Top Massachusetts Private and Luxury

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.

Give yourself the best chance of seeing whales in the wild on this half-day boat tour from Gloucester to the Stellwagen Bank National Marine Sanctuary. Hop on a high-speed catamaran that gets to and from the whales in the least amount of time possible. Once there, look out for humpback and fin whales, plus Atlantic white-sided dolphins and harbor porpoises with the help of a naturalist guide. The on-board galley offers hot meals, snacks 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.

Discover two of the USA's–and the world’s–most prestigious and historic colleges with exclusive access and a guided tour of each. Explore iconic campus buildings and statues, learn about whimsical traditions passed down through generations of students, visit key historic moments in both colleges’ histories, and hear about some of their most famous alumni.

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.

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.

Walk the quads of the campus that inspired astronauts, Nobel Peace Prize winners, and famed innovators in just about every discipline on a student-led tour of the Massachusetts Institute of Technology (MIT). Get an inside look on what it’s like to attend the prestigious university and hear real stories about what makes MIT special.

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.

Step into the magic of Hocus Pocus with our enchanting movie location tour in Salem — the very town where the Sanderson sisters ran amok! We’ll meet at 7 Church Street, right in front of the popular vegan restaurant, where your evening of spells, stories, and Salem history begins. Your licensed professional local tour guide will share behind-the-scenes secrets, filming facts, and plenty of fun movie trivia along the way. Our first stop is beautiful Salem Common, where Max and Allison share their charming flirtation scene. You’ll stand where the iconic moment took place. We see Old Town Hall, the unforgettable setting of the Halloween party. Your guide will share trivia about how it became one of the film’s most memorable scenes. Finally, we make our way to the stunning Ropes Mansion, famously known as Allison’s House. Guests will enjoy interactive trivia from Hocus Pocus, behind-the-scenes stories, and plenty of opportunities to relive their favorite moments from the film.

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.

Journey into early American history at the Plimoth Patuxet Museums, located near Boston in Plymouth, Massachusetts. Three outdoor exhibits reveal what daily life was like in the New England of the 1600s: Plimoth Patuxet, Mayflower II, and Plimoth Grist Mill. You can opt to visit one, two, or all three to learn about the Pilgrims and Native American Wampanoag in the colonial era.

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.

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.

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.

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 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.

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.

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.

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.

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.

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.

Explore the best of Salem’s nightlife scene while delving into its notorious spooky history. Visit a range of cozy taverns and trendy cocktail bars, hearing chilling accounts of local witchcraft and on-site hauntings. Make stops at eerie landmarks in between for added thrill.

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.