Walk Your Way Through Boston's History

Boston, Massachusetts, United States

Experience hosted by Ira

  1. 2.5 hours
  2. Hosted in English

What you'll do

We will start our tour at the Lenox hotel in the heart of the Back Bay neighborhood, and will end at historic Faneuil Hall where there are endless places to eat and explore after the tour.

Not only will we visit the famous Boston Freedom Trail, but also hidden treasures not covered on other tours

The Back Bay - Explore one of Boston's most famous neighborhoods. Home to some of Boston's most beautiful buildings such as the Boston Public Library and the Trinity Church.
Boston Public Garden - Visit the beautiful gardens, and say hello to the Swan Boats, and the Make Way for Ducklings statues! If you come during the right time of year, they may even be donning some accessories!
Boston Common - Bask in the freedom of the oldest city park in the United States.
Cheers Bar - Where everybody knows your name.
Beacon Hill - Walk down some of Boston's most historic streets. Complete with original brick and gas lanterns (you can thank some friendly 20th-century neighborhood rioters for those bricks).
State House - The State House is about as impres
Other things to note
Depending on group pace, and time at our halfway break, the tour runs between 2 1/2 and 3 hours. Unlike some other walking tours, I try to cover as much of Boston as possible. The walk is not fast paced, but we do cover about two miles. Wear comfortable shoes.
We will start our tour at the Lenox hotel in the heart of the Back Bay neighborhood, and will end at historic Faneuil Hall where there are endless places to eat and explore after the tour.

Not only will we visit the famous Boston Freedom Trail, but also hidden treasures not covered on other tours

The Back Bay - Explore one of Boston's most famous neighborhoods. Home to some of Boston's most beautiful buildings such as the Bo…

Meet your Host, Ira

Host on Airbnb since 2018
  • 967 Reviews
  • Identity verified
My name is Ira, and I have been a tour guide in the city of Boston for 25 years. While originally from Los Angeles, I have become a true Bostonian (and yes, I do mean like a Matt Damon status Bostonian), and want to share my love and passion for this city with you. On this tour, you will see Boston as it stands today, but you will also see Boston for what it used to be; a pioneer of America's history.

Also, if you are looking for other tours while in Boston, I highly recommend my good friend Ellen's tour "Welcome to the Freedom Trail Tour", also offered through Airbnb.
My name is Ira, and I have been a tour guide in the city of Boston for 25 years. While originally from Los Angeles, I have become a true Bostonian (and yes, I do mean like a Matt Damon status Bostonian), and want to share my love and passion for this city with you. On this tour, you will see Boston as it stands today, but you will also see Boston for what it used to be; a pioneer of America's history.

Also, if you are looking for other tours while in Boston, I highly recommend my good…
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Where you'll be

Where we'll meet
In front of the Lindt Chocolate Store
Boston
We will be walking all around the great city of Boston. Along the way, as you look at the city that stands today, I will show you historical photos of the exact spots you are standing on. Be prepared to experience Boston the way you never could imagine.

Rated 4.97 out of 5 from 967 reviews.

  • Elizabeth
    December 2021
    What an interesting tour! We learned so much in our time with Ira. The tour was well-paced and went deeper than expected. We especially enjoyed the look into the past with archive photos. The time went by very quickly. Thanks, Ira!
  • Rhiannon
    December 2021
    We thoroughly enjoyed our morning with Ira. His local knowledge and the way he customized each location to show us the history, as well as involving our children was wonderful. Highly recommend his tour.
  • Quang
    December 2021
    Very knowledgeable and friendly guider. I have never been to Boston before, so this is a good short walk around. If you are into history stuff, this is a must.
  • Nick
    December 2021
    Ira knows Boston and he knows how to share it with people. We had an amazing time and have plenty of recommendations from him for after we finished our tour. I can’t recommend him enough!
  • Gaius
    December 2021
    A great way to get to know the city and its enriched history behind. Highly recommend this if you are a first timer in Boston!
  • Farhana
    December 2021
    I visited from the UK for the first time, and I really enjoyed the walking tour with Ira; he was incredibly insightful about the local sites and history of Boston, and I got to take in some beautiful parts of the city. Loved the friendly squirrels and the picture suggestions. Ira was super kind in providing waling directions back to my residence. You should take this tour!

Choose from available dates

10 available
From $42 per person