Boston Small-Group Food & History North End Freedom Trail Walking Tour

368 Ratings
  • Live Guide
  • Instant Confirmation
  • Group Tour
  • E-Ticket
  • 5 hr

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.

Itinerary Details

This is a typical itinerary for this product

Pass By: North End

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

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

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

See State Street and the historic Custom House Tower, the city’s first skyscraper.

Pass By: Faneuil Hall Marketplace

Then, your guide will lead you toward the famous Faneuil Hall and Quincy Market.

Pass By: Quincy Market

In downtown Boston

Pass By: Old State House

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

A short trek through Downtown Crossing

Stop At: Old City Hall

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

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

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.
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