Top Massachusetts Walking Tours

Learn about the mysterious history of Salem on this guided walking tour of the city. Follow your local historian guide through Salem, listening to 400 years of history and admire the old architecture that dates back hundreds of years. For spookier experience, select the nighttime tour led by lantern light and find out the truth about the 1692 Salem Witch Trial hysteria.

Walk the Freedom Trail with a guide in historic costume on a tour from Boston Common to Faneuil Hall, a 1.2-mile route that covers important sites in the heart of Boston. This tour's shorter distance lets you follow in the footsteps of the founding fathers and American revolutionaries without making the more strenuous trek all the way across the Charles River, finishing in a spot that’s convenient to top Boston attractions.

Revel in the history of Fenway Park, one of baseball’s most beloved stadiums, during this guided tour. Revisit the careers of Red Sox greats like Ted Williams, Babe Ruth, and Carl Yastrzemski, celebrate the club’s numerous World Series titles, and tour famous stadium locales like the ‘Green Monster,’ ‘Pesky’s Pole,’ and the Fenway Park Living Museum.

For anyone thinking of attending Harvard, or for those who simply want a glimpse of college life at the famous university, this tour is a must. Get an exclusive account from current Harvard students, who provide key insights into the life and times at Cambridge with a theatrical, humorous flair. Check out the old buildings at Harvard Yard and Harvard Square and learn about the school’s storied past. Illustrated map of Harvard Square included. Choose from several departure times throughout the day.

Explore the best that Boston has to offer on this hop-on hop-off tour of the city. See Boston’s top attractions—like the USS ‘Constitution’ and the Boston Tea Party Ships and Museum, to name a few—on the loop. Enjoy discounted admission to attractions like the Boston Tea Party Ships and Museum with the purchase of your tour.

Experience the best of New England’s marine wildlife on this guided whale-watching cruise around the Stellwagen Bank National Marine Sanctuary. Hop on a high-speed catamaran that gets to and from the whales in the least amount of time possible. See humpback and fin whales, plus Atlantic white-sided dolphins with the help of a naturalist guide. The on-board galley offers food and beverages for purchase during the trip.

Learn about Boston’s revolutionary history on a walking tour that emphasizes good storytelling. Enjoy personalized attention from your guide in your small group as you walk a curated route that includes the Freedom Trail. Visit well-known sites as well as more local places and develop an understanding of modern Boston along with its history.

Explore Boston’s Freedom Trail independently and on your own time with this audio walking tour. The tour never expires, so take your time to learn about Boston’s history and explore its center in the company of the audio guide. An easy-to-navigate app with GPS allows you to wander confidently throughout Boston.

Travel back in time to colonial New England on a 1 hour and 45 minute historic walking tour. With a length of 1.5 miles or less, this tour is perfect for people of most abilities. Your costumed and in-character guide gives you an immersive understanding of life during America’s infancy. Hear exclusive stories about the country’s Founding Fathers and discover iconic historical sites. 

When night falls across Salem, it's the perfect time to explore the city’s spooky and sinister past on a haunted history tour. On this top-rated walk through one of America's most haunted places, follow a licensed guide along lamplit streets while listening to legends and true tales of witchcraft, murder, mayhem, and more. Visit sites related to the infamous 17th-century Salem Witch Trials, and hear about the ghostly spirits said to still rattle through the town’s historic homes and graveyards.

"Best tour in Salem!" The most in-depth look at the Witch Trials the city has to offer. Take a journey back through time and uncover the REAL history of Salem, Massachusetts. With a local historian as your guide, you'll visit over a dozen locations in downtown Witch City and explore 400 years of history along the way. Come discover why the TRUE history is more frightening than fiction! HIGHLIGHTS: • Most in-depth look at the Witch Trials the city has to offer • Perfect mix of history, legend, and pop culture • 400 years of history in one tour • Seasoned storytellers bring the history of Salem to life • Beloved by locals and tourists alike! • Wheelchair accessible • Dog friendly for leashed well behaved furbabies • Tours operate rain or shine

This murder and mystery walking tour of Salem is a great option for travelers who want a break from hearing exclusively about the history of the Salem witch trials. Mix things up by listening to tales of grisly murders and sinister ghost sightings as your guide leads you to the spookiest sights in Salem. This tour is suitable for young adults and adults. Not suitable for small children.

