Boston Small-Group Food & History North End Freedom Trail Walking Tour
Discover the local side of Boston’s most popular neighborhood, the North End. Visit Boston’s most revered church and snack your way through the neighborhood, tasting meats, cheeses, fresh bread, pastries, pizza and cappuccino. Continue along the Freedom Trail and beyond and experience modern Boston through the city’s incredible history. From the iconic Boston Harbor, into the heart of beautiful Beacon Hill, join your local guide on an experience that connects you to the Boston of old and new.
This is a typical itinerary for this product
Pass By: North End, Boston, MA 02109
Your North End to the Freedom Trail combines our North End Food Tour and our History and Highlights Tour to make up a brilliant half day tour that will give you a comprehensive introduction to our fair city.
We will begin at the lifeblood of Boston, the Boston Harbor with a walk through a scenic waterfront park. We’ll make our way to the heart of the North End, with views of some of the most historic sites. Tasty food is never far away in the North End. Your guide will introduce you to a small, hidden Italian bakery serving up fresh bread daily. A proper Italian salumeria is next, where you’ll have a chance to enjoy some Italian meats and cheeses. Next up, we’ll take in the energy of the North End’s busiest corridor, Hanover Street, where it’s time for a mid-tour break with your guide at a traditional Italian café.
Stop At: Old North Church & Historic Site, 193 Salem St, Boston, MA 02113-1123
You’ll hear stories about some of the most influential events that happened in Boston, including Paul Revere’s Midnight Ride. We will make our way to the Old North Church and step inside the hallowed walls.
Duration: 15 minutes
Pass By: Rose Kennedy Greenway, JFK Surface Road, Boston, MA 02111
A taste of pizza awaits at a neighborhood favorite and then we’ll cap off the North End food experience with samples of the best Italian pastries along the back streets of this delicious neighborhood.
Continue on with your guide beyond the North End neighborhood for a leisurely stroll through some of Boston’s best markets and green spaces. You’ll begin the second part of your journey back at the Aquarium “T” Station where we’ll meet more members of the group. From the Harbor, we’ll continue past the Rose Kennedy Greenway.
Pass By: Marriott's Custom House, 3 McKinley Sq, Boston, MA 02109-2609
See State Street and the historic Custom House Tower, the city’s first skyscraper.
Pass By: Faneuil Hall Marketplace, 1 Faneuil Hall Sq Quincy Market, Boston, MA 02109-1604
Then, your guide will lead you toward the famous Faneuil Hall and Quincy Market.
Pass By: Quincy Market, 4 S Market St, Boston, MA 02109-6201
In downtown Boston
Pass By: Old State House, 206 Washington St, Boston, MA 02109-1702
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?
Pass By: Downtown Crossing, Washington Street, Boston, MA 02111
A short trek through Downtown Crossing
Stop At: Old City Hall, 45 School St, Boston, MA 02108-3206
A short trek through Downtown Crossing brings you to Old City Hall. This beautiful building, done in French Revivalist architecture, was the seat of city government for years in Boston. It also happens to be the site of the birth of public education in America. You'll definitely want to have your guide snap your picture with the bronze donkey outside the entrance.
Duration: 15 minutes
Pass By: Massachusetts State House, 24 Beacon St Beacon Hill, Boston, MA 02133-1099
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. 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.
Pass By: Boston Public Garden, 4 Charles St, Boston, MA 02114-4602
Finally, we’ll 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.
- Reservations are REQUIRED for all bookings
- Book Your Package On-Line and Receive Your Confirmation
- Departure point: Detailed check-in instructions - including the address and parking information if applicable - will be included in your final confirmation email.
- Duration: 5 hours (Approx.)
- Return Details: 4 Charles St, Boston, MA 02108, USA
- Local English-speaking guide
- Snacks - A variety of food samples such as fresh bread, pizza, and pastries
- A surprise local treat
- Entrance fee to the historic church (or equivalent alternative)
- Tips/gratuities for your guide
- Additional food and drink
What To Bring
- Confirmation Voucher (printed or mobile)
- Any required or suggested items listed on your confirmation email.
- A Smile!
- Confirmation will be received at time of booking
- Wheelchair accessible
- 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, we will find alternate sites to visit on weekends.
- In the event of a site closure, we will do our best to replace it with a similar alternative.
- This is a child-friendly tour. Children between the ages of 6 and 11 inclusively are permitted on this tour at the rate listed above. Please select ‘child’ above when booking. Children under the age of 6 are permitted to join this tour free of charge. Please inform us at the time of booking if you’ll be bringing a child under the age of 6.
- We can accommodate vegetarians and other dietary restrictions. Please notify us in advance if you have any dietary requests. You can do so in the ‘Additional information’ box at checkout.
- Small group of a maximum of 12 people.
- Near public transportation
- Transportation is wheelchair accessible
- Local Impact: How you will help the local community by joining this tour: The Food to Freedom Tour is environmentally friendly because unlike many of the tour companies in Boston, you walk as opposed to using buses or other vehicles.
- In the morning when you are in the famous North End, all of the food stops are 100% owned and run by locals, ensuring that local people benefit from tourism to their city. So any inclusions on the tour and additional purchases you make will directly benefit the local community.
- You also stop at one of the world-famous churches which is as much a part of Boston's (and America's) history as you can get. The Old North Church is a non-profit organization that works hard to educate school children and adults on American history and colonial life. By paying an entrance fee, you are helping to maintain the church and their work.
- Most travelers can participate
- This tour/activity will have a maximum of 12 travelers
- Social distancing enforced throughout experience
- Guides required to regularly wash hands
- Paid stay-at-home policy for staff with symptoms
- Contactless payments for gratuities and add-ons
- COVID-19 vaccination required for guides
- All tours follow the latest local health authority advice, including mask usage and social distancing.
- 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.
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