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Boston · Massachusetts · United States

Private: Boston Food & History Tour

Starting From From $216.00 per person Current Project Expedition rate
5 Hours 30 Mins 3.97 / 5 0 reviews Moderate activity level Private Single Day Tour Operated by Boston Hidden Gems
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The Experience

What your day looks like

Combine history, culture, and food as you stroll through the charming historical streets of the North End, aka Boston's "Little Italy", pausing for snacks at local bakeries, Italian cafes, and specialty shops to get an actual taste of Italy! One of the oldest neighborhoods in Boston, the brick-lined streets of the North End saw Paul Revere's midnight ride and the birth of Rose Fitzgerald Kennedy. Walk through sites associated with the history of the neighborhood, including quite a few locations off the beaten path! Visit some of the oldest locations in Boston and key sites associated with the American Revolution, while listening to lesser-known stories about the area's past! Walk, eat, and laugh as you (occasionally) follow the Freedom Trail while learning about the neighborhood's immigrant past, which shapes its very unique present. A cup of New England clam chowder and one of the best lobster rolls in town are included in the price, as well as a ton of other food!

At a Glance

The experience, in brief

  • Stroll through the historic streets of the North End, also known as Boston's "Little Italy."
  • Stop at local bakeries, Italian cafes, and specialty shops for snacks!
  • Enjoy a cup of New England clam chowder and one of the best lobster rolls in town.
  • Learn about Boston's history as you explore colonial streets
Detailed Itinerary

The journey, in full

1. 30 min - Pick Up Your guide will pick you up in a comfortable minivan as you begin your day in style! 2. 20 min - Caffe Vittoria Start the day with a classic Italian coffee and cannoli. 3. 20 min - 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 the artwork installed in the square. 4. 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! 5. 10 min - Old North Church See the Old North Church, where Robert Newman hung up two lanterns to signal Paul Revere on the eve of the American Revolution. 6. 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. 7. 30 min - Bricco Enjoy classic Italian sandwiches for lunch! 8. 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. 9. 20 min - Boston Public Garden Take a walk through America's first botanical garden, learning about Boston's history through statues around the park. Hear stories about the invention of anesthesia, Boston's most corrupt yet beloved politician, and more. 10. 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 the 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! 11. 25 min - Massachusetts Institute of Technology Drive through the MIT campus and learn about the university's "theory and practice" motto, focusing on the 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. 12. 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 the hills of Boston to fill 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! 13. 10 min - Lobster Rolls Pick up a cup of New England clam "chowdah" and a delicious lobster roll from a local lobster shack. 14. 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". 15. 30 min - Drop Off Drop off back at your door for an easy end to a great day!

Your Itinerary

Your day, step by step

Day 1

Boston

Sightseeing at Beacon Hill, Boston.

Continued

Boston

Food Tasting.

Continued

Cambridge

Sightseeing at Massachusetts Institute of Technology.

Continued

Boston

Sightseeing at Back Bay, Boston.

Continued

Boston

Sightseeing at Copley Square.

Before You Go

What to know before booking

Not Included

Gratuity not included

What to Bring

Comfortable clothing/shoes Cash for personal expenses

Meeting & Pickup

Includes pickup within 3 miles of the North End of Boston. Cruiseport is extra. Pickup at airport terminals not available (drop-off is available).

Languages Offered

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Optional Add-ons

Cruiseport pickup - 63.00 Group

Before Booking

Pickup Location

Planning Notes

Hotel pickup offered: Yes Confirmation: Automatic

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