Top Massachusetts Private and Luxury - page 19

Download GuideAlong’s self-guided audio walking tour of Boston’s Ghosts and explore the city’s haunted past. Take a ghostly stroll through downtown, from historic graveyards like Granary Burying Ground, to the city’s most haunted hotel, and Boston Common, where convicted criminals are said to linger. Enjoy the freedom to explore offline at your own pace, spending more time at places that interest you and bypassing any that don’t. Stories, tips, and directions play automatically based on your location Travel at your own pace Tour offline using GPS. No cell service or WiFi is needed Suggested itineraries for half, full, or multi-day use No time limits or expiry, and free updates Like having a personal guide by your side on every step

This walking tour is the only experience in Salem dedicated entirely to its rich literary world exploring bookshops and stories shaped by the city’s unique history. Rather than focusing on well‑known legend and folklore, this tour weaves together historical, cultural, and literary perspectives, guiding travelers through locations tied to poets, authors, traditional storytellers, and written works inspired by Salem. Guests gain a deeper understanding of the city through the lens of literature, discovering how words, ideas, and stories have helped shape Salem’s identity across centuries.

Provincetown’s charming seaside facades hide a sinister past soaked in blood, betrayal, and supernatural terror. On this chilling self-guided walking tour, you’ll discover the dark underbelly of Provincetown’s history, from bloodthirsty pirates and treacherous mooncussers who lured ships to their doom. I’ll also tell you about the restless spirits that continue to haunt the town’s historic buildings and picturesque streets. Starting at the infamous American Horror Story house, you’ll journey through Provincetown’s most haunted locations. You’ll explore historic cemeteries where smallpox victims lie in unmarked graves, and pass by former funeral homes that now operate as quaint inns. Along the way, you’ll discover how this seaside paradise earned its ominous nickname “Helltown” after centuries of maritime tragedy and malevolence.

The Mohawk Trail Scenic Byway offers a captivating journey through the history and natural beauty of western Massachusetts. This self-guided driving tour allows travelers to explore breathtaking mountain overlooks, historic villages, and geological wonders at their own pace. Discover the iconic Mohawk Trail Hairpin Turn, visit charming towns like Shelburne Falls, and traverse one of America’s oldest scenic routes without the hustle of traditional tours. Perfect for history buffs and nature lovers alike, this immersive experience reveals the stories and sights that shaped the region. - Explore the scenic beauty of the Berkshires and historic sites along the route - Visit famous stops like the Mohawk Trail Hairpin Turn and Whitcomb Summit - Enjoy the freedom of a self-guided tour with offline access - Spend 4 to 6 hours discovering the rich history and culture of western Massachusetts

Witness the breathtaking Boston Harbor skyline and many landmarks from the unique perspective of the harbor. We are one of the only Private Sunset Cruises in Boston. The Boat will only have you, your guests and our crew. We will provide complimentary Water and Soft Drinks. You are welcome bring you favorite food and Beverages on-board to enjoy during your cruise. As a reminder Gratuities are not included in your fare. This Tour runs over a 10 to 12 mile loop of the harbor which takes 2 Hours and 30 Minutes. You will have plenty of time to take photos and make lasting memories. we travel at a slow rate of speed and the cruise is very enjoyable. AS THE DAYS GET SHORTER Start and end times will be modified in order to coincide with sunset times. TRIP MAY BECOME LESS THAN 2.5 HOURS Trip ends 30 minutes after sunset in Aug/Sept.

Explore the rich history and picturesque charm of Ipswich, MA, on a guided day trip from Boston. Begin with a scenic train ride to Ipswich, where a knowledgeable guide will lead you through downtown, highlighting key landmarks such as the historic Choate Bridge and the last site of witchcraft trials. Enjoy free time for lunch and exploration before heading to the stunning Crane Estate for a guided tour of its Great House and breathtaking views. This immersive journey combines culture, history, and relaxation, perfect for history enthusiasts or those seeking a unique day out. - Full-day guided tour from Boston, approximately 8 hours in duration - Includes MBTA Weekend Commuter Rail Pass and van transportation while in Ipswich - 1.5 hours of free time in downtown Ipswich for lunch and shopping - Guided tours of downtown Ipswich and Crane Estate with stunning views

