Boston Private Food and History Tour With Revolutionary Sites

Boston's best food and history are scattered across its neighborhoods, so we bring them together in one relaxed, private tour. Start in the North End with cannoli and espresso at the city's oldest Italian café, then wander through Little Italy, hearing stories of Paul Revere's midnight ride and the neighborhood's Revolutionary roots, with a view of Old North Church, where the famous lanterns hung. Sample an Italian sandwich from a traditional salumeria, then stroll Beacon Hill, Boston's most prestigious neighborhood, and Boston Common, America's oldest public park. Stop for lobster rolls and New England clam chowder, then take in Back Bay's Victorian streets and the views of Boston and MIT from Cambridge. Finish at Copley Square by the stunning central branch of the Boston Public Library and a view of the famous Trinity Church. Come hungry! Pickup and drop-off anywhere in the Boston area are included (up to 6 guests).

1. 1

   Stop 1

   50 min

   Start the day with a classic Italian coffee and cannoli. Pick-up for up 6 people anywhere in Boston, including airport, hotels, or cruise terminals.

2. 2

   North Square Park

   20 min

   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.

3. 3

   Paul Revere Mall

   20 min

   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!

4. 4

   Old North Church & Historic Site

   25 min

   See the Old North Church, where Paul Revere hung up two lanterns on the eve of the American Revolution.

5. 5

   Copp's Hill Burying Ground

   15 min

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

6. 6

   Stop 6

   30 min

   Classic Italian sandwiches for lunch!

7. 7

   Beacon Hill

   20 min

   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.

8. 8

   Boston Public Garden

   20 min

   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.

9. 9

   Stop 9

   25 min

   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.

10. 10

    Back Bay

    10 min

    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!

11. 11

    Stop 11

    20 min

    Pick-up a cup of howdah and a delicious lobster roll from a local lobster shack.

12. 12

    Copley Square

    30 min

    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".

13. 13

    Boston Common

    35 min

    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!

• Service animals allowed
• Public transportation options are available nearby
• Suitable for all physical fitness levels
• Note that per Massachusetts state law: "All children riding in passenger motor vehicles must be in a federally approved child passenger restraint that is properly fastened and secured according to the manufacturer's instructions until they are 8 years old OR over 57 inches tall." We do not provide child seats, please bring age appropriate car seats for kids who do not meet these criteria. We will not be able to do the tour if you do not have child seats for everyone that needs one. A refund will not be issued the day of the tour due to lack of proper car seats. All children must be registered as separate tour guests.
• Luggage - note that luggage will decrease vehicle capacity. If you have luggage, please let us know in your booking comments so we can confirm we will be able to safely handle it.

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