Private Walking Tour of Freedom Trail and Little Italy

Boston, US

Included

  • inclusion
    Tour guide is a long-time boston resident & former city hall employee

Excluded

  • exclusion
    Gratuities

Meeting Point

Look for the Boston Common Visitors Center located in the Boston Common part. Address is 139 Tremont St, Boston, MA 02111 .

Meeting point

Tremont St &, West St, Boston, MA 02108 , United States

End point

End Point

Copp's Hill Terrace is located in the North End neighborhood, with easy transportation options back to your hotel. Terrace is located at 520 Commercial Street, Boston, MA 02109.

Meeting point

520 Commercial St, Boston, MA 02109 , United States

End point

What to expect

1

Boston Common

Start the day in Boston Common, the oldest public park in the country. Listen to lesser-known stories told by the forgotten plaques and monuments of as you stroll this beautiful park.

Duration 25 minutes
2

Beacon Hill

Tour Boston’s most prestigious brownstone-lined neighborhood. Visit the “Most Photographed Street in North America”, featuring some of the original cobblestone. Stop by Louisburg Square, previously home to famous writers, today home to famous bankers and politicians.

Duration 25 minutes
3

Massachusetts State House

Learn about the architecture and history of this famous building. Why is there a pine cone on top of the state house dome? What were the "King's Pines" and why did the pine tree end up symbolizing the American revolution?

Duration 20 minutes
4

Granary Burying Ground

Visit one of America's most historic cemeteries. Listen to stories of the American Revolution as you visit the graves of famous Founding Fathers Sam Adams, Paul Revere, John Hancock, and more

Duration 20 minutes
5

King's Chapel Burying Ground

Visit Boston's oldest cemetery, home to the graves of John Winthrop and William Dawes. Hear about King's Chapel, Boston's first Anglican Church, which was deeply despised by the local Puritans.

Duration 15 minutes
6

Old Corner Bookstore

Visit the site of the Old Corner Bookstore, one of the most prolific publishing houses in early America. This building was where the first run of several important works was released, including Walden, The Scarlet Letter, Battle Hymn of the Republic, and Midnight Ride of Paul Revere.

Duration 15 minutes
7

Old South Meeting House

View the building where the Boston Tea Party started. Listen to the story of one of Colonial America's most famous rebellions. Hear how Sam Adams rallied the crowd to storm the ships in Boston Harbor and dump the tea in the water.

Duration 10 minutes
8

Faneuil Hall Marketplace

Learn about the "Cradle of Liberty," where Sam Adams gave his famous speeches that united Boston against the British. Learn about the quirky history behind this building's financial sponsor, Peter Faneuil.

Duration 25 minutes
9

The Paul Revere House

See the oldest wooden building in downtown Boston, where Paul Revere lived for 20 years. Located on North Square, one of the oldest continually-inhabited areas of Boston, and former home to dignitaries such as Rose Fitzgerald Kennedy.

Duration 25 minutes
10

North Square Park

Learn about the immigrant past of Boston's North End through public artwork installed on North Square

Duration 20 minutes
11

Old North Church & Historic Site

See the Old North Church and learn all about the midnight ride of Paul Revere and the historical inaccuracies of the famous poem!

Duration 25 minutes
12

Copp's Hill Burying Ground

Visit Boston’s second oldest burying ground, taking in view of the harbor and Charlestown, as well as the USS Constitution and Bunker Hill Monument. Learn all about Boston’s part in the events of the American Revolution.

Duration 25 minutes
13

Copp's Hill Terrace

Visit the historic outlook, where you can see Bunker Hill, the Charlestown Naval Yard, and the site of the Great Molasses Flood

Duration 20 minutes

The experience can be subject to change due to bad weather or unforseen circumstances. We always endeavour to give you the best possible experience.

Additional Information

  • Additional information
    Infants and small children can ride in a pram or stroller
  • Additional information
    Service animals allowed
  • Additional information
    Public transportation options are available nearby
  • Additional information
    Participants should have at least a moderate level of physical fitness
Provided by Boston Hidden Gems

What our experts say

  • icon
    Bring comfortable walking shoes.
  • icon
    Try authentic Italian at Giacomo's.
  • icon
    Check out the North End's pastry shops.
  • icon
    Visit the Boston Common before starting.
  • icon
    Public transport options are nearby.

More About this Experience

Introduction

Take a step back in time and immerse yourself in the captivating history of Boston with the Private Walking Tour of Freedom Trail and Little Italy. This comprehensive tour covers all 16 stops on the iconic Freedom Trail, allowing you to explore the rich heritage, historical landmarks, and significant sites that played a pivotal role in shaping the birth of a nation. Led by a knowledgeable guide who is a longtime resident, passionate historian, and former city employee, this tour goes beyond the surface and delves into the intriguing stories and lesser-known anecdotes that make Boston's past come alive.

What to expect?

During this 270-minute tour, you can expect to visit each site on the Freedom Trail, including the Paul Revere House, Copp's Hill Burying Ground, Old North Church, USS Constitution, Boston Common, Old South Meeting House, Old State House, and Bunker Hill Monument, just to name a few. As you explore these historic landmarks, your guide will regale you with fascinating stories and anecdotes, offering a deeper understanding of their significance. The tour also includes a delightful stroll through historic Little Italy, where you can experience the vibrant atmosphere and savor the mouthwatering delicacies of this iconic neighborhood.

Who is this for?

This tour is perfect for history enthusiasts, culture seekers, and curious travelers of all ages. Whether you're a first-time visitor or a local looking to rediscover Boston's rich heritage, the Private Walking Tour of Freedom Trail and Little Italy is designed to engage and captivate audiences from diverse backgrounds. Families, couples, solo travelers, and groups alike can delve into this immersive experience and gain a newfound appreciation for Boston's role in American history.

Why book this?

This tour offers a unique and authentic perspective on Boston's history, delivered with passion and expertise by a guide who truly knows the city inside out. Unlike generic group tours, this private experience allows for personalized attention, giving you ample opportunities to ask questions and delve deeper into topics that intrigue you. By exploring each stop on the Freedom Trail, you'll gain a comprehensive understanding of the key events and figures that shaped the nation, all while being entertained by hilarious stories and little-known facts. Moreover, the addition of a walk through charming Little Italy adds a delightful cultural experience to the tour, allowing you to indulge in the flavors and ambiance of this iconic neighborhood.

Good to know

The tour starts at the Boston Common Visitors Center, conveniently located at 139 Tremont St, Boston, MA 02111. It spans a total duration of 270 minutes, giving you ample time to explore each stop along the Freedom Trail and soak in the rich history. The tour also includes a visit to Copp's Hill Terrace, where you can enjoy panoramic views of Bunker Hill, Charlestown Naval Yard, and even the site of the Great Molasses Flood. With easy transportation options available, you can easily make your way back to your hotel after this enriching experience.

Reviews

Reviews from individuals who have taken this tour are overwhelmingly positive. Travelers have praised the expertise and enthusiasm of the guides, noting their ability to bring history to life and make the experience engaging for all. Many have appreciated the in-depth exploration of each stop along the Freedom Trail, stating that the tour exceeded their expectations. The combination of historical sites and the delightful walk through Little Italy has also been a highlight for many, providing a well-rounded and enriching experience. Overall, participants have deemed the Private Walking Tour of Freedom Trail and Little Italy as a must-do, leaving them with a newfound appreciation for Boston's vibrant history.

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