Top Massachusetts Music Tours in 2026

Learn about Salem’s mysterious past on this guided walking tour of the city. Follow your historian guide through Salem, listening to 400 years of history, and admire the old architecture that dates back to the early colonial period. Find out the truth about the 1692 Salem Witch Trial hysteria, which has influenced literature and pop culture. For a spookier experience, select the nighttime tour led by lantern light.

Experience 400 years of history in just a few hours with this award-winning guided walking tour of America’s spookiest city: Salem. This tour takes you on an in-depth exploration of downtown, stopping at more than 12 historically significant locations to delve into the infamous Witch Trials. Local guides tell the stories of Salem’s witchy past with an entertaining mix of history, legend, and pop culture.

Discover some of Boston’s deepest, darkest secrets that lots of tourists miss out on by joining this “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.

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 teens and adults, but not for under-13s.

Boston is famous for its donuts and has numerous artisanal donut stores, some hidden away from its tourist areas. Instead of hunting them down independently, let a guide lead you there and introduce you to some top donut varieties, enabling you to try flavors and gain insight into the local donut scene you might otherwise miss. Between tastings, browse a market, eat a delicious bakery treat and explore historical neighborhoods such as North End before one final, scrumptious donut sampling.

Journey through Boston’s rock ‘n’ roll past with a local musician. See where iconic artists like Pixies, Joan Baez, and the Cars lived, recorded and performed. Dig for vinyl at a local record store, explore Harvard Square’s folk roots, and end with a pint at an Irish pub.

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.

Enjoy one of the simplest ways to discover Martha's Vineyard, and leave all the planning and logistics to someone else, on this hassle-free day trip from Boston. Following pickup directly from your centrally located hotel, take a short ferry ride to Martha's Vineyard. Upon arrival, enjoy free time to explore—or upgrade to add on an island tour that visits its highlights. Complimentary snacks, bottled water, and guidebooks are provided during the drive.

Explore the best of Boston at your own pace on a hop-on hop-off trolley tour of the city. Choose from a 1- or 2-day pass and see Boston’s top attractions, including the USS Constitution, the original bar from TV show “Cheers,” and the Faneuil Hall Marketplace, to name a few. The pass includes discounted admission to the Boston Tea Party Ships and Museum, to enjoy during or after the tour.

Furry friends and humans come dance or parade around, show off your costumes and enjoy the beautiful city from the water. DJ Skoolyahd from the Liberty Hotel Yappy Hour will be in the house! It will be PAW-some to have you aboard.