Freedom Trail Highlights Walking Tour: Transformation Through the Ages

  • Free cancellations*

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Full details

Unexpected landmarks and secrets hidden in plain sight

Get ready to experience Boston’s rich heritage at an incredible landmark — actually several landmarks in one — that sums up its history better than any other: the Freedom Trail!

Our guide to Freedom Trail Highlights Walking Tour: Transformation Through the Ages

This fascinating historic trail is even better with a local guide leading the way to tell you the secrets of its many sights. See classic attractions such as the Old State House, Faneuil Hall, and the Old Corner Bookstore. Learn how they have survived, even thrived through over centuries of change.

But this tour isn’t just about history. You’ll discover how Boston has transformed since its founding in 1630, from the birthplace of American independence to a thoroughly modern city.

Looking for more to do in Boston after your tour? Just ask! Our guide is a local expert and happy to share recommendations on where to eat and what to see based on your interests.


  • Rose Kennedy Greenway

A linear park filled with gardens and scenic plazas

  • Scott Alley

One of the oldest and narrowest streets in Boston

  • Faneuil Hall

A Georgian-style landmark that’s transformed from historical economic powerhouse to modern-day tourist hub

  • New City Hall

A controversial architectural design that might surprise you

  • The Old State House

Where you’ll learn about the surprising survival of this Boston Massacre site

  • Old South Meeting House

Typical New England meeting house with an iconic steeple associated with the early stirrings of the American Revolution

  • Old Corner Bookstore

National Historic Landmark that once housed several prominent publishing firms and now serves burritos

  • Old City Hall

Original site of the Boston Latin School, the oldest public school in America


Start Times: 10 AM

Departs: Tuesday, Thursday, Sunday

Duration: 90 minutes

Meeting Point: Front entrance of the Boston Public Market

Terms and conditions

Terms and conditions for Freedom Trail Highlights Walking Tour: Transformation Through the Ages

  • You will receive a voucher for this experience. Please read it thoroughly.
  • Itinerary subject to change without notice. 
  • This tour is conducted in English only.
  • Gratuities to guides are appreciated but never obligatory. 
  • Comfortable walking shoes are recommended. 
  • This tour ends at the old City Hall.
  • *Cancellation Policy: Free cancellations for bookings cancelled with the supplier 72 hours prior to the tour date. No refunds are given for cancellations made within 72 hours of the tour date. Amendment requests are subject to availability and price changes. Late arrivals and no shows are non refundable.


Frequently Asked Questions for Freedom Trail Highlights Walking Tour: Transformation Through the Ages

General Information

  • What is the Freedom Trail Highlights Walking Tour?

    The Freedom Trail Highlights Walking Tour: Transformation Through the Ages is an immersive experience that takes you through the heart of Boston’s historic Freedom Trail. This guided tour showcases significant landmarks, offering insights into the city’s pivotal role in American history.

  • What if it rains?

    Our tours run rain or shine. If there’s extreme weather and we have to cancel, you’ll get a full refund.

Duration of Visit

  • How long is the tour?

    The tour typically lasts about 90 minutes, covering key sites along the Freedom Trail while providing ample time for exploration and photography.

Clothing & Accessories

  • What should I wear and bring?

    Wear comfortable walking shoes and dress appropriately for the weather. Don’t forget your camera, water bottle, and any personal items you may need.