Visit Boston and Cambridge: Full Day Private Driving Tour

  • Instant Confirmation
  • Private Tour
  • 6 hr

Visit Boston's highlights on a full day driving tour with a private guide. See the Freedom Trail, Fenway Park, and Cambridge.

Itinerary Details

Operated by: Travel Curious

Enjoy the best of Boston, at a relaxed pace on a full-day tour, where you can soak in the local atmosphere in each of the four historic districts you’ll visit. On your full-day driving highlights tour of Boston and Cambridge, you will: 

  •  Enjoy the comfort of a private guide, driving you around the city for the day.
  •  Have plenty of flexibility on the day of the tour to tailor around the sites and places where you want to spend a bit more time. 
  •  Drive along Boston’s Freedom Trail, and take time to walk some of the trail if you wish. Either way you will see many of its 16 highlights, including the Massachusetts State House, Boston Common, and Faneuil Hall
  • Enjoy stops along the route, which include Paul Revere’s House and the USS Constitution
  • Explore Bunker Hill, where your guide will unpack the events which led up to the Revolutionary War and the battles which took place in and around the city.
  •  Visit four historic districts in the city, including the Italian North End and Back Bay
  • See where the city’s beloved Red Sox play at Fenway Park
  •  Your guide will give you an hour’s lunch break, along with personal recommendations of places where you can get the best local fare before continuing on your tour. 
  • Spend your afternoon in idyllic, intellectual Cambridge – home to both MIT and Harvard.
  • See the MIT campus, Harvard Square, the banks of the Charles River, and Mount Auburn Cemetery.
  • Drive down 'Tory Row' and learn about the storied history of the town which dates back several centuries. 
  • Enjoy an easy drop-off somewhere central in the city of your choosing or back at your hotel. Simply talk it over with your guide on the day of your tour. 
If you are arriving in Boston and looking for a relaxed but thorough orientation to the city, then this is the perfect tour – full of the historic spots in the city, along with an overview of the city itself. You’ll get the feel of the city, and your guide will help you plan out a list of places you should return to and spend time at your own pace – helping you choose the best from the city’s eclectic food scene to its famous beer brewing industry. 

If you have been to Boston before, but have never taken the time to really dig into its rich history,  then your guide will happily tailor the tour on the day with you to slow down the pace, to skip sites you’ve already seen, and to further explore places which pique your interest. Whether it’s the summer heat, the winter chill, or simply want a day to give your feet a rest, this driving tour is the perfect way to explore Boston. 

In the morning, explore the best of Boston’s four historic districts, seeing both its highlights and the spots often missed by tourists. In the afternoon, you’ll find yourself amongst charming red-brick walls, bloom-filled terraces, and sprawling green quadrangles in Cambridge. A day spent exploring these two cities by car is the perfect introduction to becoming a local, even if just for a day. 

Tour duration
6 hours

Type of tour
Driving tour: including a private vehicle throughout the tour

Tickets included
Expert Licensed Guide
Private Vehicle throughout the day

Other inclusions
Food & Drink not included (otherwise specified)
Gratuities not included

Suitable for
Couples, Culture Vulture, Family, Friends, History Buffs, Intellectually Curious, Seniors

Attractions along this route:

Harvard Bridge
Connecting Cambridge to Boston, the Harvard Bridge is actually famous from an MIT fraternity prank, in which a gentleman measured the length of the bridge by his body size. To this day, the bridge is measured in 'smoots.'

Harvard University
Founded in 1636, not only is Harvard the oldest higher learning institution in America but it is one of the preeminent universities in the world.

Longfellow House
During the siege of Boston, the Longfellow House served as General Washington's headquarters. In 1972, it was donated to the national park services for preservation.

Cambridge, Massachusetts
Though Cambridge is an independent city from Boston, the two cities have grown synonymous with one another. Cambridge is home to two of the world's leading academic institutions.

Beacon HIll
Steep cobblestone streets lined with red-brick Federal-style homes and picturesque old lanterns are only some of Beacon Hill's treasures.

Freedom Trail
Consisting of two and a half miles of brick-lined paths from Bunker Hill to Boston Common, the Freedom Trail marks 16 locations significant in American history.

USS Constitution Museum
The USS Constitution - also known as 'Old Ironsides' - was a US Navy frigate launched in 1797 and has since been converted to a museum at the end of the Freedom Trail.

Paul Revere House
Home of the man who was a staunch constitutionalist and participant in the Boston Tea Party - along with having alerted towns of the arrival of British troops, his house is now a museum.

Fenway Park
Boston’s legendary ballpark has been home to the Red Sox since 1912, and is the oldest ballpark in the whole of the Major League Franchise.

Boston Public Garden
Located next to Boston Common, the Public Garden was the first public botanical garden in the country.

Boston Common
Purchased by Puritans from Anglican minister Blackstone, Boston Common was established in 1634 as a public park and is the oldest public one in America.

Old State House
The Old State House stands as the oldest surviving public building in Boston and the point of origin for vital debates which led to the Revolution.

Old South Meeting House
A Congregational church built in 1729 became the largest gathering place for popular politics in Revolutionary Boston and witness of 1773 Boston's Tea Party orchestrated by Samuel Adams.

Boston Harborwalk
Enjoy the views from the waterfront as you walk or take a drink along Boston's shoreline.

Faneuil Hall
Witness of America's first Town Meeting and many other events which help built the Nation's History.
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