Top Massachusetts Tours, Sightseeing & Cruises

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.

Learn about Salem’s mysterious past on this guided walking tour of the city. Follow your historian guide through Salem, listening to 400 years of history, and admire the old architecture that dates back to the early colonial period. Find out the truth about the 1692 Salem Witch Trial hysteria, which has influenced literature and pop culture. For a spookier experience, select the nighttime tour led by lantern light.

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.

Get the best chance of seeing whales off the coast of Gloucester, Massachusetts, by booking this half-day whale-watch cruise. Your experienced captain and crew know the whales’ feeding and swimming patterns and keep close tabs on where they’re hanging out. Spread out on the deck of the boat and enjoy being out in the open air while you find whales, then get ready to snap photos of breaching, spouts, and tail slaps.

See some of the top attractions in Boston from the waterfront on this narrated sightseeing cruise. Explore the world-famous Boston Harbor and see the city’s historic sites while listening to live commentary on board, from tales of the Revolutionary War to local legends. While you cruise, enjoy views of the city skyline as well as the Boston Harbor Islands, USS Constitution (“Old Ironsides”), and the Bunker Hill Monument.

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 boat in Boston that gets to and from the whales in the least amount of time possible. Look out for 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.

See all six beautiful towns of Martha’s Vineyard while learning more about their history, architecture and celebrity connections. This whistle-stop tour is an ideal introduction for first-time visitors–or equally a great way for those who usually stay in one place to see more. Key highlights include the whaling captain’s homes, Menemsha seaport, and Edgartown harbor, where the 1975 movie Jaws was filmed.

Uncover the dark past and mysterious legends of Salem on this haunted history walking tour. Expert historians and paranormal investigators help separate fact from fiction while retelling the events of the 1692 witch trials and leading you through Salem’s most notorious sites. Escape the gimmicks and delve into authentic tales of voodoo, witchcraft, vampires, and ghost sightings that have left their mark on the infamous New England town.

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.

Looking for a Salem experience that’s fun for kids without being too scary? This slightly spooky walking tour is designed for kids ages 6 and up, blending intriguing true tales from Salem’s past with mild ghost stories. Follow a quiet, picturesque route just off the busy downtown streets—perfect for avoiding the crowds—before ending at The Witch House., established in 1655.

Take a deep dive into the history of the American Revolution on this walking tour of Boston. Your historian guide will focus on the years between 1760 and 1775, a tumultuous time with plenty to talk about. Stroll the Freedom Trail and ask your guide questions along the way to learn things most tourists miss.

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 .

Learn the true history of the Salem Witch Trials and visit the key locations from this dark chapter in American history with this themed walking tour. Hear about the accusers and the accused as you take in the Salem Witch Trials Memorial, Burying Point, and other landmarks tied to this 17th-century scandal. Plus, visit the city’s most notorious haunted spots, filming locations for the movie “Hocus Pocus”, and other must-see local attractions.

Discover Boston’s rich past and vibrant present on this small-group (or private) walking tour—a relaxed and informative way to get your bearings if visiting the city for the first time. Gain valuable insight from local guide as you explore spots such as Boston Harbor, Faneuil Hall, Beacon Hill, and the Public Garden. As you wander, learn about the city’s Revolutionary roots, architectural gems, and cultural evolution—and get an understanding of what life is like for modern-day residents.

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 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.

Visit Martha's Vineyard highlights on this half-day, small-group tour from Oak Bluffs. 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 a 15-minute break to explore the Aquinnah Cliffs.

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.

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.

When night falls across Salem, it's the perfect time to explore the city’s spooky and sinister past on a haunted history tour. On this top-rated walk through one of America's most haunted places, follow a guide who is deep-rooted in the town's history and paranormal activities. Walk along lamplit streets while listening to legends and true tales of witchcraft, murder, mayhem, and more. Visit sites related to the infamous 17th-century Salem Witch Trials, and hear about the ghostly spirits said to still rattle through the town’s historic homes and graveyards.

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.

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.

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).