Top Day Trips from Boston (Updated October 2026)

Join Captain Riccardo aboard the Trinacria for a Private tour of Boston Harbor & The Harbor Islands. Choices include Sightseeing, Foliage Tours in Autumn or...

Escape the city for the day and visit the charming, historic Newport mansions in coastal Newport, Rhode Island! With this private, full-day trip you'll enjoy roundtrip...

Take a break from the city and head north to explore beautiful, coastal Maine. With this private, full-day trip you'll enjoy roundtrip transportation with a private...

Enjoy a private day trip from Boston to Plymouth with convenient door-to-door transportation and time to explore at your own pace. Depart at approximately 9:00...

Enjoy a private, customizable day trip from Boston to Newport in a comfortable vehicle reserved for your group. This is private transportation with flexible sightseeing...

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...

This full day private tour combines some of the best coastal views in the region with Pilgrim history. First stop focuses on the Presidential history...

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...

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...

With an experienced driver, you can charter a private car for 10 hours to visit the highlights of Boston. If you are not satisfied with...

In this immersive 4-hour experience, we will discover the best of Both Worlds: Historic Boston and Harvard University. While we explore the legendary Freedom Trail,...

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...

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...

Enjoy this private full day tour with your own private driver and official tour guide and explore the vibrant coast of Maine. Get ready to...

Our Boston Walk Through History Tour will take you to the most historic spots in Boston in one day. If you are looking for a...

For this private tour of Boston, let us take you to all the emblematic sites of the city. Also, enjoy a view of the famous...

Enjoy this private full day tour with your own private driver and official tour guide and explore the vibrant coast of northern Massachusets. Get ready...

Plymouth Colony comes to life in our recreation of early Plymouth, complete with timber-framed houses furnished with reproductions of the types of objects that the...