Top Massachusetts Day Trips

New England is renowned for having some of the most beautiful fall foliage in the country—and this seamless, full-day tour from Boston makes it easy to discover the region’s vibrant scenery. Following morning pickup from your Boston hotel, travel to New Hampshire’s White Mountains, and stop for photography breaks along the Kancamagus Highway. Following lunch in charming North Conway (own expense), continue the seasonal sightseeing as you journey to the storied Mount Washington Hotel. At the end of the day, return to your Boston hotel.

Discover historic New England as you explore two iconic Massachusetts destinations on this full-day tour from Boston. Travel through Quincy, MA, the birthplace of two U.S. Presidents, and journey along the state's South Shore coastal area on route to Plymouth. Explore the 400-year-old town's harbor, enjoy lunch (own expense), view Plymouth Rock, and tour Plimoth Plantation. You'll also board the Mayflower II and learn the fascinating history of the Pilgrim's.

Visit Martha’s Vineyard on a day trip from Boston to experience the island beauty without the hassle of booking ground and ferry transport. From hotel pickup and drop-off to included ferry tickets, snacks, water, and sightseeing maps, this Martha’s Vineyard excursion is designed for maximum time exploring, with the option to upgrade and include a guided tour of the entire island aboard a high-top, small-group van and explore all six towns on the island, indulge in lunch, and spend more time learning about scenic New England.

Salem, Massachusetts: a quaint, sleepy, Puritan settlement where nothing exciting happened...until peculiar things began to frighten the otherwise quiet community, and the fear of witches among them drove the village to its breaking point. Known for the infamous 1692 Witch Trials, Salem offers the unique opportunity to dive into the true history of what actually happened in the very setting where these stories took place. Visit eight significant sites and learn what drove reasonable townsfolk to utter hysteria on this perfectly planned day trip from Boston.

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.

Escape the hustle of the city and get away to the tranquility of Newport, Rhode Island, on a guided, small-group day tour from Boston. This quaint coastal town, known as America’s First Resort, is the perfect getaway and just 70 miles south of Beantown. Explore the Breakers mansion, the most grandiose of Newport’s summer mansions. Visit attractions like the Ocean Drive Historic District, the St Mary’s Church complex and the U.S. Naval War College, among others. Hotel pickup and drop-off plus a snack, guidebook and discount offer card are included.

Visit Martha's Vineyard highlights on a 3 hour, small group tour from the Statute across Oak Bluffs Ferry Terminal. You’ll make the most of your time on the island as you check out Oak Bluffs, Edgartown, and the Aquinnah Cliffs, learning stories about island history and cultures along the way. This Martha’s Vineyard tour is limited to 14 people for personal service from the local guide, and it includes two 15 minute breaks to explore Menemsha and the Aquinnah Cliffs.

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.

Spend a day away from Boston and experience southern Maine's picture-perfect coastline without transportation headaches and the benefit of a guide to provide insights and history on the region you'd miss otherwise. Drink in the ocean views as you head north to the Nubble Light lighthouse and Ogunquit's Marginal Way before visiting idyllic Kennebunkport. Here, enjoy a narrated trolley tour and time to shop and eat (own expense) before your return trip. Hotel pickup and drop-off are included for ease.

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.

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 the New Hampshire and Maine coasts, plus the highlights of Kennebunkport, all in one day: this private, full-day tour from Boston makes exploring easy. Meet your guide in the morning at your departure point, and hop aboard your private van. You'll stop in the historic town of Portsmouth, will discover the Cape Neddick Nubble Lighthouse, can tour the President Bush Compound at Kennebunkport, and upgrade to add on a lobster 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.

Small group tour limited to six guests where you will learn the amazing origins of everyday things. Enjoy the stories of the great places where liberty was born, told by an amazing guide and driver who really knows his stuff. Stewie will lead you through the interior of Old Ironsides, the battleground and museum at The Battle of Bunker Hill and the incredible history of Harvard while amazing you with information about Boston that most Bostonians don't even know.. We provide better service because unlike big chains, we are local and depend on our guests' satisfaction.

Spend a day tracing America's Revolutionary story and wider past in Boston, Lexington and Concord without the inconveniences of self-drive, buses and crowds on this private minivan tour. Sit back and view the sights as your driver-guide recounts facts and snippets you may not hear otherwise. Highlights include Boston's Paul Revere's House and Tea Party ships, plus Lexington's landmarks and Concord's gems, including the home of 19th-century 'Little Women' author, Louisa May Alcott. Hotel pickup and drop-off complete your trip.

