Free cancellation

Private Freedom Trail & Little Italy Walking Tour in Boston

5.0 (8 reviews) · By Boston Hidden Gems

Discover Boston’s rich history on a private walking tour that covers all 16 stops of the Freedom Trail. From the historic Paul Revere House to the iconic Bunker Hill Monument, you'll get an up-close look at the sites that shaped the nation.

Led by a passionate local guide, you'll hear engaging stories and fun anecdotes about Boston’s past—stories that often get overlooked in textbooks. The tour also includes a short walk through the charming streets of Little Italy, adding a flavorful touch to your historical adventure.

This 4.5-hour experience is perfect for history buffs, families, or anyone eager to explore Boston’s most significant landmarks with personalized attention. Whether you're a first-time visitor or a local wanting to deepen your knowledge, this tour offers a memorable way to see the city.

Frequently asked questions

How long does the tour last?

The private walking tour of the Freedom Trail and Little Italy lasts approximately 4.5 hours.

What languages are available for the tour?

The tour is conducted in English.

Is this tour suitable for children?

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

What’s included in the tour?

The tour includes a professional guide who shares stories and insights about Boston’s history.

Are there any additional costs I should be aware of?

Gratuities are not included. It's recommended to bring water and consider bringing lunch, as these are not provided.

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. Cancellations made within 24 hours are non-refundable, and the tour may be canceled due to bad weather.

Free cancellation

Cancel at least 24 hours before your scheduled tour for a full refund. Cancellations within 24 hours are non-refundable and the tour may be canceled due to bad weather.

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
Ages Adult 0–99
Accessibility Infants and small children can ride in a pram or stroller; travelers should have at least a moderate level of physical fitness
Tour type Private

What's included

Included

  • Professional Tour Guide

Not included

  • Gratuities
  • Recommended to bring water
  • Lunch

Itinerary

  1. Start at Boston Common

    Begin at the oldest public park in the U.S., exploring lesser-known stories behind its plaques and monuments.

    25 minutes
  2. Brownstone-lined Neighborhood & Louisburg Square

    Stroll through Boston’s prestigious historic district, see the cobblestone streets, and learn about the area's notable past residents.

    25 minutes
  3. State House & Pine Cone Symbolism

    Discover the architecture of the State House, the significance of the pine cone atop its dome, and the history of the 'King's Pines.'

    20 minutes
  4. Historic Cemeteries & Revolutionary Figures

    Visit cemeteries where Founding Fathers like Sam Adams, Paul Revere, and John Hancock are buried, hearing their stories.

    20 minutes
  5. Oldest Cemetery & Colonial History

    See Boston’s oldest graveyard, learn about King’s Chapel, and hear stories of early Boston life.

    15 minutes
  6. Old Corner Bookstore & Publishing History

    Visit the site of a key publishing house that released works like Walden and The Scarlet Letter.

    15 minutes
  7. Boston Tea Party Site

    Hear the story of the colonial rebellion that started with the Boston Tea Party.

    10 minutes
  8. Cradle of Liberty & Faneuil Hall

    Learn about Boston’s role in the revolution and the building where Sam Adams gave fiery speeches.

    25 minutes
  9. Paul Revere’s House & North Square

    Visit the oldest wooden building in downtown Boston and explore the neighborhood’s immigrant history.

    25 minutes
  10. Old North Church & Midnight Ride

    Tour the historic church and hear the true story behind Paul Revere’s famous ride.

    25 minutes
  11. Bunker Hill & USS Constitution

    See the historic battlefield and learn Boston’s part in the American Revolution.

    25 minutes
  12. Charlestown & Great Molasses Flood

    Visit 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 Boston Common Visitors Center located at 139 Tremont St, Boston, MA 02111.

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Cancellation & confirmation

Free cancellation

Cancel at least 24 hours before your scheduled tour for a full refund. Cancellations within 24 hours are non-refundable and the tour may be canceled due to bad weather.

  • 100% refund if canceled at least 24 hours in advance
  • 0% refund if canceled within 24 hours
  • Tour may be canceled for bad weather

Instant confirmation

Your booking is confirmed immediately after checkout.

From $294.00 per person

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

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