Top Massachusetts Overnight Tours

Escape the city and experience the raw beauty of coastal Maine on this two-day journey from Boston. Begin with a stop at Fort Williams Park, home to the iconic Portland Head Light, before heading to Acadia National Park for an in-depth exploration of its most celebrated landmarks. Stand atop Cadillac Mountain, stroll the shores of Sand Beach, and witness the thunderous waves at Thunder Hole. On Day 2, elevate your adventure with an optional ecological cruise through Acadia’s pristine waters, then enjoy free time in Bar Harbor for local dining and seaside charm. Dramatic cliffs, ocean vistas, historic lighthouses, and fresh Atlantic air—this is New England at its most unforgettable!

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.

Enjoy a more personalized way to explore Boston’s Beacon Hill—and benefit from plenty of in-depth commentary along the way—on this small-group walking tour of the popular neighborhood. Be sure to bring your smartphone or camera along: Your guide leads you straight to many of the neighborhood's most photogenic sights, including Acorn Street: the most photographed street in Boston.

Enjoy complete flexibility and explore the parts of Massachusetts that most interest you with this collection of self-guided walking and driving tours. Receive 10 different itineraries and choose the day and time to use any of them. Use offline with GPS and learn about each place as you travel through.

Discover Boston, Salem, and Cape Ann with maximum flexibility using this self-guided audio tour. Location-based narration shares colorful local history as you explore—it’s all at your own pace, which means you can stop and start the guide as you pause to take photos, eat lunch, or take breaks. Since the self-guided tour uses offline maps, it even works without cell service or WiFi.

Explore Salem at your own pace with this two-tour bundle that combines history and hauntings in one unforgettable experience. On the Historic Salem Walking Tour, stroll past colonial houses, old churches, Salem Harbor, and monuments while stories reveal how the town grew from a seaport to a symbol of early America. On the Haunted Salem Witch Trials & Ghosts Tour, follow eerie paths past witch trial sites, shadowy cemeteries, and haunted corners where chilling tales of restless spirits and trials of the accused still echo. Each tour works without internet and gives you GPS directions, local tips, and narration you can keep forever. You decide when to start, where to pause, and how long to stay at each stop—no groups, no set schedule. Download the bundle and let Salem’s history, legends, and ghost stories come alive as you wander through the streets of this fascinating town. *Download the Shaka Guide app to access the purchased tours*

Explore Boston’s vibrant history with a 2-day hop-on hop-off tour, featuring 11 historic stops and endless opportunities to discover iconic sites. Roam through Downtown Boston, visit the New England Aquarium, and enjoy the charm of the historic North End. This tour allows for flexible exploration of landmarks like the Old State House, Cheers Pub, and Boston Common. With 360-degree views from the open-top double-decker bus, this is the perfect way for visitors to immerse themselves in the culture and spirit of Beantown. A live and automated narrated tour provides engaging insights as you travel. - 48-hour validity for unlimited hop-on hop-off access - Stops include iconic attractions and hidden gems - Live and automated guided tour options available - Convenient shuttle bus for easy transportation between stops

Walk in the footsteps of America’s revolutionaries with our immersive Boston Freedom Trail audio tour! Unlike crowded tours, this guide brings history to life at your pace, letting you explore iconic sites like Paul Revere’s House, the Old North Church, and Boston Common while uncovering hidden stories and bold personalities that shaped the nation. Hear expert insights, stop and start anytime, and skip the pricey tour guides—just download, plug in, and let history unfold in your ears. Join thousands of travelers who’ve rediscovered Boston’s past like never before—start your journey today! *Download the Shaka Guide app to access the purchased tours*