All Massachusetts Tours & Excursions in 2026 - page 4

Go behind the scenes of Boston’s iconic seafood scene with a local guide on a tour that helps you explore the city like a local. Explore the oldest working fish pier in the US, visit family-run seafood shacks, and enjoy tastings of lobster rolls and clam chowder. Plus, learn about sustainable practices and Boston Harbor’s remarkable transformation.

Sample some of the tastiest bites that Boston’s North End has to offer—and enjoy a first-hand introduction to the area’s Italian heritage. Choose between our 3-hour or dynamic 2-hour express tour, and bring your appetite: Follow your guide to top-rated local businesses, and try everything from clam chowder and lobster rolls to cannoli. At the end, enjoy a secret dish revealed only on the day of the tour.

Enjoy views of beautiful Boston with this 90-minute sunset cruise. Watch the sun sink over the sparkling water as your guides point out the USS Constitution and other historic sights. Once the sun goes down, you’ll have a chance to see the city skyline illuminated. There is a full bar on every boat, with snacks and other beverages available for purchase.

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.

The Salem Witch Trials was a period in history that is easily misunderstood. On this walking tour of Salem, follow your guide to main sites such as the witchcraft memorial and courthouse, as you listen to true tales of paranormal activity, centuries-old murder & astounding history. Plus, this Salem walking tour starts in the late afternoon leaving you plenty of time to fill up the rest of your day with activities.

Delve into Salem’s past beyond the notorious witch trials on a walking tour that ties four centuries of history into the context of this modern Massachusetts town. Stop at important landmarks in the historic center and learn about Salem's seaport origins, early colonial culture, and illustrious former residents from a guide who knows all the details.

Enjoy an alternative night out in Boston on a dinner cruise on Boston Harbor, with an all-you-can-eat buffet meal with live entertainment and dancing. Watch the sunset, then admire the view of the illuminated Boston skyline at night or head to the dance floor for music and fun inside the ship’s nightclub. Bring that special someone or a whole group of friends for a night to remember.

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.

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!

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.

See the landmarks and highlights of Boston from the water on this sightseeing cruise in Boston Harbor aboard a 1920s-style yacht. Snap photos and enjoy a unique perspective of the harbor, very different than a typical walking or driving tour through Boston. Highlights include the USS Constitution, Bunker Hill Monument, Old North Church, and the USS Cassin Young.

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.

Step back in time on a private day trip from Boston to historic Salem, where colonial history, maritime heritage, and the legacy of the 1692 witch trials come together. Travel comfortably with your English-speaking Welcome Driver, who will share local stories and historical insights along the way. Visit the Salem Witch Trials Memorial, explore the Salem Historic District and Salem Witch Museum Area, then enjoy free time to browse shops and soak up the town's unique atmosphere. Continue to The House of the Seven Gables, followed by the Salem Maritime National Historic Site and Derby Wharf, where Salem's seafaring past comes to life. End your visit at Pickering Wharf, a charming waterfront area with harbor views, before relaxing on your return drive to Boston. Enjoy a flexible itinerary and the comfort of private transportation throughout the day.

Explore Boston’s North End through its food on a guided walking tour that blends local history with tastings at long-established eateries. This experience offers insight into the neighborhood’s Italian-American roots while helping you navigate its most respected food spots without guesswork. With curated stops and storytelling throughout, it’s an efficient way to understand the area’s culture, avoid tourist traps, and sample classic flavors in a short time.

Explore Boston on a trolley tour that’s timed to catch sunset over the Charles River. Many Boston sites are illuminated—and uncrowded—at night, making this an ideal time to explore Boston Harbor, Cambridge, the Public Garden, and more. Live narration from an experienced guide showcases the stories and culture behind each place you visit, from stylish seaside neighborhoods to revolutionary war–era landmarks.

Combine horror stories and booze on this haunted small-group pub crawl through Boston. Hear stories about spooky occasions and haunted history in Boston’s past from your guide and hop from pub to pub along the way. Take time to learn about Boston’s architecture and explore four different local bars in the city.

What a way to celebrate the weekend! Enjoy a lovely two hour sail on Boston Harbor with unbeatable views of the city. Your ticket includes complimentary coffee and fresh-baked pastries from the incomparable Flour Bakery + Cafe. Feel free to bring your own food along if you prefer, but please no outside beverages and no coolers. Mimosas are $5 all morning! We also have our full drink menu available including local craft beers, cocktails, wine, soda, juice, and water. We accept Apple Pay, credit cards, or cash onboard.

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.

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.

This half day private car tour is a perfect way to visit the Revolutionary War towns of Lexington and Concord and see the site where the "shot heard round the world" was fired. We'll take the same route as Paul Revere, stopping at the most significant sites along the way to give a detailed account of what and how things unfolded in April 1775. The travel time from Boston to these towns is 45 minutes each way and you'll be in one of our comfortable private vehicles with an experienced, knowledgeable and licensed tour guide.

See all Boston's most important sights in a six hours, private, guided city tour, in a comfortable vehicle. If you value, time, privacy, comfort and would like to have a good overview of the city of Boston, Lexington and Concord at your own convenience and pace, we are the right choice for you. We will drive by or stop and wait at the sights you are most interested in. Our tour is totally customizable and our priority is to please you, not keep a schedule.

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.

Cover some of Boston’s top historical sights on this guided Freedom Trail walking tour. Discover 11 locations in the attraction-packed Boston Common, including the graves of Paul Revere and Samuel Adams. Listen to entertaining, informative stories along the way, as you cover the history of the infamous Boston Tea Party and Boston Massacre.

Start the day in Little Italy, with traditional cannoli and espresso at the oldest Italian café in Boston. Proceed through the historic "Little Italy" neighborhood to learn about Boston's history! Listen to stories about the neighborhood's ties to the American Revolution such as the ride of Paul Revere. Try traditional sandwiches from an Italian Salumeria. Drive through Boston's historical downtown while learning about the city's colorful past. Walk through Beacon Hill, Boston's most prestigious neighborhood. Visit Boston Common, the oldest public park in America. Stop at a local seafood chain for lobster rolls and New England clam chowder. Take a drive through Back Bay, Boston's man-made neighborhood lined with 19th century Victorian houses. Take a quick drive through Cambridge for stunning views of Boston and MIT. End the tour with seeing the stunning Copley Library! Be sure to come hungry! The tour includes pick-up and drop-off anywhere in the Boston area (up to 6 people).