Combine two attractions Boston has to offer—delicious food and rich history—on this tour that starts in the popular North End and continues along the Freedom Trail. Snack your way through this historic Italian neighborhood, trying fresh bread at a hidden bakery and enjoying an Italian salumeria. Once fortified, walk the Freedom Trail to discover the rich history of the American Revolution and experience the modern city Boston is now.

Sample some of the most delicious bites that Boston’s North End has to offer—and enjoy a personalized, first-hand introduction to the area’s charms and Italian heritage—on this small-group walking tour. Choose between several convenient start times, and be sure to bring your appetite: you’ll follow your guide to a number of local businesses, where you’ll try everything from clam chowder and lobster rolls to pasta and cannoli. At the end, you'll enjoy a delicious Secret Dish, that will be revealed only on the day of the tour.

View all 16 official sites of Boston’s Freedom Trail in a single outing on this walking tour. Ideal for checking the trail off your sightseeing list without missing anything, you’ll start at the Massachusetts State House before seeing the Granary Burying Ground, Boston Massacre Site, USS Constitution and more. By covering each site with a guide, you’ll gain a deeper understanding of the American Revolution and its causes than if you were alone or on a less comprehensive tour.

Walking the cobblestone streets of the most popular neighborhood North End is a must, but don’t waste time looking for the ideal place to eat. Join other passionate foodies to snack your way through the neighborhood. Your guide directs you to a hidden, a generations-old bakery, an authentic Italian salumeria, and a family run pastry shop. Visit the Old North Church (or equivalent alternative) and maybe even get a chance to talk with the neighborhood’s best bakers. Pizza, pastries, and other delights round out your experience.

Discover some of Boston’s deepest, darkest secrets on a “frightseeing” tour aboard the Trolley of the Doomed, which roams around the haunted streets and burial grounds of Boston. Your costumed host provides illuminating insights into the history of the city's spookiest sights such as Copp's Hill Burying Ground.

Enjoy the beauty of dusk along Boston Harbor on this sunset sightseeing cruise. See all the historic attractions that Boston Harbor has to offer and witness the USS Constitution’s traditional sunset ritual — ceremoniously firing her cannon and lowering her flag, signaling the end of the day.

Discover Boston’s top attractions on this comprehensive guided bike tour around the city. See the unique character and charm of each community up close, like the beautiful brownstones in Back Bay and the South End. Visit Boston’s historic North End and pedal past Copley Square and Fenway Park. Cross the Freedom Trail, passing significant locations to United States history.

When tracing the roots of American independence, the city of Boston is one of the most important epicenters in the country’s history. The Freedom Trail runs through downtown to Charlestown, taking you on a literal walk through the events that inspired and instigated the American Revolution. Join a local guide for a tour of the entire 2.8 mile (4km) trail which includes visits to Bunker Hill and the USS Constitution so you can hear the full historical tale.

Relive the most important event leading up to the American Revolution on this guided tour of the Boston Tea Party Ships and Museum. Take a journey back in time to the famous Boston Tea Party, an incident that changed the course of American history. It’s more than a stroll through historic artifacts, though. It’s truly one of the top-rated museums in the city of Boston. Explore authentically restored tea ships and throw the fated tea into Boston Harbor.

Hop into a duck boat—renovated World War II amphibious vehicle—for a comprehensive tour of Boston. Pass Boston Common, Quincy Market, and the Celtics' home turf at TD Garden. Then splashdown into the Charles River for a view of the city by boat. Learn all about Boston's history and landmarks as you go.

See some of the top attractions in Boston from the waterfront on this narrated sightseeing cruise. Explore Boston Harbor and see the city’s historic sites while listening to live commentary on board. Pass landmarks like the Boston Tea Party ships, USS Constitution, and Boston Light—the oldest continuously manned lighthouse in the United States.