Top Massachusetts How to Get Around in 2026

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.

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.

Spend a fascinating day diving deep into the history of Lexington and Concord, and learn all about the role this part of the world had to play in the American Revolution from a local history expert. You’ll travel in a comfortable, air-conditioned vehicle to see Harvard University, Lexington Battle Green, Louisa May Alcott's Orchard House, and enjoy included admission to the Concord Museum with bottled water provided.

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.

If you’re having trouble choosing a fun walking tour of Salem, with this “double trouble” pass you don’t need to. You’ll get access to two walks: the Wandering Witches tour and the Salem’s Spooky Specters tour. You’ll learn all about Salem’s dramatic history on the witches tour, then continue the theme after dark, listening to scary ghost tales at some of the city’s spookiest spots.

Fans of Boston-based TV shows and movies will love this walking tour of Boston Common and Beacon Hill. Step inside the bar where ‘Cheers’ was made famous and see more than 30 filming locations for popular flicks such as ‘Good Will Hunting.’ A local actor serves as your guide and entertains with fun facts about Boston highlights.

Discover delicious, historic Salem, MA with our top-rated Morning Walks! Like a personal concierge, our Morning Walk is a history walk that gives a great overview of Salem's history, including our illustrious spice trade history, as well as information on Salem's thriving cultural and culinary scene. When we're finished you'll have great tips for dining, shopping and exploring while in Salem. Highly recommend taking our Walk as early in your Salem trip as possible! Details: our Morning Walks begin in the downtown area with a fresh baked locally made breakfast treat, i.e. Chocolate Croissant. You'll also receive info on a 10% discount code for coffee or tea prior to tour. PLEASE CHECK MESSAGES IN THIS 3RD PARTY APP FOR THAT INFO. We'll then walk and learn about key points of interest. We end in the waterfront area with a spice tasting. If you are looking for our Food Tours (tasting tours in the afternoon), please visit our website. Dietary issues or private groups, please email us.

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.

Explore Newport in a single day without planning or driving from Boston. This small-group tour includes pre-booked mansion admissions, guided transport with hotel pickup, and free time in the historic waterfront district to help you use your time efficiently. Visit iconic mansions, enjoy a scenic coastal walk, and discover additional historic landmarks along the way. With logistics handled in advance, you can focus on architecture, scenery, and independent exploring.

Experience the Black Heritage Trail and get to know more about Civil War-era Boston on this small-group walking tour. In the company of a guide, head out into Beacon Hill and hear stories about the Underground Railroad, Boston Brahmins, and other historical facts. Enjoy a focus particularly on the Civil War years.

Discover a spooky side of Boston that most tours never show you on this small-group ghost tour. Learn about the specters that haunt some of the city’s most popular landmarks, listen to stories of legendary murders, attempt to catch a glimpse of the ghouls that haunt the Omni Parker House, and much more.

Explore where the Mayflower landed in Plymouth with this private self-guided historical walking tour. Download the app for lifetime access to the route and commentary—great for any return trips. Follow the live GPS map, audio, images, and text to sights like Plymouth Rock and Massasoit Statue, and learn the history as you walk at your own pace.

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.

Leave Boston behind and set out on a full-day journey to Martha's Vineyard, one of New England's most beloved islands. This experience blends a scenic ferry crossing, historic seaside villages, and the laid-back charm of island life. Board the Island Queen ferry in Falmouth and cruise across Nantucket Sound to Oak Bluffs, where colorful gingerbread cottages surround the historic Tabernacle at the Martha's Vineyard Camp Meeting Association. Enjoy time to explore the island's most iconic spots, with an optional sightseeing bus tour covering the Flying Horses Carousel, the refined harbor town of Edgartown, Gay Head Light atop the dramatic Aquinnah cliffs, and Nobska Point Lighthouse. Return via the Steamship Authority ferry from Woods Hole, rounding out a full day of coastal views, ocean breezes, and authentic New England island character.

