Top Massachusetts Private and Luxury - page 8

Explore Boston’s culinary delights on this guided small-group walking tour. With a local expert leading the way, sample apple cider doughnuts, ice cream, roasted nuts, and more at Boston Public Market and Haymarket Market (Fridays and Saturdays). Learn about the rich food heritage of historic Little Italy as you feast on Italian bread, taste fresh mozzarella at an old-school salumeria, and gobble up cannoli.

Make this holiday season one to remember with this cocoa and carols holiday cruise on Boston Harbor. With dates offered throughout December, you can add a magical touch to your holiday, and easily find a date that works for you. Plus, you’ll cruise the harbor aboard a classic yacht with live music as you take in beautiful views of Boston.

Salem's spookiest, haunted *adults only* walking tour! Want a late night 1.25 hour long tour of all things creepy and shocking? We take you into Salem’s darkest corners and consecrate our otherworldly past by sharing our city’s sinister tales of deception, greed, torture, murder, curses and delve into the supernatural. Learn about Harry Houdini’s silver handcuffs and seances, multiple suicides and grisly murders, inhumane living conditions for Massachusetts’ worst criminals, and even learn about our very own sadistic Sheriff appropriately nicknamed “The Strangler”. This tour visits some of the most notoriously haunted locations in Salem with numerous documented ghost sightings and unusual paranormal activity. We pass by 400 year old cemeteries, uninhabited haunted homes, 2 of the most haunted Hotels in America, as you relive Salem’s most terrifying moments. Adults only, 18+. ***Adult Mature Content including descriptive murder, sexual assault and torture.

This is the only tour in Salem which focuses on Friday the 13th, superstitions and local ghost stories. On this 90-minute tour, learn the secrets behind some of the most mysterious superstitions. Hear ghastly tales of hauntings and the paranormal. Discover for yourself some of the most shocking secrets of Salem's chilling past. This limited edition tour is only available on Friday the 13th.

Maine's lighthouses, lobsters, and coastal scenery are just a day trip away from Boston, and this private, full-day excursion explores highlights of the state's southern coast. You can enjoy the view as a driver takes care of the details: try a traditional Maine lobster bake, sample blueberry pie, see picture-perfect Nubble Lighthouse, or shop the Kittery Premium Outlets. Trips are priced per-vehicle for up to four or six people, with your choice of a comfortable sedan or SUV.

The Halloween tour is unique because you get to visit Salem and receive historical information not just on Salem, but the popular holiday itself. Salem is a Halloween city, and some would even say it's the Halloween capital. Many people enjoy coming to Salem during October to celebrate Halloween. This tour allows visitors to come to Salem anytime during the touring season to learn about both. Don't miss the opportunity to learn about your favorite holiday and how important it is to the city of Salem. Get the full experience of Halloween with Tales of Salem: Halloween Tours!

Uncover the gritty truth of what happened in 1692 on a walking tour focused on the real history of the Salem witch trials. Skip the tourist traps and hear about the chilling events of mass hysteria and executions right at the places where it all took place. Visit many historic locations with real ties to the trials, from the Old Burying Point Cemetery to the Salem Town Hall.

Ready to taste Ptown? Lace up for a 2-hour trek through history and coastal rebel lore. You’ll track the footsteps of Anthony Bourdain and dive into the bohemian scene that made this fishing village the birthplace of modern American theater. Find out where the Provincetown Players launched, where an undiscovered Eugene O’Neill staged his first plays. Alongside O'Neill, trailblazing writers like Susan Glaspell, Edna St. Vincent Millay, and John Reed fueled the town's creative fire. Over the decades, icons like Tennessee Williams, Norman Mailer, and poet Mary Oliver drew inspiration from the salt air, while acting legends like Marlon Brando and Bette Davis graced local stages early in their careers.End your journey at Vorelli's Restaurant, a beloved local classic. Sit back, relax, and reward your feet with the ultimate Cape Cod feast: a massive, chunky lobster roll, a rich, creamy cup of New England clam chowder, and a refreshing non-alcoholic beverage of your choice and a ice cream cone

