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Boston City Private Driving Tour

Quick Details

4 hour Boston private tour starting at:
5 hour Boston private tour starting at:
6 hour Boston private tour starting at:
7 hour Boston private tour starting at:
8 hour Boston private tour starting at:
9 hour Boston private tour starting at:
10 hour Boston private tour starting at:

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 A private city driving tour of Boston can be from 4 hours – 10 hours, depending on the destination. While many visitors to Boston have specific sites they would like to see, many are happy to let our team create a custom itinerary that fits their interests, budget, mobility, and timeline. Typically, tours spend most of their time in and around central Boston, but we welcome any sightseeing ideas for your dream tour.

No two groups are alike, and we will plan a trip tailored to your group’s interests, budget, and needs. Below are some sample itineraries to use as inspiration for your perfect tour:

Highlights Tour:

Boston is a magnet for history buffs as well as architecture lovers. Drive the parts of the iconic Freedom Trail and venture past the must-see historic stops in Boston. Visit Faneuil Hall and see where the first cries for Revolution rang out. Learn about some of the “events” that led to the American Revolution – like a tea party and a Boston massacre. See where the very first public school in America was located and how it connects us to modern public education. This driving tour will give you an overall history of Boston as well as showing you how a modern city is intimately connected to the past. 


Half-Day Tour:

A half-day tour (4-5 hours) allows more opportunity to see additional parts of the city.  Along with the must-see stops of the Highlights tour, you will also visit other famous neighborhoods and landmarks throughout the city. The North End is steeped in colonial history. You can see where Paul Revere lived as well as the famous Old North Church, which played a very important role in the start of the American Revolution. This area is also well known for Italian eateries.

There’s nothing like a delicious cappuccino and freshly made cannoli. You’ll also get to explore the narrow streets and beautiful architecture of Beacon Hill. This has always been the most sought after and expensive neighborhood in Boston. You can play the real estate game while standing on the most expensive street of real estate in the city, and you’ll also see the not-to-be-missed most photographed street in all of Boston. 


Full-Day Tour:

This full-day Boston tour up to 8 hours can take in all of the stops along the Freedom Trail, from the State House atop of Beacon Hill to the USS Constitution in the Charlestown Navy Yard.  This takes you through the heart of downtown where you can take time visiting all of the must-see stops in the city. We can also spend some time in the North End, one of the most iconic neighborhoods in the city known not only for the incredible restaurant scene but also amazing history from colonial times to modern crimes. There’s also a chance to explore the Boston culture and beauty of the Back Bay and stroll along the banks of the Charles River and the Esplanade while taking in amazing views of the city of Boston. End the day with a cocktail at one of the many outdoor cafes on Newbury Street or a sweet delight from a famous local bakery! 

Included: Local English-speaking guide

Not Included: Food and drink, Museum/site admission, Souvenir and guide gratuity