Top Day Trips from Boston (Updated October 2026)

Leave Boston behind and visit two iconic Plymouth Attractions on this amazing day trip to "America's Hometown" Plymouth, MA. This unique day trip travels through...

Enjoy a spectacular day in the White Mountains of New Hampshire viewing the magnificent fall foliage. Your day will begin with front door hotel pick...

Boston's role in the fight to end legalized slavery is linked by the Black Heritage Trail in historic Beacon Hill. This pedestrian path is best...

Travel from Boston to Newport for a small-group day trip through the elegance of the Gilded Age. Tour The Breakers and Marble House with included...

Join us on a journey from the vibrant city of Boston to the historic town of Salem, Massachusetts. Our expert guides will take you on...

Small group tour limited to six guests where you will learn the amazing origins of everyday things. Enjoy the stories of the great places where...

This private full-day tour will take you through every highlight Boston and Cambridge! The tour will include sights such as the Old North Church, Paul...

A full-day tour of Boston's history, culture, and food! Visit the historic North End and walk in the steps of Paul Revere. Stroll amongst the...

Visit the real locations where the American Revolution began, while listening to hilarious yet little-known stories about our ancestors. Stand on Lexington Battle Green and...

Whirlwind full-day tour of Boston and Salem! Drive to Salem to learn about the witch hunt hysteria of the late 17th century. Walk through historic...

Immerse yourself in our colonial history! On this six-hour driving tour, you will see the sights and hear the stories of Boston's colonial past narrated...

Take a semi-private day trip you'll never forget! Start the day with a pickup at your door, then ride up the North Shore to Hammond...

This private car tour is comprehensive enough for any history buff, but as interesting in other ways for non history nerds. It's a unique combination...

Take a break from your Boston city break with this scenic private tour. There's lots of ocean views, rocky coastline, a bit of shopping and...

Discover Boston, Lexington, Concord, and Cambridge on a private 6-hour guided historical tour by comfortable vehicle. Your knowledgeable chauffeur-guide provides commentary throughout the journey, sharing...

This is an action packed private day tour of the sites, history and events of the Revolutionary War era in Boston, Cambridge Lexington & Concord....

I know the secrets that no one else knows. You will go on a small private tour where you will learn the amazing origins of...

This private day tour is the perfect way to get to know Boston & Cambridge at a leisurely pace. It's a combination of walking and...

From its revolutionary history to its literary history, Concord is a must-see for any history or literary buff and a perfect day trip idea from...

Boston's best food and history are scattered across its neighborhoods, so we bring them together in one relaxed, private tour. Start in the North End...

Visit the real locations where the American Revolution began. Stand on Lexington Battle Green and listen to stories about the very first days of the...