Top Day Trips from Boston (Updated October 2026)

We are proud to offer Boston's ORIGINAL Martha's Vineyard Day trip. Since 2011 we have been Boston's #1 day trip service to the island. Our...

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...

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...

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...

Escape to the lovely coastal city of Newport, Rhode Island, on this day trip that includes both a guided tour and free time. Explore The...

Leave Boston behind and set out on a full-day journey to Martha's Vineyard, one of New England's most beloved islands. This experience blends a scenic...

Exclusively available during the Halloween season! Discover the spooky, historic city of Salem on this full-day tour from Boston, where the infamous witch trials of...

Immerse yourself in this Revolutionary War full-day driving tour which will take you on a journey to explore the significant sites of the American Revolution....

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...

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...

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...

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...

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...

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...

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...

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...

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...

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

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...