Top Massachusetts Tours, Sightseeing & Cruises - page 2

Relive one of the most important events leading up to the American Revolution and learn about a side of the story most tourists miss on this guided tour of the Boston Tea Party Ships and Museum. Explore authentically restored tea ships with the help of a guide as you get their insights into this pivotal event, and throw some of your own tea into Boston Harbor. It's an ideal experience for American history buffs, tourists, and locals alike.

Explore the best of Boston at your own pace on a hop-on hop-off trolley tour of the city. Choose from a 1- or 2-day pass and see Boston’s top attractions, including the USS Constitution, the original bar from TV show “Cheers,” and the Faneuil Hall Marketplace, to name a few. The pass includes discounted admission to the Boston Tea Party Ships and Museum, to enjoy during or after the tour.

This murder and mystery walking tour of Salem is a great option for travelers who want a break from hearing exclusively about the history of the Salem witch trials. Mix things up by listening to tales of grisly murders and sinister ghost sightings as your guide leads you to the spookiest sights in Salem. This tour is suitable for teens and adults, but not for under-13s.

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.

Get bewitched in Salem on a walking tour of the real-life filming locations featured in the hit 1993 film *Hocus Pocus* starring Better Midler, Sarah Jessica Parker, and Kathy Najimy. Fans will recognize places such as Pioneer Village and the Dennison House, plus there's plenty of local insight about Salem's infamous witch trials, maritime history, and other interesting trivia along the way.

Set sail at along the Massachusetts' North Shore, during your visit to Salem. Board the historic schooner yacht What and If and drift along the coastline, taking in the sights of Salem. Relax on the deck or take a turn at the wheel of this beautifully restored classic sailing yacht, which was built in 1939 by General George Patton. Soft drinks and bottled water are provided, and a cash bar is available on board.

Learn all about Salem's dark history and the witch trials at your own pace with this private, self-guided audio tour. Start and complete the tour whenever it suits you, enjoying offline capability, planning tools, scenic stops, and local stories that play automatically via your phone’s GPS. Includes a full itinerary, tips, photos, and videos. Lifetime access lets you use the tour anytime, on any trip.

Cover the highlights of the Freedom Trail on this walking tour of Downtown Boston. A shorter route leading between Boston Common and Faneuil Hall Marketplace is ideal for travelers who don’t have the time or inclination to cover the full extended route. A costumed guide adds a theatrical touch to the experience.

Experience Boston’s history on a non-stop trolley tour that traces the city’s role in the American Revolution and early United States history. This guided overview provides context on key events, ideas, and figures that shaped the nation, while helping you understand how Boston’s neighborhoods and landmarks fit together. The format offers a time-efficient city introduction without the physical demands of a long walking tour.

The tryals have left a footprint on Salem, and the world, that still echo 334 years later. Join us on our 90min walking tour as we visit historic locations and lay the groundwork to explore and unpack what happened in Salem in 1692. Shedding light on how a community driven by fear and led by religious ideology and zealotus extremism, executed 20 innocent people. We invite you to be part of our story and Uncover the true history of Salem. -All tour guides are licensed by the City of Salem and are professional storytellers .

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.

Walk Salem's most haunted streets and uncover the fascinating true story of the 1692 witch trials — told the way only a lifelong local of old Salem can tell it. Named one of the best Salem walking tours by TripAdvisor in the Top 10 Salem Walking Tours of 2026. Enjoy Hocus Pocus stops, thrilling ghost stories - then be surprised along the way by Salem's lesser known history, and the question nobody thinks to ask: Why are there no Sheriffs in Salem anymore? Enter Salem's stunning McIntire District with Revolutionary War, maritime, and pirate tales woven throughout. This is a historical tour enriched with some beloved ghost stories. Dining, shopping and exploring recommendations on request. Perfect for families, couples, day trips from Boston, solo travelers, haunted history tours, friends, bachelorette parties, bridal parties, and curious kids. This tour is guided in English only. Our meeting point: East India Fountain, 158 Essex St, Salem MA 01970. About 2 hrs. Outdoors only, no entry.

It can be tough for visitors to know the best venues to experience Boston’s rich Italian culinary culture. On this guided food tour, head to the North End of Boston and learn about the region’s Italian immigrant history, which is kept alive today through the eateries serving pizza, pasta, arancini, meats, cheeses, cannoli, espresso, and more. Visit both historic institutions and under-the-radar spots to meet the people and traditions behind the food.

Discover the thrilling history of Boston on this immersive walking tour of the Freedom Trail. Hear tales of Redcoats, smugglers, riots, and midnight riders while reliving the American Revolution as you explore all 16 official sites of the trail. Learn about Boston’s leadership in abolition, women’s rights, education, and immigration over its 400-year history. Explore downtown Boston, hearing stories of legendary figures such as Paul Revere, John Hancock, and lesser-known pioneers and patriots.

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!

For anyone thinking of attending Harvard, or for those who simply want a glimpse of college life at the famous university, this tour is a must. Get an exclusive account from current Harvard students, who provide key insights into the life and times at Cambridge with a theatrical, humorous flair. Check out the old buildings at Harvard Yard and Harvard Square and learn about the school’s storied past. Illustrated map of Harvard Square included. Choose from several departure times throughout the day.

Enjoy unparalleled views of the Boston Harbor from the water during this 90-minute sightseeing cruise. Set sail aboard a classic tall-ship schooner. Enjoy plenty of time to ask the captain and crew about local landmarks and Boston’s history. You'll also have plenty of time to relax. Soft drinks and alcoholic beverages are available to purchase, including several beers brewed right in South Boston.

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.

While Boston is home to lots of different food tours, not many let you eat like a local on a trip around an Italian neighborhood filled with mom-and-pop shops. On this half-day guided culinary tour, enjoy rich coffee, cheesy pizza, loaded Italian subs, and much more as you explore Boston’s North End.

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.

Discover a whole new side of baseball history with the help of a guide on this tour of Fenway Park, one of baseball’s most beloved stadiums. Revisit the careers of Red Sox greats like Ted Williams, Babe Ruth, and Carl Yastrzemski, celebrate the club’s numerous World Series titles, and tour famous stadium locales like the ‘Green Monster,’ ‘Pesky’s Pole,’ and the Fenway Park Living Museum. It’s ideal for baseball fans, be they locals or tourists.

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.

Explore the best of Boston on this hop-on hop-off trolley tour. Board at one of the stops, then hop off wherever you like, explore independently, and get back onto the trolley when you’re ready. Alternatively, ride the 2-hour loop in one go, listening to the informative commentary. Tickets are valid for one or two days, and while admission tickets aren’t included, enjoy discounts to some top Boston attractions.

Experience 400 years of history in just a few hours with this award-winning guided walking tour of America’s spookiest city: Salem. This tour takes you on an in-depth exploration of downtown, stopping at more than 12 historically significant locations to delve into the infamous Witch Trials. Local guides tell the stories of Salem’s witchy past with an entertaining mix of history, legend, and pop culture.