• Boston - Your private driving tour begins in the city’s heart, where you’ll delve into early American history by visiting Boston’s top attractions along the iconic Freedom Trail!
• Freedom Trail - Discover the history of the United States at various locations along this renowned trail in Boston, guided by a knowledgeable local who brings history to life!
• Faneuil Hall Marketplace - Initially built as a public market house and assembly room, this landmark has recently become a site for significant speeches and hosts unique shops, food stands, and more.
• Fenway Park - Our tour will pass by this world-famous baseball stadium, home to the Boston Red Sox since 1912!
• Massachusetts State House - You’ll be captivated by the glittering dome of the historic and beautiful Massachusetts State House, designed by the famous federalist architect Charles Bulfinch in 1798. From the outside, enjoy views of modern Boston, including downtown skyscrapers, the Financial District, and New England’s tallest building: The John Hancock Tower.
• Old South Meeting House - No visit to Boston is complete without mentioning the Boston Tea Party. This church is where it all began one night in 1773 when it was the city’s largest building! Stop here with your guide to learn more about this historic site.
• Old State House - As our tour explores downtown Boston, we’ll stop in front of the Old State House and the site of the Boston Massacre. The Old State House is one of the oldest public buildings in the country. Your guide will share its rich history and its significance today.
• Granary Burying Ground - Originally part of Boston Common, this cemetery dates back to 1660. During your Boston Freedom Trail tour, you’ll pass by the final resting places of famous Revolutionary heroes like John Hancock, Paul Revere, and Sam Adams.
• Quincy Market - We’ll pass by this national historical landmark on our Boston history tour to learn more about the market’s early days and its transformation over the years.
• Boston Seaport - This newer Boston neighborhood attracts visitors with its city views and shopping. We’ll stop here to enjoy harbor views, artwork, and restaurants – your guide will recommend where to get some great New England seafood!
• HarborWalk - Enjoy views of Boston along this peaceful shoreline walkway around the Boston harbor.
• Boston Public Library - Established in 1852 as the first free library in America, this beautiful landmark houses millions of books, artifacts, and more, making it the third-largest public library in the United States.
• Trinity Church - An excellent example of Richardsonian Romanesque style, this architectural masterpiece was built between 1872 and 1877, with an intricate exterior and interior sure to impress anyone!
• Make Way for Ducklings Statues - We can stop at Boston’s most beloved sculpture, Make Way for Ducklings, based on the 1941 children’s book by Robert McCloskey.
• Beacon Hill - Your Boston tour passes through one of the city’s prettiest neighborhoods, Beacon Hill. This area features the Massachusetts State House and streets lined with brick houses, cobblestone streets, small shops, and significant historic landmarks.
• North End - Boston’s North End is known for its historic buildings, including Paul Revere’s home and Old North Church, as well as its excellent Italian eateries and local cafes serving locally roasted Beantown coffee.
• Old North Church & Historic Site - Built in 1723, the oldest standing church building in Boston played a crucial role in the city’s colonial days leading up to the American Revolution. On certain days, we may enter the church to learn more about its fascinating history!
• Charles River Esplanade - Following the Charles River along the Back Bay neighborhood, this esplanade attracts various recreational and leisure activities, including performances at Hatch Memorial Shell.
• Back Bay - Built on reclaimed land from the Charles River basin, this neighborhood is known for its luxury shopping, historic landmarks like the Boston Public Library, and some of the city’s best-preserved Victorian architecture.
• Harvard Square - Your Boston driving tour will include a stop at the plaza in the heart of Harvard Square, a meeting point for local residents and Harvard students who enjoy the area’s many stores, coffee shops, and entertainment venues.
• Harvard University - Your Boston sightseeing tour can include a walk through this Ivy League university, the oldest institution of higher learning in the United States. The campus is known for its beautiful grounds, historic buildings, diverse architectural styles, movie filming locations, and notable graduates.
• John Harvard Statue - Your Hahvahd Tour will pass by this stately bronze statue of John Harvard, an English minister who supported the school in early colonial America. The sculpture is also intriguingly nicknamed the “statue of three lies”…
• Longfellow House Washington’s Headquarters National Historic Site - This historic house once served as General George Washington’s headquarters during the Siege of Boston in the American Revolutionary War’s opening phase. Arrange admission in advance with our team to tour this handsome home!
• Bunker Hill Monument - This granite obelisk, erected between 1825 and 1843, commemorates the pivotal 1775 Battle of Bunker Hill, one of the first major battles between the Red Coats and Patriots in the American Revolutionary War.
• Acorn Street - Enjoy a walk down this charming cobblestoned street in the Beacon Hill neighborhood. Your guide will help you imagine life in 19th-century America on what is now considered the most photographed street in the U.S.!
• USS Constitution - The oldest commissioned ship in the Navy, the USS Constitution, is docked in the Charlestown neighborhood and can be toured to learn about its illustrious history.
• USS Constitution Museum - While exploring Charlestown and its Navy Yard, we can include admission to this museum dedicated to the USS Constitution and its vital role in the War of 1812.
• Mount Auburn Cemetery - This beautifully landscaped cemetery, the first garden cemetery in the United States, serves as a resting place for many notable Boston elites and an arboretum for various trees. Your local guide will explain what sets this National Historic Landmark apart from other cemeteries!

• Explore Harvard University’s campus and visit Harvard Square and Memorial Church
• Drive through scenic neighborhoods like the North End, Back Bay, and Charlestown
• Visit Freedom Trail sites like Faneuil Hall, Paul Revere House, & Boston Common
• See top Boston sites like Fenway Park, Boston Public Library, and Charles River
• Private Transportation
• Local, English-speaking guide
• Custom pick up and drop off

• Not all locations listed are guaranteed stops
• Food and drink, souvenirs, tips/gratuities for your guide

If you’re looking to pack in as much as possible on your Boston tour, this driving experience is for you! We’ll hit up the most historic spots in the city, like iconic Faneuil Hall, the site of the Boston massacre, and the very place where overtaxed colonists dumped tea into the Boston Harbor.

Among other sites linked to America’s independence we’ll visit are Old North Church, Bunker Hill Monument, and Old Ironsides herself, the U.S.S. Constitution. We’ll take our Boston sightseeing tour past venerable institutions like the nation’s first free public library and first public school.

Beantown is a city of many unique neighborhoods, we’ll pass by the Back Bay’s beautiful Victorian-era houses, Beacon Hill’s most photographed street, and the bustling plaza of Harvard Square.

For our foodies, we’ll be exploring neighborhoods known for their food scenes, including Italian eateries in the North End and Seaport District, where you’ll want to chow down on an authentic Boston lobster roll!

• Infant seats available upon request

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