All Massachusetts Tours & Excursions in 2026 - page 3

Spend two hours sailing on the Boston Harbor as the sun goes down, taking in the sights of the city skyline. Your captain will set sail and take you on a smooth cruise along the waterfront in a comfortable schooner, with a friendly and informative crew who’s happy to help you have the best possible experience while you’re on the water.

Make exploring beyond Boston city limits seamless—and discover the history and highlights of Newport, Rhode Island, long a summer retreat for the city's upper crust—on this full-day tour from Boston. Visit the Breakers Mansion (owned by the Vanderbilts) and the Marble House (a "Great Gatsby" filming location), and go for a bus tour of Newport's other highlights before enjoying free time for some independent sightseeing.

When tracing the roots of American independence, the city of Boston is one of the most important epicenters in the country’s history. The Freedom Trail runs through downtown to Charlestown, taking you on a literal walk through the events that inspired and instigated the American Revolution. Join a local guide for a tour of the entire 2.8 mile (4km) trail which includes visits to Bunker Hill and the USS Constitution so you can hear the full historical tale.

Boston is heaven for seafood lovers, thanks to iconic dishes such as lobster roll and clam chowder. On this walking tour, dive into the city's seafood delights punctuated with peeks at its colonial and revolutionary history—all with a guide for foodie insights and tips. Enjoy lobster roll and chowder, see Freedom Trail sites, roam the harborfront, and finish with a sweet treat in the North End.

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.

See Boston Harbor’s sights from the water on this day sail aboard a replica of a pilot schooner. Step aboard the boat and sail off through the harbor, bound for Spectacle Island, Fort Independence, Castle Island, and Long Island. Snap photos of Boston's coast from the water and feel free to ask the captain or crew questions about the passing landmarks.

Uniquely nestled in the city of Boston is Fenway Park, dubbed 'America's Most Beloved Ballpark'. It is a place where dreams are made, traditions are celebrated and baseball is forever. See the home of Red Sox Legends, Williams, Yaz, Fisk, and Rice. Be part of the pre-game excitement!  Visit Pesky's Pole and sit atop the world-famous Green Monster which stands 37 feet 2 inches high overlooking left field. Experienced tour guides will provide a thrilling walking tour of Fenway Park before the day's game. All areas are subject to availability and weather.

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.

Glide through over 400 years of Boston history on Wander Boston's award-winning immersive historic e-bike tour. Lead by an expert guide who will provide live narration throughout the experience- your tour will cover over 200 points of interest over 8 uniquely-Boston neighborhoods. You'll never miss a moment of Massachusetts history as your helmet serves as a built-in audio device to stay connected to your guide. Unlike other fleets- your all e-bike tour allows guests to choose when and how they would like assistance during their trip- whether you're hoping to sweat off your last lobster roll or you want an easy breezy e-bike adventure- the choice is yours. Starting in the heart of Downtown Boston allows you to spend less time getting to us and more time on tour- from Faneuil Hall to Fenway, Cambridge to the Common- Wander Boston's historic electric bike tour covers the most ground while keeping more money in your pocket!

Learn about Boston’s revolutionary history on a walking tour that emphasizes good storytelling. Enjoy personalized attention from your guide in your small group as you walk a curated route that includes the Freedom Trail. Visit well-known sites as well as more local places and develop an understanding of modern Boston along with its history.

Travel back in time to colonial New England on a historic walking tour. 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 on this tour that covers approximately 1.2 miles (two kilometers).

400 years of history come alive in one of America's best award-winning historical walking tours! Join your guide: Salem native Jobian Day on an informative and entertaining adventure through downtown with a compelling and comprehensive retelling of the events in 1692 - while putting this notorious but often misunderstood event in the context of it's place in colonial and contemporary American history. Along the way, you will see locations where these events occurred as well as modern attractions and local recommendations- giving you not only a better knowledge of Salem's history- but the information to better navigate and enjoy your visit to the Witch City. Join us today on the tour that has delighted thousands- now in its third season in our new home at Wicked Awesome Tours!

Get the true Boston experience with your 2-hour Segway tour! Starting with the same route as your 1-hour tour before gliding your way through the Longfellow Bridge and into Cambridge where the magnificent Boston skyline can be seen in all its beauty. From the sparkling river to the tall buildings stretching into the sky, the view is breathtaking and a memory that will last a lifetime! You will then loop back through Beacon Hill and back through Downtown Boston. Sites of the Freedom Trail that you see in the 2-hour tour include all of those in the 1-hour in addition to the Boston Common, King's Chapel, Boston Latin & Benjamin Franklin Statue, Old South Meeting House, New State House, and the Corner Bookstore. You will also get to see the most photographed street in America - Acorn Street and so much more! The 2-hour tour is truly a very comprehensive and exciting tour of the city and it's most important landmarks from both past and present.

Experience Boston Harbor on a sunset cruise aboard a historic tall ship. Depart from Fan Pier Marina on the 67-foot Liberty Star enjoy views of the outer harbor, Fort Independence, East Boston, the Charlestown Navy Yard, and beyond. Relax and let the crew handle the sails or jump in the action and a grab a line on this fun and affordable outing.

Explore Boston at your own pace with this hop-on hop-off trolley tour. Visit landmarks like Faneuil Hall, the Boston Tea Party Ships and Museum, and the Prudential Center, while enjoying insights from engaging guides. With flexible routes, discounted attraction admissions, and trolleys departing regularly, this tour is the perfect way to experience Boston’s history and charm.

Eat your way through Boston’s North End and learn about its history with this small-group tour. Explore the neighborhood’s Italian heritage in the company of a guide and stroll through the area’s scenic streets. Enjoy a local lunch at a North End eatery and hear stories about the neighborhood’s past.

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.

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.

Make your very own witch's broom in Salem in this unique, small-group workshop that offers a sense of place. Whether for your home, as souvenir, or to ward off evil, you’ll choose your materials and receive clear instructions to craft your custom broom. Flex your creativity as you choose your handle, broomcorn, ribbons, trinkets, and other decorations to personalize this one-of-a-kind gift from Salem.

End a day in Boston the right way with a sunset sightseeing cruise on Boston Harbor. See all of the harbor’s historic attractions as well as the city’s modern skyline, and witness the USS Constitution’s traditional sunset ritual: a ceremonial firing of the cannon of the oldest commissioned sailing ship in the US, and a lowering of her flag, signaling the end of the day.

See Boston from a whole new angle aboard a Boston Harbor evening cruise. Watch the sunset from the water, and glide out to the Old North Church and Historic Site, the Charlestown Navy Yard, the USS Cassin Young, and more. As a bonus, listen to the cannon fire of the USS Constitution, which marks the sunset each night, and sip a cocktail (own expense) from the onboard bar as you relax and enjoy the views.

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.

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.

Combine two attractions Boston has to offer—delicious food and rich history—on this walking tour that starts in the popular North End and continues along the Freedom Trail. Taste fresh bread, pizza, and a classic Italian deli sandwich at local stops in this historic Italian neighborhood. Then, walk the Freedom Trail to learn about the American Revolution, all while enjoying scenic views of Boston Harbor and the Rose Kennedy Greenway. Explore the charming architecture of Beacon Hill and experience the city's blend of old and new.