free_cancellation   Free Cancellation up to 2 weeks before

shield   Trip Protection available for more flexibility

person Group Size: 1 to 9 paid Price: From $712 per group timer Duration: 5h 30m hiking Walking Time: 2h 30m groups Tour Style: Private language Languages: English pin_drop Start: We'll pick you up! footprint Transport: Luxury Van, Walking

star Tour Highlights

  • check_circle Taste iconic Boston foods - lobster roll, clam chowder, Italian sub, and cannoli
  • check_circle Walk the Freedom Trail and see key Revolutionary War sites including the Old North Church
  • check_circle Explore the North End - Boston's "Little Italy" with its charming streets and cafes
  • check_circle Visit "Old Ironsides" - the USS Constitution with its undefeated battle record
  • check_circle Enjoy coffee or tea at a historic Italian cafe while your guide shares local stories
  • check_circle Private experience with door-to-door pickup in a luxury van

routeTour Itinerary (15 stops)

30 min

Pick Up

Your guide picks you up at your door in a comfortable minivan. Settle in as they introduce you to the day ahead and share the story of Boston's incredible food scene!

20 min

Italian Cafe - Coffee & Cannoli

Start your culinary adventure at one of the North End's beloved Italian cafes. Enjoy a rich espresso or cappuccino paired with a freshly filled cannoli - the perfect introduction to Boston's Italian heritage!

20 min

North End's North Square

See Paul Revere's House, one of the oldest wooden houses in Boston. Learn about the immigrant history of the North End as told by artwork installed in the square.

North Square, Boston
15 min

Paul Revere Mall

Visit the historic Paul Revere Mall park, home to one of the city's most iconic "postcard" locations of the statue of Paul Revere with the backdrop of the Old North Church. View the plaques surrounding the park commemorating many of the other Revolutionary figures. Learn the real story behind the famous midnight ride of Paul Revere!

Paul Revere Statue in front of the Old North Church steeple
10 min

Old North Church

See the Old North Church, where Robert Newman hung two lanterns to signal Paul Revere. Your guide connects the church's story to the Italian immigrant families who transformed the surrounding neighborhood into Boston's culinary heart.

15 min

Copp's Hill Burying Ground

Visit the second-oldest cemetery in Boston, including the graves of some of Boston's most prominent early citizens.

Old North Church steeple with sun above it from Copp's Hill Burying Ground
30 min

Italian Sub

Pick up a classic Italian sub from Bricco Salumeria, layered with mortadella, capicola, salami, and provolone on bread baked with 100-year-old mother yeast imported from Italy. Your guide explains the curing traditions behind each ingredient as you head to picnic in the Public Garden.

Italian Sub
20 min

Boston Public Garden

Find a bench in America's first botanical garden and enjoy your Italian sub picnic while your guide shares stories of the park. See the Make Way for Ducklings statues, the Swan Boats that have operated for over 140 years, and learn about the gift of a duplicate statue set to Moscow.

20 min

Beacon Hill

Walk through Boston's most prestigious and wealthiest neighborhood, learning about the history of some of Boston's most famous families. Admire the brownstone mansions lining the brick paved streets with gas lamps lighting the area.

Acorn St. on Beacon Hill, Boston
35 min

Boston Common

Walk through America's oldest public park, listen to the story of how Boston was originally founded right on this spot. Drive on the road that was previously water's edge in historic Boston to appreciate the magnitude of the man-made land the city has created! See the location of the very first football club in America!

25 min

Massachusetts Institute of Technology

Drive through the MIT campus and learn about the university's "theory and practice" motto, focusing on belief that the dual approach of learning and doing is the way! Hear all about (in)famous MIT pranks, some of which can be seen to this day! See the main MIT building, the Great Dome. See a stunning view of Boston's skyline from "north of the river" in Cambridge.

MIT Dome and courtyard
20 min

Back Bay

Drive through the historic Back Bay neighborhood. Back Bay is built entirely on land reclaimed from the sea using dirt from hills of Boston to landfill the bay. The neighborhood has been home to the wealthy since its inception in the late 1800s, today it has some of the best preserved examples of 19th century Victorian architecture in the world!

20 min

Lobster Rolls

Stop at a local lobster shack for a Maine lobster roll packed with sweet knuckle, claw, and tail meat on a New England-style split-top bun, paired with a cup of creamy clam chowder. Your guide shares the history of both dishes, from the first lobster roll in 1929 Connecticut to the great chowder debate with New York.

