Boston: Private Driving Tour with a Local Guide

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This half day private driving tour of Boston lets you see the whole city. The Freedom Trail and historic sites, hidden gems, unique neighborhoods and all complimented with stories along the way.


  • Discover the city's rich history and culture on a private driving tour
  • Learn about the history of the city and its role in the American Revolution
  • Drive along the 16 sites of the Freedom Trail
  • Explore the red brick and cobblestone neighborhoods


Discover the best of Boston on a private driving tour. Pick up and drop off in Downtown Boston. Guide is experienced and is fully licensed by City of Boston and Boston PD and drives a luxury, livery insured vehicle. Begin your tour with a drive along the Freedom Trail, we pause at 16 of the country's most significant Revolutionary War sites. Admire the scene, step back to what it looked like in the 18th century, and learn about its impact on history. Drive past (pause for photo) at the Old South Meeting House, where the Boston Tea Party was planned, and the Old State House, one of the country's oldest public buildings. Stop at the Paul Revere House, and infamous Old North Church and even visit the Bunker Hill Monument, built in memory of the Colonial Militia's brave fight against 2,200 British Redcoats. Boston has 400 years of history, and you can see the centuries represented in the architecture of each neighborhood. We cover the entire city on this tour, so you get to see the most historic to the most contemporary of buildings and also get some great ocean views. Explore Beacon Hill, a historic district full of red brick, gas lamps cobblestones and a mysterious street layout. Drive through the gilded era Back Bay and learn about the impact of landfill developments on the city's landscape. Finally, enjoy all the green space the city has to offer. From the oldest public pasture ground Boston Common, to the first botanical gardens the Public Garden. The more contemporary 1.5 mile long Greenway developed after the ugly highway came down, and we even take a spin past the most famous ball park in the country, Fenway Park.


Private driving tour of Boston Visit to famous historical sites and landmarks Insights into Boston's history and culture Stops at key locations for exploration and photos Access to historic districts not typically accessible by larger tour vehicles Opportunity to pick up a Best of Boston cannoli in the Italian North End

Important Information

  • Wear comfortable shoes for any brief walks during stops Bring a camera to capture memories of the tour

Easy cancellation

Cancel up to 24 hours in advance for a full refund


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