Ready to mix spirits with… well, spirits? Join Boston’s premier haunted pub crawl, where the drinks are strong and the ghost stories are even stronger. Grab your bravest drinking buddies and stumble (responsibly!) through Beantown’s booziest and most bone-chilling history—from haunted pubs and ghost-filled restaurants to the eerie cemeteries where Boston’s past refuses to stay buried. You’ll hear tales of restless Founding Fathers, scandalous secrets, and blood-stained streets that might just send a chill up your spine—or maybe that’s just the whiskey. So pour yourself a Boston Lager, toast to the dearly departed, and see just how much haunted history you can handle. With Ghost City Tours, it’s all fun and fright until someone sees a ghost... and then it’s even better. *Entry into establishments is subject to operating hours and availability. Drinks not included. Only for guests ages 21+.

Explore the ultimate highlights of one of America’s greatest cities with our comprehensive tour, blending history, culture, and heritage into one unforgettable experience. Delve into the origins of America, uncover riveting stories of rebellion, war, and the nation’s independence. This tour is your gateway to discovering the rich tapestry of America’s past and present. Discover Boston's top attractions, including the iconic Boston Common and the famous “Cheers” bar in the picturesque Beacon Hill. Walk the Freedom Trail, exploring historical landmarks like the site of the Boston Massacre, a crucial moment in American history, and visit notable spots within Boston Common, including the graves of Paul Revere and Samuel Adams. Enjoy engaging and informative stories about key events such as the Boston Tea Party and Boston Massacre, and explore must-see locations like the Old State House, Faneuil Hall, and Quincy Market.

Unearth the charm of Oak Bluffs on this self-guided walking tour, where the rich history and vibrant culture of this New England seaside town come alive. Wander among whimsical gingerbread cottages, enjoy stunning harbor views, and learn how this area evolved from a Methodist camp meeting site to a celebrated resort. This tour highlights the unique blend of architecture, community spirit, and African American heritage that defines Oak Bluffs, making it a delightful exploration of summer memories and local stories. — Discover the distinctive Victorian architecture and intricate cottages — Explore the historical significance of Oak Bluffs as a cultural hub — Enjoy scenic ocean views and shaded park paths during your stroll — Perfect for history buffs and those seeking a unique coastal experience

Welcome to the Boston Seafood Tour! I created a guided culinary experience featuring New England seafood classics, many of which date back hundreds of years. We'll explore the waterfront, one of the city's best indoor markets, and the North End, known for its multi-generational Italian American culture and abundance of seafood, markets, bakeries, and cafes. During this tour, we'll taste the following: -Clam chowder from one of the essential Boston Waterfront restaurants -Clams casino from an over 50-year-old family-run institution -Lobster rolls inside a year-round marketplace featuring over 30 New England artisans and food producers -Fried scallops from a Sicilian-inspired grab-and-go seafood vendor on Hanover St -Mini cannoli from one of the Big 3 bakeries in the North End As a parting gift for joining the tour, you will receive a post-tour email highlighting my favorite places to visit, activities to enjoy, and local food & drink options.

Travel north from Boston for a two-day journey along the Maine coast. Visit Portland Head Lighthouse before exploring Acadia National Park through Cadillac Mountain, Sand Beach, and Thunder Hole, then spend the night near the park. The second day offers an optional nature cruise through Frenchman Bay and free time in Bar Harbor before returning to Boston.

Take a private day trip from Boston to the North Shore, combining coastal scenery with two of Massachusetts’ most distinctive historic sights. Enjoy door-to-door hotel pickup and flexible pacing that lets you explore without group constraints. Travel comfortably while your guide provides context on regional history, architecture, and folklore, with meaningful time for exploration and photos.

Grab hold of a broom for an electrifying adventure! Throughout history, witches and the occult have evolved from being shrouded in mystery, fear, and controversy to the center stage in Hocus Pocus and Practical Magic. Delve deeper into the roots of this mysterious and often misunderstood practice on a journey through the evolution of the occult.

The Boch Center Wang Theatre in Boston opened in 1925, and you can tour the historic venue with ease on this group tour. Go explore backstage and learn about the history of the theater over the last century. Spend time looking at the Folk Americana Roots Hall of Fame inside the theater.