Lobster roll, chowder, and pickle
30 min

Copley Square

Have a seafood picnic on the steps of the Boston Copley Library, while listening to stories about Boston's rich cultural and academic past. Feast on the chowder and lobster rolls from Luke's Lobster while learning how Boston's maritime past made the construction of the magnificent buildings surrounding Copley Square possible during Boston's "gilded age".

30 min

Drop Off

Your guide drops you off back at your hotel, cruise ship, or airport - full and happy with memories of Boston's best flavors and fascinating history!

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descriptionTour Description

Taste your way through Boston's culinary history! This private tour combines the best of Boston's food scene with its fascinating Revolutionary War heritage - perfect for foodies who want more than just a meal.

Start your morning with rich Italian coffee and a freshly filled cannoli at one of the North End's beloved cafes. Then explore Boston's "Little Italy," learning about the waves of immigrants who shaped this neighborhood's incredible food traditions. Step inside the Old North Church, where the lanterns were hung to start Paul Revere's Midnight Ride!

The culinary highlights keep coming: savor a classic New England lobster roll bursting with sweet, buttery lobster meat, paired with creamy clam chowder that warms the soul. Then taste an authentic Italian sub - layers of mortadella, capicola, salami, and provolone on fresh bread.

Between bites, you'll see the USS Constitution, visit Bunker Hill Monument, walk portions of the Freedom Trail, and stroll through the Boston Common and Public Garden. Your guide weaves together stories of food, history, and the people who made Boston the unique city it is today.

All food tastings are included in the tour price. Please let us know about any dietary restrictions or food allergies when booking.

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checklist What's Included

Included

  • check_circle Professional local tour guide
  • check_circle Air-conditioned private luxury van
  • check_circle Door-to-door hotel pickup and drop-off
  • check_circle Coffee or tea at Italian cafe
  • check_circle Cannoli
  • check_circle Lobster roll
  • check_circle Clam chowder
  • check_circle Italian sub
  • check_circle Old North Church entrance
  • check_circle Bottled water
  • check_circle All transportation surcharges

Not Included

  • cancel Additional food purchases beyond included tastings
  • cancel Gratuities (industry standard is $10-20/hr)
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infoDetails & Pricing

  • Start Times: Your choice, anytime between 9:00 - 11:00 am
  • Please notify us of any dietary restrictions, food allergies, or preferences when booking. We can accommodate most needs with advance notice.
  • If bringing luggage on the tour, the vehicle can generally only handle 4 passengers unless traveling light.
  • Massachusetts law requires proper car seats until children are 8 years old or 57 inches tall. We do not provide car seats, and refunds will not be available day of for lack of proper seating.
  • Our booking platform adds a 6% service fee for online bookings. Call us to book with no service fees!
Low Season High Season
1-6 guests $615 + $97/pp $690 + $97/pp
7-9 guests $725 + $97/pp $800 + $97/pp

Prices vary seasonally. See dates.

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help Frequently Asked Questions

Can you accommodate dietary restrictions or food allergies?

Yes! Please let us know about any dietary restrictions, allergies, or preferences when you book. We can accommodate most needs with advance notice, including vegetarian options, gluten-free alternatives, and common allergies like shellfish or nuts. The more notice you give us, the better we can customize your experience.

Are vegetarian options available?

Absolutely! While Boston is famous for seafood, we can arrange vegetarian alternatives at each food stop. Instead of lobster roll and clam chowder, you might enjoy a classic grilled cheese, vegetarian pasta, or other Italian specialties. Let us know when booking so we can plan the perfect menu for you.

Is this tour suitable for children?

Yes! Children of all ages are welcome and typically love this tour - what kid does not enjoy eating delicious food? The tour combines walking and driving, which helps keep younger guests engaged. Massachusetts law requires proper car seats until children are 8 years old or 57 inches tall. We do not provide car seats.

Please note: We cannot guarantee wheelchair or stroller accessibility of any buildings, and we do not recommend this tour if such access is required.

How much food will we eat?

You will be full by the end! The tour includes coffee/tea with cannoli, a lobster roll with clam chowder, and an Italian sub - plus bottled water throughout. We recommend coming hungry and wearing comfortable pants. Portion sizes can be adjusted if you prefer lighter tastings - just let your guide know.

What if it rains?

Tours run rain or shine. Since this tour includes a private vehicle, you will stay comfortable and dry between stops. We recommend bringing an umbrella and wearing weather-appropriate clothing for the walking portions. The food tastes just as delicious in any weather!

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