There’s no need to worry about sore feet, buses, driving or missing views on this small-group Boston tour and cruise. Board an air-conditioned minivan and enjoy the driver-guide’s commentary as you see Harvard University, the USS Constitution and more. Visit the Bunker Hill Monument and Quincy Market and finish with a relaxing harbor cruise to admire Boston’s skyline and Tea Party site. With numbers limited to seven and hotel pickup and drop-off included, the tour can’t help but feel personalized.

Maine's lighthouses, lobsters, and coastal scenery are just a day trip away from Boston, and this private, full-day excursion explores highlights of the state's southern coast. You can enjoy the view as a driver takes care of the details: try a traditional Maine lobster bake, sample blueberry pie, see picture-perfect Nubble Lighthouse, or shop the Kittery Premium Outlets. Trips are priced per-vehicle for up to six people, with your choice of a comfortable sedan or SUV.

Visit Newport, Rhode Island and its historic mansions on a private full-day tour from Boston. Relax in a deluxe vehicle with your own private driver who takes you to the elegant mansions that overlook the Atlantic Ocean. You can tour the mansions (own expense), stroll around the grounds and the Cliff Walk, and have lunch in Newport, where many restaurants serve up fresh seafood and more.

Experience the beauty of Autumn in New England on this Amazing Fall Foliage and History Tour from Boston. This trip will include a touch of American History as we stop in both Lexington and Concord. These are both beautiful New England towns that are rich in the history of our Nation's independence. We will make brief stops in each town for photo ops. We will then continue through quintessential small New England towns while on the way to Old Sturbridge Village. Once at Old Sturbridge Village, you will have 3 hours to explore this living museum which recreates a rural New England town in the early 1800's. You will see beautiful Fall Foliage in the Villages country setting. Enjoy this one of a kind trip which brings together, not only the area's rich history but also the area's Autumn beauty. Book your trip today!

This private full-day tour will take you through every highlight Boston and Cambridge! The tour will include sights such as the Old North Church, Paul Revere's house, Faneuil Hall, Boston Common, Beacon Hill, Bunker Hill Monument, USS Constitution, Harvard, MIT, Copley Square, Boston Public Library and so much more! The tour is a combination of walking and driving, and we are happy to make adjustments to any mobility level of our guests! Listen to stories about Boston's past, learning about the American Revolution and the city's duality of religious morals and corruption. View a packet of historical maps, photos, and dates during the tour to further immerse yourself in the stories you learn about! The tour takes a break in the middle for free time for lunch and souvenirs, with options including the oldest tavern in America, the oldest restaurant in America, an artisanal food & goods market with 20+ vendor options (chowder, lobster rolls, doughnuts, coffee, ice cream, etc), and more.

A full-day tour of Boston's history, culture, and food! Visit the historic North End and walk in the steps of Paul Revere. Stroll amongst the brownstones on streets lit by gas lamps in Beacon Hill, Boston's most prestigious neighborhood. Hear stories of corruption, rebellion, and treason. Visit America's oldest public park, and learn how Boston was first settled. Grab some chowdah at the oldest restaurant in the US!

This full day private tour is comprehensive enough for any history buff, but as interesting in other ways for non history nerds. It's a unique combination of the Revolutionary War sites in Boston and Cambridge that you won't have seen. Then onto Lexington and Concord to see the towns where the "shot heard round the world" was fired. We'll take the same route as Paul Revere, stopping at the most significant, and lesser known sites along the way giving a detailed account of events in April 1775. For those less interested in the details of the battles, there's the option to visit the home of Louisa May Alcott or just take some time to enjoy the pretty main street of Concord. The itinerary gives the list of sites we'll visit, but timings are flexible to let us spend time at the places you're most interested in. We'll also stop for lunch (not included in price of tour) and there's plenty of photo opportunities.

Discover the highlights of Boston with ease with a full-day private tour. Travel around in comfort in a private vehicle with a dedicated driver and official tour guide. See top attractions such as the Freedom Trail, Faneuil Hall, Boston Common, Beacon Hill, and several of Boston’s famous universities, or customize the itinerary to your interests.