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)

lgreene71

Nov 2019

Two friends and I took this tour today, after seeing good reviews online. We had a great time! The tour last just over 2 hours and included a beer at a local pub. There was only 7 of us in the group and our guide Conor made it really fun, interesting and easy to ask questions. Thanks Conor!

Response from Host

Nov 2019

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. And yes, Conner is fantastic! We're glad to hear you had a great time with him! Thanks again! Cheers!

Paul C

Nov 2019

We booked our walking tour with Urban Adventures and met with Bob at Long Wharf. Probably the best walking tour experience we have ever taken. Great knowledge and great personality, Bob made the few hours of walking around Boston fun and very interesting. I would recommend this tour very highly and Bob certainly made it a fantastic experience.

Response from Host

Nov 2019

Thank you for that awesome review! It was a lot of fun spending a few hours with you two! I love showing off my city and I am so happy that you enjoyed yourselves so much! I hope you enjoy the rest of your time here in Boston....Happy Trails!

Jennifer D

Nov 2019

Our guide Eric with Urban Adventures was excellent. Walking was just right and not too fast for my 76 year old Dad. Our group was 5 plus the guide. Would highly recommend this tour with Eric. He's knowledgeable and easy to visit with. Gave us some great restaurant suggestions as well.

Response from Host

Nov 2019

Thank you for the great review! We will bne sure to pass your compliments on to Eric. He truly is a Boston history expert and there is nothing like getting a tour from a local! The next time you are in Boston I hope you can take another tour with is. Cheers!