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Walk Your Way Through Boston's History

Rated 4.96 out of 5 from 777 reviews.Boston, United States

Paused through July 31.

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Experience hosted by Ira

2.5 hours
Up to 7 people
Hosted in English

What you'll do

1 If By Land, Because 2 Is By Sea

Airbnb Experiences will resume July 31. Until then, you can go to my Tour Web Site: 1ifbylandwalkingtours or Google: 1 If By Land Walking Tours

Be safe, hope to see you soon!

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
1 If By Land, Because 2 Is By Sea

Airbnb Experiences will resume July 31. Until then, you can go to my Tour Web Site: 1ifbylandwalkingtours or Google: 1 If By Land Walking Tours

Be safe, hope to see you soon!

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. Ho…

Ira's commitment to safety

This host committed to Airbnb’s COVID-19-related safety and cleaning guidelines—including adhering to social distancing guidelines, practicing good hygiene, and ensuring that all participants wear a mask.
From $42
/ person
Sat, Aug 1
9:00 AM - 11:30 AM
$42 per person
$42 per person
Sat, Aug 1
1:00 PM - 3:30 PM
$42 per person
$42 per person
Sun, Aug 2
9:00 AM - 11:30 AM
$42 per person
$42 per person

Meet your host, Ira

Host on Airbnb since 2018
  • 777 Reviews
  • Identity verified
My name is Ira, and I have been a tour guide in the city of Boston for 24 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.
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Where you'll be

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 4.96 out of 5 from 777 reviews.

Holly
March 2020
Absolutely wonderful! We had a tour of Boston for our family and we loved the personalization of each location and the view of old pictures in history. We also just lived Ira and how passionate he is about the history and tour! Highly recommend!!
Absolutely wonderful! We had a tour of Boston for our family and we loved the personalization of each location and the view of old pictures in history. We also just lived Ira and h…
Azar
March 2020
We loved this experience - I honestly think that this is a must have experience if you really want to get to know Boston! Ira is very passionate about Boston and its history, and you will feel it immediately. Boston has a lot to offer, and Ira’s tour is exactly what you need to learn all about it. I highly recommend this tour!
We loved this experience - I honestly think that this is a must have experience if you really want to get to know Boston! Ira is very passionate about Boston and its history, and y…
Valeriia
March 2020
Please do yourself a favour and take this tour if you’re in Boston! Ira has a true talent of making even dry facts sound like the most interesting story. The tour is arranged in a way that you get know its history, its past and present and all of that in a totally logical and flawless way. We loved the personal touches added to the tour that made it memorable. Ira deserves all the credit and does everything he can to improve his tour every single time. And we absolutely enjoyed every minute of it. Definitely recommend!
Please do yourself a favour and take this tour if you’re in Boston! Ira has a true talent of making even dry facts sound like the most interesting story. The tour is arranged in a…
Luis
March 2020
This was a really good tour. Started right on time, Ira was exactly where he told us to meet him and he was super friendly all the time. During the walking route, Ira showed how knowledgeable he was and it always felt like he was sharing some unique insights on Boston. Wintertime is a good moment to do this tour as all the places we visited were not crowded at all. Anyways, Ira’s tour is 100% recommended.
This was a really good tour. Started right on time, Ira was exactly where he told us to meet him and he was super friendly all the time. During the walking route, Ira showed how kn…
Brandon & Dee
February 2020
It was a cold day in Boston but Ira’s storytelling kept us engaged. The tour was a mixture of history, modern events and fun trivia. Highly recommend :)
Kyle
February 2020
Ira was awesome. Really connected with my son and I and made our trip exceptional with his stories and recommendations. Great energy even during a very cold day! Add me love the city of Boston!

Choose from available dates

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Things to know

Cancellation policy

Any experience can be canceled and fully refunded within 24 hours of purchase, or at least 7 days before the experience starts.

Guest requirements

Up to 7 guests ages 10 and up can attend.

More tips

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 three miles. Wear comfortable shoes.

What to bring

Bring your walking shoes!

Water