Learn about Boston’s thriving craft beer scene and sample a variety of libations on this morning or evening brewery tour. Get an inside look at how beer is made and learn about their operations as you visit breweries, cider houses, and distilleries. Visit brewpubs that may include the well-known Samuel Adams or Lamplighter. Round-trip transportation in downtown Boston by air-conditioned van is included.

Taste only the best in Boston’s North End. This foodie tour takes you to a careful selection of award-winning restaurants throughout this historic neighborhood. Stop by Best of Boston winners to sample the city’s top pizza, sandwiches, and bread. Sample iconic cannoli and visit an Old World salumeria shown on the Food Network. Learn about Boston’s rich culinary history, and and end your tour with a delicious pasta finale.

The 1775 Battle of Lexington was pivotal in America's War of Independence and shaping the country's future. Instead of skimming over what happened, gain an accurate insight into the battle on this small-group Lexington Battle Green tour. With a costumed guide, trace the battle's timeline, see locations such as the Old Burying Ground, hear about protagonists like John Parker and learn the stories of combatants on the American and British sides who fought and perished on that long-ago April morning.

Calling all Sanderson Sisters superfans and curious coven members — it’s time to walk right into the magic! The Downtown Hocus Pocus Tour is a fun, leisurely paced walking adventure through the iconic filming locations of Disney’s “Hocus Pocus” in the heart of Salem. Along the way, your entertaining guide will share fun behind-the-scenes stories, strange coincidences, and local lore that may have inspired the film — plus a few surprises even hardcore fans might not know... This tour is created by the imaginations behind the award-winning and locally-staffed Salem Night Tour and it is perfect for families, film buffs, and anyone who wants a taste of the Hocus Pocus magic without the long haul. It’s a relaxed and easy walk that stays right in charming downtown Salem — no hiking boots or broomsticks required.

Take advantage of your visit to Massachusetts by touring both Plymouth and Cape Cod combined. This tour offers scenic photo ops and points of interest spanning the period in American history from the 1600s through the 1800s. Each tour has a maximum group size of 14 to allow for a personal touch, so you can linger longer at important sites. This is a fully escorted tour. The company owner is a former history teacher and a local. You will tour Cape Cod and the quaint Town of Sandwich, see the spectacular Cape Cod Canal and Sandwich Boardwalk. Also included is admission to the Sandwich Glass Museum, 1600s Dexter Grist Mill (seasonal), and the spectacular Sandwich Boardwalk and salt marsh. In Plymouth see the Forefathers Monument, Plymouth Rock, Mayflower II, and numerous monuments. In late September through November the route changes to encompass Fall foliage at its best. We offer fixed pickup locations throughout Boston.

If you’re a history buff visiting Salem, don’t miss out on this history-focused tour that reveals the city’s turbulent past. A costumed guide tells tales of war, witchcraft, pirates and Puritans, and reveals information that you’re unlikely to find in the guide book. This tour, which proves ideal for first-time visitors, is unscripted and can therefore be tailored according to the interests of the group.

Explore the best of Boston's Freedom Trail—and get more out of the visit than you could if exploring on your own—on this guided walking tour that covers many of the city's most important sights. Wander cobblestone streets, check out the historic architecture, and learn about the colorful past of this dynamic destination. Stops include Faneuil Hall, King's Chapel, Boston Common, and more.

Join Your guide Cathy and embark on a captivating journey through Provincetown’s West End, where the sands of time meet the tides of history. This unique walking tour weaves together the stories of ancient homes, weathered wharves, and steadfast lighthouses, all nestled along the shimmering edge of Provincetown Harbor. Designed to feel like a step into a living museum, this tour blends maritime grit, pilgrim lore, and bohemian charm, offering a soulful exploration of Cape Cod’s northernmost tip. This 90 minute walking tour covers about .5 mile along the West End of Commercial Street. Each stop pulses with Provincetown’s unique blend of history, art, and seafaring spirit, making this tour a love letter to a town that’s both timeless and ever-evolving. After the tour, opt for a Pedi-cab back to the center of town!