Free cancellation

Private Boston & Cambridge Walking and Driving Tour

5.0 (9 reviews) · By Trailblazer Tours Boston - Private Tours

Discover Boston and Cambridge on a personalized private tour that combines walking and driving at your own pace. Whether you prefer to explore on foot or see the sights from the comfort of a vehicle, this experience is flexible to suit your style.

Begin with a stroll along parts of the historic Freedom Trail, stopping at key sites like Boston Common, the State House, Paul Revere’s House, and Bunker Hill. Then, enjoy a scenic drive through neighborhoods such as Beacon Hill, Back Bay, and Charlestown, with plenty of stories and local legends along the way.

Cross the Charles River into Cambridge to visit the MIT campus and walk around Harvard University, the oldest college in the United States. Your guide will share fascinating history, fun facts, and lighthearted anecdotes to keep the tour lively and engaging.

After the tour, you'll have the chance to grab a bite at some local favorites (not included in the tour price). This private experience is perfect for small groups, offering personalized attention and a deep dive into Boston’s rich history and vibrant neighborhoods.

Frequently asked questions

How long is the Boston and Cambridge private tour?

The tour lasts approximately 6 hours, giving you plenty of time to see the highlights and enjoy the city at a relaxed pace.

Can I choose between walking and driving during the tour?

Absolutely. The tour is flexible—if you prefer to focus on driving or walking, your guide can customize the experience accordingly.

What neighborhoods and sites will we visit?

You'll explore Boston's historic sites along the Freedom Trail, neighborhoods like North End, Beacon Hill, Back Bay, and Seaport, as well as Cambridge's Harvard and MIT campuses.

Is this tour suitable for children or travelers with limited mobility?

Yes, infants and small children can ride in strollers or prams. Travelers should have a moderate level of physical fitness to enjoy walking portions comfortably.

What’s included in the tour?

Your package includes private transportation, an air-conditioned vehicle, and downtown Boston pick-up and drop-off. Lunch, drinks, and entrance fees are not included.

How do I book and what is the cancellation policy?

You can book easily, and cancellations made at least 24 hours in advance are fully refundable. Cancellations within 24 hours are non-refundable, and bad weather may lead to cancellations.

Free cancellation

For a full refund, cancel at least 24 hours before the scheduled departure time.

Reserve now

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

Duration 6 hours

Check availability to see start times.

Live tour guide

English

Key facts

Duration 6 hours
Languages English
Group size Up to 4 people
Ages 0 to 120 years
Accessibility Infants and small children can ride in strollers; moderate physical fitness recommended
Tour type Private

What's included

Included

  • Private transportation
  • Air-conditioned vehicle
  • Downtown Boston pick-up and drop-off

Not included

  • Coffee and/or tea
  • Lunch
  • All fees and taxes

Itinerary

  1. Stop 1

    Drive through Boston's historic sites along the Freedom Trail, including Boston Common, State House, Granary Burial Ground, Kings Chapel, Old South Meeting House, Old State House, Faneuil Hall, Old North Church, Paul Revere House, USS Constitution, and Bunker Hill. Also explore neighborhoods like North End, Charlestown, Beacon Hill, Back Bay, and Copley Square, plus Boston Harbor, Greenway, Seaport, and Fenway Park.

    2 hours
  2. Stop 2

    Learn about Boston's original settlement and its historic significance.

    10 minutes
  3. Stop 3

    View the iconic architecture and story of Boston's gold dome building.

    5 minutes
  4. Stop 4 Pass by

    Visit the first Anglican Church in Boston.

  5. Stop 5

    See the burial site of Boston's Revolutionary War legends.

    15 minutes
  6. Stop 6

    Observe one of the city’s oldest buildings and its role in historic events.

    5 minutes
  7. Stop 7

    Understand the significance of this area historically and today.

    5 minutes
  8. Stop 8

    Drive through a vibrant neighborhood, stopping for a signature cannoli in North End.

    30 minutes
  9. Stop 9

    Learn about the lanterns hung during Paul Revere's midnight ride.

    10 minutes
  10. Stop 10

    Visit the home of the Sons of Liberty.

    5 minutes
  11. Stop 11 Pass by

    See the historic ship known as Old Ironsides.

  12. Stop 12

    Walk to the site of a major Revolutionary War battle.

    10 minutes
  13. Stop 13

    Explore the charming cobblestone and red brick neighborhood.

    20 minutes
  14. Stop 14

    See the backdrop of several Boston-based movies.

    10 minutes
  15. Stop 15

    Admire the impressive architecture around Copley Square.

    30 minutes
  16. Stop 16

    Pass by Fenway Park, home of the Boston Red Sox.

    5 minutes
  17. Stop 17 Pass by

    View the city’s most notable architecture.

  18. Stop 18 Pass by

    Drive through Boston’s most contemporary neighborhood.

  19. Stop 19

    Experience Boston’s unique city layout and see historic and modern buildings side by side.

    30 minutes
  20. Stop 20 Pass by

    Drive past the Harvard and MIT campuses.

  21. Stop 21

    Walk through the public areas of Harvard University.

    30 minutes
  22. Stop 22

    Enjoy skyline views of Boston from various vantage points.

    5 minutes

Meeting point & pickup

Pickup available, or meet at the start point

We'll pick up anywhere in the immediate Downtown Boston area. Pickup is available from 88 listed hotels. Exact pickup time will be confirmed after booking.

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How to get there

Pickup is available from your hotel or designated meeting point in Downtown Boston. Confirm your location during booking for seamless pickup.

Cancellation & confirmation

Free cancellation

For a full refund, cancel at least 24 hours before the scheduled departure time.

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

Confirmation within 24 hours

Your booking request will be reviewed, and you'll receive confirmation within 24 hours.

From $995.00 per person

Traveler Age 0–120
1
  • Free cancellation
  • Secure checkout with our booking partner

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