Free cancellation

Experience Boston's Food and Historic Landmarks on a Private Tour

5.0 (10 reviews) · By Boston Hidden Gems

Experience Boston like never before with the Boston Food and History Private Tour. Start your day in Little Italy, savoring traditional cannoli and espresso at the city's oldest Italian café. As you stroll through the historic neighborhood, you'll learn about Boston’s pivotal role in the American Revolution, including stories about Paul Revere’s midnight ride.

Enjoy authentic Italian sandwiches from a local salumeria, then explore Boston’s rich past with visits to landmarks like Boston Common, Beacon Hill, and the Old North Church. Drive through iconic neighborhoods such as Back Bay and Cambridge, soaking in the city’s stunning architecture and vibrant history. The tour wraps up with a seafood picnic at Copley Square, featuring lobster rolls and clam chowder, all while hearing tales of Boston’s maritime and cultural heritage.

This private tour offers a personalized experience, with pick-up and drop-off anywhere in the Boston area for groups up to 6 people. Be sure to come hungry and ready for a full day of history, delicious food, and beautiful sights.

Frequently asked questions

How long is the Boston Food and History Private Tour?

The tour lasts approximately 5.5 hours, providing plenty of time to explore and enjoy the sights and tastes of Boston.

What’s included in the tour?

You’ll enjoy traditional Italian sandwiches from a salumeria, a lobster roll and cup of chowder, bottled water, coffee or tea with cannoli, and all transportation in an air-conditioned vehicle. The tour also covers fuel, parking fees, and breakfast.

Can I join the tour if I have mobility concerns?

Yes, the tour is suitable for all physical fitness levels, with minimal walking and accessible vehicle transportation.

Where does the tour start and end?

Pickup is available from any location in Boston, including hotels, airports, or cruise terminals. The guide will confirm the exact pickup time two days before the tour.

Is gratuity included?

No, gratuities are not included and are at your discretion.

Free cancellation

Cancel at least 24 hours before the scheduled departure for a full refund. Cancellations made within 24 hours are non-refundable.

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 6 people
Ages Adults 0–99
Accessibility Suitable for all physical fitness levels
Tour type Private

What's included

Included

  • Traditional Italian sandwiches from a salumeria
  • Private transportation
  • Lobster roll & cup of chowder
  • Bottled water
  • Coffee/Tea & Cannoli
  • Air-conditioned vehicle
  • Breakfast
  • Fuel surcharge
  • Parking Fees

Not included

  • Gratuities

Itinerary

A full-day private tour exploring Boston’s historic neighborhoods, landmarks, and culinary delights, including stops at Little Italy, the Freedom Trail sites, Beacon Hill, and more.

  1. Start with Italian coffee and cannoli

    Pickup anywhere in Boston for up to 6 people, including hotels, airports, or cruise terminals, and begin your day with a classic Italian breakfast.

    50 minutes
  2. Paul Revere's House and North End

    Visit the historic Paul Revere House and learn about Boston's immigrant history through artwork and plaques in the square.

    20 minutes
  3. Paul Revere Mall and Old North Church

    See the iconic statue of Paul Revere and explore the Old North Church, where lanterns signaled the British advance.

    20 minutes
  4. Historic cemetery visit

    Walk through Boston’s second oldest cemetery, resting place of notable citizens.

    15 minutes
  5. Lunch with Italian sandwiches

    Enjoy a delicious traditional Italian sandwich from a local salumeria.

    30 minutes
  6. Beacon Hill stroll

    Explore Boston’s most prestigious neighborhood, admiring historic brownstones and gas lamps.

    20 minutes
  7. Boston Common and botanical garden

    Visit the oldest public park and learn about Boston’s history through statues and stories of local inventions and figures.

    20 minutes
  8. Drive through MIT and Cambridge

    See the MIT campus, learn about its innovative approach, and enjoy views of Boston’s skyline from across the river.

    25 minutes
  9. Back Bay neighborhood

    Drive through this historic, Victorian-era neighborhood built on reclaimed land, showcasing some of Boston’s finest architecture.

    10 minutes
  10. Seafood stop and picnic

    Sample lobster rolls and chowder from a local shack, then enjoy a seafood picnic at Copley Square with stories of Boston’s maritime past.

    50 minutes total
  11. Oldest public park and historic sites

    Walk through Boston Common, learn about the city’s founding, and see where the first football club was established.

    35 minutes

Meeting point & pickup

Pickup is available from your hotel, airport, or cruise terminal, or meet at the designated start point.

Pickup is not available at Boston Logan Airport. You will receive a message two days before your tour with your guide’s contact information. The tour vehicle displays a blue Boston Hidden Gems logo. Exact pickup time will be confirmed after booking. Pickup is available from 115 hotels in Boston and Cambridge.

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Cancellation & confirmation

Free cancellation

Cancel at least 24 hours before the scheduled departure for a full refund. Cancellations made within 24 hours are non-refundable.

  • 100% refund if canceled at least 1 day before
  • No refund if canceled within 0–1 day

Instant confirmation

Your booking is confirmed immediately after checkout.

From $487.00 per person

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

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