Top Experiences in Kendall Square

On this tour, you’ll cross the Charles River and enter the City of Cambridge. Renowned as one of America’s most bicycle-friendly cities, you will experience the atmosphere and appeal of Cambridge as only possible on two wheels. Touted as “Boston’s Left Bank,” Cambridge is a hotspot of arts, technology, and academia.

This extensive tour, specifically designed to provide you with the overall experience of Cambridge, includes:
• Harvard Square, the heart of America’s oldest university
• Central Square, a vibrant center of music and culture
• The beautiful Charles River
• The Stata Center, Frank Gehry’s only building in Massachusetts
• MIT, The Massachusetts Institute of Technology

The tour is 2.5-3 hours long and covers 11-13 miles. From the cycling paths on the Charles River to the booming industry of Kendall Square, this tour will show you the most exciting and vibrant parts of Cambridge!

If you are 16 years or older, you may chose to tour on E-bike (select E-bike in checkout).

See a real medieval-style castle, right here in New England! Start your tour at Hammond Castle, built in the 1900s as a family home in Gloucester, MA, using parts imported from actual European castles. Explore the unique building, learning about one of the most quirky and prolific inventors of the last century (and his love of pranks!). View an extensive private collection of antique artifacts, including some dating to ancient Rome. Back in Boston, enjoy free time for lunch in a historical area, then drive around all of the city's major landmarks, listening to hilarious stories from Boston’s past! End with a walk through Little Italy, seeing sites of key events in the American Revolution.

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 Salem, learning about the area's Puritan past and harsh reality of daily life under New England's early theocratical government. Tour the Salem Maritime National Historic Site to learn about the maritime history of the area. Break for lunch in America's oldest tavern or restaurant. Back in Boston, hear about how the area was first settled and grew into the city it is today. Drive through all of Boston's historical landmarks, listening to stories about the city! Take a walk through Little Italy, visiting locations of key events in the American Revolution.

Get to know the historical, cultural, and intellectual side of Cambridge on this private driving tour from Boston!

Your tour includes a stop at the renowned MIT campus, where we can explore its innovative art and architecture.

We’ll also visit the oldest institution of higher learning in the U.S., Harvard University. With your guide, you’ll tour Harvard’s beautiful campus, passing historic buildings such as the impressive Widener Library – housing over 3.5 million books! – and the more demure but beautiful Memorial Church.

During your tour, you might recognize areas that have been featured in films, including Harvard Yard, the oldest part of the University’s grounds, as well as Harvard Square.

We’ll then head to Cambridge Common to explore this picturesque park’s American Revolutionary War monuments. Among the top things to do in Cambridge is beautiful Mount Auburn Cemetery, the perfect place to wrap up our tour before the drive back to any ending location of your choosing.

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 Revere's house, Faneuil Hall, Boston Common, Beacon Hill, Bunker Hill Monument, USS Constitution, Harvard, MIT, Copley Square, Boston Public Library and so much more! The tour is a combination of walking and driving, and we are happy to make adjustments to any mobility level of our guests! Listen to stories about Boston's past, learning about the American Revolution and the city's duality of religious morals and corruption. View a packet of historical maps, photos, and dates during the tour to further immerse yourself in the stories you learn about!

The tour takes a break in the middle for free time for lunch and souvenirs, with options including the oldest tavern in America, the oldest restaurant in America, an artisanal food & goods market with 20+ vendor options (chowder, lobster rolls, doughnuts, coffee, ice cream, etc), and more.

Meet your guide and group at a location in Cambridge and embark on a 70-minute student-led walking tour of the Massachusetts Institute of Technology (MIT). Beginning late morning in the heart of Kendall Square, you'll be led onto the campus by a charismatic MIT student. Enjoy the sights of this unique campus while your guide entertains and inspires with tales of MIT history along with their personal experience at the University they call home.

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 brownstones on streets lit by gas lamps in Beacon Hill, Boston's most prestigious neighborhood. Hear stories of corruption, rebellion, and treason. Visit America's oldest public park, and learn how Boston was first settled. Grab some chowdah at the oldest restaurant in the US!