Free cancellation

Private Walking Tour of Boston's Freedom Trail & Little Italy

★ 5.0 (8 reviews) · By Boston Hidden Gems

Explore Boston’s rich history on a private walking tour that covers every stop along the famous Freedom Trail. Over 4.5 hours, you'll visit all 16 sites, including iconic landmarks like the Paul Revere House, Old North Church, USS Constitution, Boston Common, and Bunker Hill Monument. Your guide, a passionate historian and local, will share entertaining stories and insights that bring Boston’s past to life.

As you stroll through historic neighborhoods and cemeteries, you'll learn about the events that shaped America. The tour also includes a short walk through Little Italy, giving you a taste of Boston’s diverse cultural heritage. It’s a perfect way to see the city’s highlights with a knowledgeable guide at your side.

This private experience ensures personalized attention, making it ideal for history buffs, families, or anyone eager to discover Boston’s stories in an engaging way. Comfortable walking shoes and water are recommended to enjoy the full experience.

Frequently asked questions

How long is the tour?

The tour lasts approximately 4.5 hours, covering all 16 Freedom Trail stops and a short walk through Little Italy.

Is this tour suitable for children?

Yes, children of all ages can join, but travelers should have at least a moderate level of physical fitness. Infants and small children can ride in strollers or prams.

What’s included in the tour?

A professional tour guide leads the private tour, sharing stories and historical insights throughout the walk.

Can I cancel the tour if my plans change?

Yes, you can cancel for a full refund if you do so at least 24 hours before the scheduled start time. Cancellations within 24 hours are non-refundable.

Is the tour accessible for people with mobility issues?

While infants and small children can ride in strollers, travelers should be prepared for some walking and moderate physical activity. Accessibility options are limited.

Free cancellation

For a full refund, cancel at least 24 hours before the scheduled departure time. Cancellations within 24 hours are non-refundable. Bad weather may also lead to cancellations.

Reserve now

Check a date here, then finish booking with our partner. Payment options are confirmed at checkout.

Duration 4.5 hours

Check availability to see start times.

Live tour guide

English

Key facts

Duration 4.5 hours
Languages English
Group size Up to 15 people
Ages Adult 0–99
Accessibility Infants and small children can ride in a pram or stroller; moderate physical fitness needed

What's included

Included

  • Professional Tour Guide

Not included

  • Gratuities
  • Recommended to bring water
  • Lunch

Itinerary

  1. Start at Boston Common

    Begin in the oldest public park in the U.S., hearing stories from forgotten plaques and monuments as you walk through this historic space.

    25 minutes
  2. Brownstone-lined neighborhood & Louisburg Square

    Explore Boston’s most prestigious area, including the 'Most Photographed Street in North America' and the historic Louisburg Square, home to notable figures.

    25 minutes
  3. Boston State House

    Learn about its architecture, the pine cone atop the dome, and the significance of the 'King's Pines' in American history.

    20 minutes
  4. Historic cemeteries & Founding Fathers

    Visit graves of Sam Adams, Paul Revere, John Hancock, and others, hearing stories of the Revolution.

    20 minutes
  5. Oldest Boston Cemetery & Historic Sites

    See the graves of John Winthrop and William Dawes, and learn about King's Chapel and its history.

    15 minutes
  6. Old Corner Bookstore & Colonial Publishing

    Visit the site where classic American works like Walden and The Scarlet Letter were first published.

    15 minutes
  7. Boston Tea Party Site

    Hear the story of the colonial rebellion that started with the Boston Tea Party and Sam Adams’ role.

    10 minutes
  8. Faneuil Hall & Cradle of Liberty

    Learn about Boston’s revolutionary spirit and the building’s quirky history, including Peter Faneuil’s sponsorship.

    25 minutes
  9. Paul Revere House

    Visit the oldest wooden building in downtown Boston, where Paul Revere lived for 20 years, and explore North Square’s history.

    25 minutes
  10. North End & Public Art

    Discover Boston’s immigrant roots through public artworks and local stories in North Square.

    20 minutes
  11. Old North Church & Midnight Ride

    Tour the church famous for Paul Revere’s midnight ride and learn about its true history.

    25 minutes
  12. Bunker Hill & USS Constitution

    Visit the second oldest burying ground, enjoy views of the harbor, and learn Boston’s role in the Revolution.

    25 minutes
  13. Bunker Hill & Charlestown

    See the historic outlook with views of Bunker Hill, the Naval Yard, and the site of the Great Molasses Flood.

    20 minutes

Meeting point & pickup

Meet at the Boston Common Visitors Center

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

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Cancellation & confirmation

Free cancellation

For a full refund, cancel at least 24 hours before the scheduled departure time. Cancellations within 24 hours are non-refundable. Bad weather may also lead to cancellations.

  • 100% refund if canceled at least 1 day prior
  • No refund if canceled within 24 hours
  • Tour may be canceled due to bad weather

Instant confirmation

Your booking is confirmed immediately after checkout.

From $300.00 per person

Adult Age 0–99
1
  • Free cancellation
  • Secure checkout with our booking partner

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