Top Massachusetts Tours by Duration - page 4

Take a private day trip from Boston to the North Shore, combining coastal scenery with two of Massachusetts’ most distinctive historic sights. Enjoy door-to-door hotel pickup and flexible pacing that lets you explore without group constraints. Travel comfortably while your guide provides context on regional history, architecture, and folklore, with meaningful time for exploration and photos.

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.

If you really want to dive deep into Salem’s dark history, take a trio of fun and enlightening tours. Hear from a real practicing witch on the “Wandering Witches” tour, and follow the chilling timeline of the Salem Witch Trials on “Steps Through 1692.” Finally, finish after dark with “Salem's Spooky Spectres” — a spine-tingling walk through tales of murder and madness at the town's most haunted locations.

Enjoy the beauty of New England’s coastal towns on a private day trip from Boston, driving along the North Shore to Cape Ann, including Manchester-by-the-Sea, Gloucester, Salem and Rockport. Spend a day immersing yourself along Massachusetts’s coastline marked with idyllic towns and dotted with lighthouses.

Explore Boston’s history, culture, and culinary heritage on this private tour. Delve into the city’s pivotal role in America’s founding, stroll historic neighborhoods, and hear stories that tie past and present together. The private format ensures your day is paced to your interests while minimizing logistical hassles, giving you a meaningful and personalized overview of Boston.

Discover the best of Boston, without the rush of a large group, and see the sights that interest you most on this private tour. Board your vehicle along with your group and explore key landmarks in the comfort of an air-conditioned vehicle. See Harvard University, Fenway Park, the Boston Public Library, Beacon Hill, and much more while listening to commentary from your driver about Boston’s history.

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.

Explore the best of Boston's Freedom Trail—and get more out of the visit than you could if exploring on your own—on this guided walking tour that covers many of the city's most important sights. Wander cobblestone streets, check out the historic architecture, and learn about the colorful past of this dynamic destination. Stops include Faneuil Hall, King's Chapel, Boston Common, and more.

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.

Many travelers only scratch Boston’s surface and gain just a superficial take on its history. Connect with the city more deeply on a private tour which includes a chauffeur and official guide, so you get the full picture. View the Freedom Trail and check out Harvard University, Faneuil Hall, North End and more as your guide shares detail and secrets about them that many visitors gloss over. Comfortable private transport and a choice of start times provide extra convenience.

Discover some of Boston's most notable historic landmarks—and pair your sightseeing with a pizza crawl—on this time-saving, two-in-one walking tour. With just a guide and small group for company, stroll through the city’s oldest neighborhoods, including Little Italy on the North End. Walk along the Freedom Trail to sights including Paul Revere House and the USS Constitution, and head to local pizzerias for three full-size slices along the way.

Explore the city of Boston in comfort on this private driving tour that covers the main attractions and highlights. Perfect for those who are short on time but want to see the sites, this tour features a stop at the Freedom Trail, which includes Kings Chapel, Old South Meeting House, the Old State House, Paul Revere’s House, and Boston Common. Then, visit Bunker Hill and learn how the battle here impacted the Revolutionary War.

Maximize time in Boston with this private sightseeing tour focused on city history. Meet your guide in the morning and set out on a city stroll that includes top historic landmarks including Boston Common, Paul Revere’s House, and Faneuil Hall Marketplace. Learn about American history along the Freedom Trail and taste some of Boston’s best food during this full-day private tour.

Spend a full day exploring Manhattan from Boston with ease on this group tour. Depart early from Boston in a comfortable vehicle with a driver-guide and make your way down to New York City. Take time to visit One World Trade Center, the Statue of Liberty, and Times Square before returning to 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.

Travel back in time, to the early years of the United States of America, during this guided walking tour of Boston’s Freedom Trail and beyond. 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.

Home of the famous Samuel Adams and Lamplighter breweries, Boston has a thriving culture of microbreweries, distilleries, and cider houses. A brewery tour is one of the best ways to experience Boston’s beer scene, and on this half-day excursion you can taste award-winning beer and cider, learn about the history of each brewery, and explore the brewing process.

Explore Boston’s culinary delights on this guided small-group walking tour. With a local expert leading the way, sample apple cider doughnuts, ice cream, roasted nuts, and more at Boston Public Market and Haymarket Market (Fridays and Saturdays). Learn about the rich food heritage of historic Little Italy as you feast on Italian bread, taste fresh mozzarella at an old-school salumeria, and gobble up cannoli.

Explore elegant neighborhoods, historic streets, and American landmarks on a Boston walking tour from the Back Bay to Beacon Hill and downtown portions of the Freedom Trail. Learn about Boston’s history and culture as you stroll brownstone-lined avenues and walk the shady paths of the Boston Public Garden. Step into Boston’s Revolutionary history in the churches, cemeteries, and battlegrounds of the American struggle for independence.

New York City is a huge city, so it can be hard to know where to start exploring alone. Instead, get the help of a guide who knows the Big Apple’s secrets on this group guided day tour from Boston or New York City. Spend the whole day getting a well-rounded picture of New York, with the option to include a cruise to the Statue of Liberty or entry to the One World Trade Center Observatory.

Discover Boston’s fall beauty on this guided, 4-hour, small-group bike tour around the North End of the city. Explore the historic Emerald Necklace, a 1,100-acre chain of parks linked by parkways and waterways in Boston and Brookline. Visit the shaded boulevard on Commonwealth Avenue, the shores of Jamaica Pond, and the popular, winding paths of the Arnold Arboretum of Harvard University. Also, see the Rose Kennedy Greenway, Boston’s newest public park; the famous Charles River Esplanade; the Boston Common and Public Garden and much more.

Explore the cobblestone streets of Boston’s North End and taste your way through the neighborhood with this private food tour. Meet your guide for a half-day tour that includes some of the city’s best Italian food and go off-the-beaten-path to see where locals shop for quality ingredients. Learn about the neighborhood from a local guide while sampling its many flavors.

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!

Plymouth Colony comes to life in our recreation of early Plymouth, complete with timber-framed houses furnished with reproductions of the types of objects that the Pilgrims owned, aromatic kitchen gardens, and heritage breeds livestock. At The Patuxet Homesite, learn about the Indigenous heritage of the 17th-century lifeways of a culture that continues to thrive today. At the Craft Center, located in close proximity to the 17th-Century English Village, you will learn from a variety of skilled artisans and museum historians. Mayflower is an iconic symbol of freedom. Of the hundreds of ships that made the transatlantic crossing in the 1600s, she is the ship we remember. At our reproduction of the Plymouth Colonists’ original 1636 grain mill on Town Brook, take a fascinating look at the mill’s history and workings, from the 200-year-old millstones grinding corn to the ecology of the brook that has powered mills throughout the centuries.