What you'll do
We begin on the historic Long Wharf, the focus of Boston Harbor. First, we’ll head past the Rose Kennedy Greenway, State Street, and the historic Custom House Tower. Then, I'll lead you toward the famous Faneuil Hall and Quincy Market, which both boast stunning views. Moving into the heart of Downtown, we'll 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? It's up to you to decide! A short trek through Downtown Crossing past the Old City Hall will take us to one of the most historic places in the country, King’s Chapel Burial Ground and King’s Chapel. Whenever possible, I'll take you inside - if we’re lucky, we might just get to hear its pipe organ being played. Along the way, you’ll have a chance to rest your legs and enjoy a refreshing local beer at my favorite local establishment. On most weekdays, we'll have a chance to go inside the inspiring and beautiful Massachusetts State House. Outside, take in the views of modern Boston, including the skyscrapers of Downtown and the tallest building in New England: the John Hancock Tower. 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. Finally, we arrive at the beautiful Boston Public Garden, one of Boston’s favorite green spaces.
I have a deep love and appreciation for the history, diversity, and unique culture of Boston. Sharing my love for Beantown with visitors (first-timers and frequent visitors alike) is a passion of mine. Boston's big draw is obviously American history, but there's so much more to it than what you learned in school! I've spent time discovering the lesser-known stories on and off the Freedom Trail, learning about the historic architecture in Beacon Hill, and getting to know a barkeep or two, so that I can connect you to the Boston of old and new. Of course there's the postcard historical sights, but I'll also take you behind-the-scenes and inside of some of the locales overlooked by many Boston visitors (and even locals!). On my tours, you'll receive personal attention from a real, Boston local and a unique experience that you won't forget!
One beer (or non-alcoholic beverage of your choice).
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Where you'll be
Go beyond the Freedom Trail and experience modern Boston through the city’s incredible history. From the iconic Boston Harbor, into the heart of beautiful Beacon Hill, by King’s Chapel and its Burial Ground, through Boston Public Garden and Downtown, and (weekdays only) into the Mass. State House! Join me on an experience that promises to connect you to the Boston of old and new - including a drink at my favorite neighborhood watering hole!
Save 20% when you book 2 weeks in advance.
Things to keep in mind
Any experience can be cancelled and fully refunded within 24 hours of purchase, or at least 7 days before the experience starts.
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Up to 10 guests of all ages can attend. Entrance to the Massachusetts State House requires a government ID, and all guests must pass through metal detectors. The State House is open on weekdays only, and we will find alternate sites to visit on…
This experience includes alcohol. Only guests who meet the legal drinking age will be served alcoholic beverages.
Please dress appropriately for the weather and wear comfortable shoes for walking. Entrance to the Massachusetts State House requires a government ID, and all guests must pass through metal detectors. The State House is open on weekdays only, and we will find alternate sites to visit on weekends.
Airbnb Experiences are vetted for quality
Airbnb Experiences are vetted for quality
- Local experts
Led by locals who love where they’re from and what they do.
- Small groups
With intimate group sizes, you’ll never get lost in the crowd.
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Every experience is reviewed for unique access.
Boston History Beyond the Freedom Trail