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Private Walking Tours

I guide visitors in person on private tours around Boston, Cambridge, and other parts of greater Boston so they can get to know and enjoy Boston, and Massachusetts, and all New England just as I have.

Given the high-season cost of hotel rooms in greater Boston, many visitors only have a few days to explore what is around them in Boston, Cambridge, and environs.  Some business travelers have only part of a weekend, or even just a few hours to explore!

Our Private Walking Tours help visitors learn about important local sites and culture but also make the most of their visits based on their particular interests and what we know and love about exploring here.

Private Walking Tours last two-and-a-half hours and cover about 2 miles each; no more than six (6) people are allowed per private tour, one party per tour, so everyone can hear the guide!

Custom tours are available — Lexington, Concord, and Menotomy, for example — but only after an Itinerary Planning session.

Please ensure that you complete the YankeeTravel.US in-take form so that your guide might share ideas on what else you might see, do, and taste in Boston or Cambridge, but also elsewhere in Massachusetts, Maine, New Hampshire, Vermont, Connecticut, or Rhode Island.

Private, in-person guided small-group walking tours in greater Boston

  • Walking tour of historic Boston including key Freedom Trail, Colonial / Revolution sites, and Downtown sites.
  • Walking tour of Boston’s 19th and 20th century Back Bay / South End architecture and neighborhoods, including notable shopping and restaurant sites.
  • Walking tour of “Old Cambridge” including key Colonial and Revolution sites, Harvard Yard and Harvard Square, along with notable shopping and restaurant sites.
  • Walking tour of Cambridge’s Kendall Square business innovation district and East Cambridge neighborhood, including part of MIT’s campus, key Cambridge business and innovation milestones and sites, as well as charming East Cambridge neighborhood and area restaurant sites.
  • Custom tours, after an Itinerary Planning session. Custom tours can include your YankeeTravel.US tour guide riding “step-on” in a vehicle owned or engaged by you and your party for the duration of a tour. Please note: YankeeTravel.US cannot provide transportation to customers or operate a vehicle with customers inside.
Boston is The Hub
Where Cambridge began, long before the excellent pizzeria down the street.
Boston's Irish history began by 1654 when a large number of Irish arrived to be sold into indentured servitude "to such of the inhabitants as needed them."
There might be no U.S. history without Revolutionary War events here.
"What is below heaven is for the people"
East Cambridge oasis with a Bullfinch architectural touch.
This house was built with wood…and spite, as the story goes.
Make sure to enjoy lobster as fresh and excellent as it is here.
Not Childe Hassam's "At Dusk (Boston Common at Twilight)," admittedly.
Around the corner from one of the world's most productive business and industrial innovation centers.
When James Sullivan was governor, Maine still belonged to Massachusetts.
Boston helped make George Washington strong.
Mother Goose is buried here too, but she may not have anything to do with the rhymes.
The weekly radio program "Car Talk" relied on lawyers from Dewey, Cheatham, & Howe.
There was only one James Michael Curley.
Harvard Square is where Cambridge began.
"Glover's Regiment" was the first integrated unit in the Revolutionary War, memorialized in Leutze's painting "Washington Crossing the Delaware."
One of many quaint Cambridge houses.
One of the U.S.' greatest centers of business and industrial innovation.
General Washington lived here from July 1775 till April 1776.
Our first president would have loved the Boston Public Garden.
George Washington took command of the fledgling Continental Army here, after the fighting in Lexington, Concord, Menotomy, and on Bunker and Breed's Hills.