perhaps the tour company could have a sign where people should met their guide as we found other couples had trouble locating exact meeting spot. So many other tours leave from similar area and all have signs so thinking that would be helpful knowing exactly where to wait.

Response from Host

Sep 2019

Thank you for your review. I will pass on your compliments to Joan. I will also pass your other comments on to the rest of our management team. Unfortunately we are not allowed to have a sign on the corner of State Street and Atlantic Avenue (starting point for all of our tours) which is why we have our guides wear bright red shirts with our logo on the front and back. I appreciate your feedback.

Jackie M

Sep 2019

We had an amazing day with our guide Bob Hornstein walking the historic landmarks and sites in the great city of Boston. He educated us on the facts, entertained us with stories and was responsive to all our questions. He also gave us some wonderful pointers on where to eat for any type of food. We highly recommend Urban Adventures and recommending Bob as your guide! We can’t wait to book our next city tour!

Response from Host

Sep 2019

Hi Jackie, thanks for the great review! I'm glad everyone had a fun time. My goal is to educate and entertain. The next time you are in Boston please take our North End Food Tour. We know all of the best spots!

PLNeil

Sep 2019

Connor, our local tour guide, was friendly, knowledgeable, and provided an excellent overview of Boston and local culture. Highly recommend this tour! Highly recommend Connor!

Response from Host

Sep 2019

Thank you so much for your review.. We'll make sure to pass along your compliments to Conner (he definitely has a wealth of Boston knowledge). We're glad that you got so much out of your tour and day here - our History & Highights tour is a really great place to start! Thanks again for taking the time to write a review and we hope to see you back soon!