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

Sat 28 Sep

Other dates

You can choose the date already on the booking website

Starting at $48.48

Make a reservation

Sat 28 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)

ItchyFeet319

Dec 2019

We toured with Bob who gave us a brilliant insight into Boston and this was our 10th tour with Urban Adventures! This wasn't just the "Boston greatest hits" but a fascinating insight into Boston's history and culture and we loved every minute. We went way over time which considering it was absolutely freezing shows how much we are all thoroughly enjoying spending time with Bob. I really enjoyed the visit to Massachusetts State House and the wander around Beacon Hill - both of which we'd would probably have missed if wed been on our own. Thanks again Bob - you made a real impact on our vacation and are a great ambassador for Urban Adventures and Boston !!

Response from Host

Dec 2019

Thanks for the awesome review! All of the Boston Urban Adventures guides are really passionate about our city so I am glad I got to share that with you. And you're right - there are so many things to see and do in Boston and some of the best places, like the heart of Beacon Hill, generally cannot be found unless you are with someone who really knows the city. Hope to see you on another Urban Adventures tour back in Boston.....but maybe when its a little warmer. Cheers!

manuelguillermos2019

Dec 2019

It was a good experience and Bob made a great job. He explained well and was nice, helpful and funny too.

Response from Host

Dec 2019

Hi Manuel! Thank you for the great review. I always love sharing my passion for Boston with our guests. I hope you enjoy the rest of your time here in Boston. Sorry that it was kind of cold yesterday. You have to come back and visit us over the summer! Cheers!

tmunozfernandez

Dec 2019

Bob was an extremely friendly and helpful person who showed us all the details of the old town and its history, no matter the weather ( snowing heavily). Being a reduced group makes information easier to learn and you feel free to ask. Very nice lemonade in our stop. And instead of two hours the tour lasted much longer! Great restaurant advice. Thanks so much! Loved the tour!

Response from Host

Dec 2019

Hi Teresa! Thanks for your awesome review of your History & Highlights Tour. We totally agree - smaller tours just give everyone a more personal experience. Any Urban Adventures tour you take around the world will have a maximum size of 12, so you'll never get lost in the crowd. We're glad to hear you had a great time despite thye cold and snow. Thanks again! Cheers.