Top Massachusetts Walking Tours

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.

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.

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.

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.

Take a deep dive into the history of the American Revolution on this walking tour of Boston. Your historian guide will focus on the years between and 1760 and 1775, a tumultuous time with lots to talk about. Stroll the Freedom Trail and ask plenty of questions along the way; your small group will make for an intimate atmosphere.

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.

Explore Boston on foot with this small group walking tour. See highlights like Boston Harbor, Custom House Tower, Faneuil Hall, and Quincy Market. Learn the true story behind the Boston Massacre, and if you’re lucky, get a glimpse of government in action at the Massachusetts State House. See Beacon Hill, the Freedom Trail, and the lovely Boston Public Garden. Rest your legs and enjoy time with your local guide.

Enjoy some of the best pizza in Boston on this walking food tour. Stroll through the city’s oldest neighborhoods, including, appropriately, Little Italy on the North End. Walk along the Freedom Trail that leads to 16 historically significant sites, like Paul Revere House, Old North Church, and the USS ‘Constitution,’ to name a few. Visit some of Boston's best pizzerias and enjoy a slice at each. It’s a fun and flavorful way to get to know Boston.

Uncover the dark past and mysterious legends of Salem on this haunted history walking tour. Expert historians and paranormal investigators help separate fact from fiction while retelling the events of the 1692 witch trials and leading you through Salem’s most notorious sites. Escape the gimmicks and delve into authentic tales of voodoo, witchcraft, vampires, and ghost sightings that have left their mark on the infamous New England town.

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.

The Salem Witch Trails was a period in history that is misunderstood easily. On this walking tour, follow a guide to main sites such as the witchcraft memorial and courthouse, as you hear stories from accusers and victims to gain a better understanding yourself. Plus, this Salem walking tour starts in the late afternoon leaving you plenty of time to fill up the rest of your day with activities.

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.

Salem, Massachusetts, is known for the infamous witch trials, but that isn’t the only historical occurrence you’ll learn about during this guided walking tour. Join a guide for a deep dive into the long history of Salem from the Puritans and Patriots to the present day. You’ll stop by city landmarks including the Salem Witch Trials Memorial, the Pickering House, and the Ropes Mansion and Gardens. This tour is wheelchair and stroller accessible.

Travel back in time through the early years of American history during this guided walking tour of Boston’s famous Freedom Trail and its most iconic landmarks. Relive the events of the American Revolution as you pass Faneuil Hall, see the Old and New State Houses, and visit the setting of the infamous Boston Massacre. Then head downtown past Boston Common and the modern John Hancock Tower, finishing in Copley Square. A professional guide joins your trip to help add context.

Walking the cobblestone streets of the 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 bakery and an authentic Italian salumeria. Visit the Old North Church and maybe even get a chance to talk with the neighborhood’s best bakers. Pizza, pastries, and other delights round out your experience.

Travel back in time to colonial New England on a 90-minute historic walking tour. With a length of just 1.2-miles, you can enjoy the experience without breaking a sweat. 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. 

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.

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.

Salem history from The Satanic Temple! Who the hell are we? Watch the documentary "Hail Satan?" on Hulu before booking and you'll get it! The most unique walking tour in Salem, free from supernatural or superstitious elements. Your tour guide is an expert in occultism, witchcraft, and a member of The Satanic Temple! Surprisingly very family friendly, but for weird families.

Relive the most important event leading up to the American Revolution on this self-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.

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.