Free cancellation

Experience Boston’s History, Culture, and Food on a Private Tour

4.9 (34 reviews) · By Boston Hidden Gems

Discover Boston’s rich history, vibrant culture, and delicious food on the Highlights of Boston Private Tour. This full-day experience takes you through iconic neighborhoods like the North End and Beacon Hill, where you’ll walk in the footsteps of revolutionaries and see historic landmarks.

Enjoy private transportation, personalized storytelling, and visits to must-see sites such as Paul Revere’s House, the Old North Church, and the Boston Public Market. Whether you're interested in history, architecture, or local cuisine, this tour offers a comprehensive look at Boston’s past and present.

With flexible stops for lunch, shopping, and exploring, you can customize your day while learning fascinating stories about Boston’s founding, its role in the American Revolution, and its modern innovations. This private tour is perfect for those who want an in-depth, personalized experience of Boston’s highlights.

Frequently asked questions

How long is the Highlights of Boston Private Tour?

The tour lasts approximately 5.5 hours, giving you plenty of time to explore the city’s top sights and enjoy local food.

What’s included in the tour?

Your package includes private transportation, bottled water, entrance to the Old North Church, an air-conditioned vehicle, fuel and parking fees, plus coffee, tea, and cannoli.

Can I customize the stops or itinerary?

While the itinerary is set, the private nature of the tour allows for some flexibility. You can discuss specific interests with your guide to enhance your experience.

Is the tour suitable for all ages and physical fitness levels?

Yes, the tour is suitable for all physical fitness levels and is designed for adults aged 2 to 99. It’s a comfortable way to see Boston’s highlights.

What’s not included in the price?

Lunch and gratuities are not included, giving you the chance to choose your preferred dining options.

How do I meet the guide or arrange pickup?

Pickup is available from designated Boston hotels or you can meet at the start point. You’ll receive details and your guide’s contact information two days before the tour.

Free cancellation

Cancel at least 24 hours before your scheduled tour for a full refund. Cancellations made within 24 hours or due to bad weather may not be refunded.

Reserve now

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

Duration 5.5 hours

Check availability to see start times.

Live tour guide

English

Key facts

Duration 5.5 hours
Languages English
Group size Up to 9 people
Ages Adult 2–99
Accessibility Suitable for all physical fitness levels
Tour type Private

What's included

Included

  • Private transportation
  • Bottled water
  • Old North Church entrance fee
  • Air-conditioned vehicle
  • Fuel surcharge
  • Parking Fees
  • Coffee/tea & Cannoli

Not included

  • Lunch
  • Gratuities

Itinerary

A full-day private tour exploring Boston’s historic neighborhoods, landmarks, and local flavors, with stops at key sites like Paul Revere’s House, Old North Church, Bunker Hill, and more.

  1. Stop 1

    Start with a classic Italian coffee and cannoli. Pickup available from any Boston location, including hotels, airports, or cruise terminals.

    50 minutes
  2. Stop 2

    Visit Paul Revere's House, one of Boston’s oldest wooden homes, and learn about the North End’s immigrant history through local artwork.

    20 minutes
  3. Stop 3

    Hear stories of revolutionary events inside the Old North Church, seated in a historic pew—an iconic site of the American Revolution.

    25 minutes
  4. Stop 4

    Explore Boston’s second-oldest cemetery, where British troops once used gravestones for target practice during the Revolution.

    15 minutes
  5. Stop 5

    Visit the Paul Revere Mall, with the famous statue and plaques commemorating revolutionary figures. Discover the true story of Paul Revere’s midnight ride.

    10 minutes
  6. Stop 6

    View the USS Constitution and Bunker Hill Monument from Copp’s Hill Terrace, and hear stories about Boston’s pivotal battles and George Washington’s role.

    20 minutes
  7. Stop 7

    Enjoy free time at Boston Public Market for local food, souvenirs, or a drink at America’s oldest tavern or restaurant.

    1 hour
  8. Stop 8

    Walk through America’s oldest public park and learn about Boston’s founding stories.

    25 minutes
  9. Stop 9

    See the Massachusetts State House with its iconic gold dome, built over 200 years ago and rich with history.

    10 minutes
  10. Stop 10

    Stroll through Boston’s wealthiest neighborhood, exploring the history of prominent families.

    20 minutes
  11. Stop 11

    Visit Boston’s first botanical garden, and hear stories about Boston’s inventions and political history.

    20 minutes
  12. Stop 12

    Explore Kendall Square in Cambridge, known for innovation and home to major tech and biotech companies like Google, Apple, and Moderna.

    20 minutes
  13. Stop 13

    Drive through MIT, learn about its dual approach of learning and doing, and see the Great Dome, with stories of campus pranks and history.

    20 minutes
  14. Stop 14

    Visit Boston’s cultural hub, featuring historic institutions like the Museum of Fine Arts, Trinity Church, and the John Hancock Tower, and see the famous "America’s Sistine Chapel" at Copley Library.

    15 minutes

Meeting point & pickup

Pickup available or meet at the start point in Boston.

Pickup is available from 115 designated Boston hotels or you can meet directly at the start point. Exact pickup times are confirmed after booking. Note: Pickup is not available at Boston Logan Airport.

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How to get there

You will receive a message two days before your tour with your guide’s contact details. The tour vehicle displays a blue Boston Hidden Gems logo on the front doors.

Cancellation & confirmation

Free cancellation

Cancel at least 24 hours before your scheduled tour for a full refund. Cancellations made within 24 hours or due to bad weather may not be refunded.

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

Instant confirmation

Your booking is confirmed immediately after checkout.

From $393.00 per person

Adult Age 2–99
1
  • Free cancellation
  • Secure checkout with our booking partner

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