Join us for our Secrets of Salem Dark History tour--right in the heart of Witch City! You might be surprised to learn that Salem has a name that contradicts its image. The colonists chose the name Salem, which is the Hebrew word for peace, for the town in the seventeenth century. Salem, Massachusetts, was a significant American colonial town and a seaside hamlet with a maritime history. It exhibits many of the characteristics we identify with those early settlers, such as a Puritan work ethic, devotion to education, strong links to the community, and a hardiness to weather the rigors of a coastal winter. Of course, Salem is inextricably associated to witches and the 1692 witch trials. Join our Salem History Experience and discover everything there is to know about Salem, the witch trials, and beyond.

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.

Historically, Salem isn't known for positive outcomes from chatter, but that's just because there's never been a mouth like Lucinda Lipol's to do the job! While in The Witch City, suppress the urge to buy a tour peddling in shudders and gasps. You can just stay home and turn on Fox News for that. Instead, try having an hour of laughs with Lucinda as she wickedly pokes apart the history of Salem and leaves you wondering if the town will put her to the stake before your next visit. Some say she already has quite the flaming nature. Please understand that due to Lucinda's radically limber mouth, this tour is for ADULTS ONLY and proof of age is required.

Immerse yourself in the ghostly mysteries of Boston’s historic streets. History, heroism, and horror surround you on this walking tour of Boston’s strangest sites. You will see Boston Common through a new lens and explore the sites of pivotal moments in America’s birth while listening to tales of death both heroic and senseless.

Immerse yourself in the autumn season while exploring beautiful Boston Harbor on a relaxing sightseeing cruise. Step aboard the Northern Lights vessel and catch spectacular views of colorful seasonal foliage on the Boston Harbor Islands. Then, enjoy a delicious gourmet lunch and sip a hot cider.

See a different side of Boston on this unconventional walking tour that details the city’s notorious crime and mob history. Led by a local, you’ll stop at places like the South Boston waterfront, the Boston Massacre Site, and Rachel Revere Square, along with lesser-known locations that many locals don’t even know about. Listen to true stories about the mob and serial killers that bring the city’s crime-ridden past to life.

Discover the stories behind historic Boston sites on a self-guided tour of downtown, and enjoy the flexibility to experience the city on your own schedule. Booking this tour means access to audio guides that never expire, so you can explore as much—or as little—as you want at a time. The included GPS-enabled app gives turn-by-turn directions as expert tour guides narrate revolutionary history and more.

You will go to the best local pizza and cannoli spots, stop by authentic Italian shops and you’ll even get a chance to have a picnic in the Prado to eat the tasty treats you picked up while hearing the story of Prince Pasta. Go at your own pace and schedule, the tour is a smart phone navigated tour on the WalknTours app, meaning you can go anytime. Don’t miss out on our local food and history tour experience that will take you to the most authentic spots in the North End. Along the way you'll hear the history of the North End, the story of its immigrants, Pizza, Cannoli’s and more. Take note: Most shops are open longer hours, but Galleria Umberto is ONLY open for Lunch, from 10:30 to 2:30, and they close often. Please check their schedule. You don’t want to miss this local experience. It starts at Galleria Umberto.

Taste your way through the heart of Cape Cod on a relaxed, flavor-packed food tour through Chatham’s most iconic streets and hidden gems. Led by a local expert, this 3-hour walking tour features multiple tasting stops with hand-picked seasonal bites from beloved local spots. It’s a delicious way to explore the area, whether it’s your first visit or your summer tradition. Along the way, hear the stories behind the food—tales of tradition, local legends, and the people who make Chatham so special.

See more of Martha’s Vineyard without planning routes or navigating on your own on this all-island bus tour. Multiple scheduled stops let you step off to explore, take photos, and browse key areas, while onboard screens provide historical context for what you’re seeing. With guided narration and built-in free time, the tour balances orientation, learning, and independent exploration in one efficient experience.