Explore Boston’s vibrant history with a 2-day hop-on hop-off tour, featuring 11 historic stops and endless opportunities to discover iconic sites. Roam through Downtown Boston, visit the New England Aquarium, and enjoy the charm of the historic North End. This tour allows for flexible exploration of landmarks like the Old State House, Cheers Pub, and Boston Common. With 360-degree views from the open-top double-decker bus, this is the perfect way for visitors to immerse themselves in the culture and spirit of Beantown. A live and automated narrated tour provides engaging insights as you travel. - 48-hour validity for unlimited hop-on hop-off access - Stops include iconic attractions and hidden gems - Live and automated guided tour options available - Convenient shuttle bus for easy transportation between stops

Satisfy your cravings on the Original Harvard Square Donut Tour, where you’ll taste the best donuts in Boston at FOUR unique stops. This delightful 90-minute journey takes you through the historic Harvard Square, sampling a variety of donut styles—from savory to churros and everything in between. We even pair the donuts with authentic greek coffee! Enjoy fun stories about the area and the treats you’ll indulge in, making it a perfect outing for families, teens, and donut lovers alike. - 90-minute tour featuring 4 delicious stops in Harvard Square - Sample unique donuts including savory, sweet, churros, and Greek loukoumades - Enjoy a greek coffee or lemonade pairing with your treats - Fun for all ages with intriguing tales of Harvard Square history and donuts!

Discover the best of Harvard Square through a unique French fry tasting experience. Over 90 minutes, sample various styles, including sweet potato and Greek fries, paired with refreshing beverages like lime rickeys and ice cream frappes. Your local guide will share amusing stories and insights, making this a delightful adventure for families, students, and food enthusiasts alike. With three delicious stops, this tour offers an engaging way to explore the culinary highlights of this vibrant area while learning about its whimsical history. - Enjoy a 90-minute walking tour with three tastings in Harvard Square - Sample distinct French fry styles paired with creative drinks - Hear entertaining stories about Harvard Square and the French Fry Wars - Perfect for families, date nights, and local residents looking to explore

Set sail on the Bear Tide Oyster Tasting Cruise for a unique culinary adventure in Plymouth Bay. This 1.5-hour narrated cruise offers the chance to savor fresh oysters directly from a local farm, while enjoying a cash bar and live music. Meet the oyster farmer who shares insights about the aquaculture industry, enriching your tasting experience with local stories and knowledge. Relax on the open deck, take in stunning harbor views, and celebrate the flavors of the coast with friends or a special date. - 1.5-hour narrated cruise featuring fresh Bear Tide oysters - Meet the oyster farmer and learn about local aquaculture - Cash bar available with beer, wine, and cocktails - Maximum capacity of 50 guests for an intimate experience

This cruise is a perfect end to your day. Sit back, relax and breathe in the sea air while taking in the sights and sounds of Boston harbor under the Full Moon.

Step aboard the multi‑deck Provincetown II at Commonwealth Pier and kick off a night where Boston Harbor becomes your festival stage. From the moment you board, the music hits, the crowd comes alive, and the entire ship transforms into a floating summer celebration. Boston’s Best Summer Music Festival just leveled up — taking the party offshore with multi‑level DJs, live violin performances, and a festival‑style atmosphere that moves with you across the harbor.

Join our wonderful, professionally trained guides for an unforgettable evening adventure designed to beautifully wrap up your day. From the moment you set out, our knowledgeable guides are there to ensure your safety, comfort, and confidence on the water. More than just expert paddlers, they are passionate storytellers and local experts who bring the surroundings to life. As you glide across calm waters under the changing colors of the sunset, they will share fascinating insights about the islands, marine life, local ecosystem, and natural wonders you encounter along the way. Whether you’re spotting wildlife, learning about the area’s history, or simply soaking in the peaceful atmosphere, our guides make sure the experience is engaging, educational, and truly memorable.

Go on a discovery tour of Boston. Discover the most important and famous locations of the city. Search for the city's treasures with your family or friends. Can you complete the assignments? Will you get the top score in the city? This E-scavenger hunt will give you a fantastic day in Boston. Decide for yourself when you start, pause and end. It's your party only and you'll get to know the city in a unique way. Instructions for starting the tour will be given after booking. You can do this tour whenever you choose.

Download GuideAlong’s self-guided audio tour bundle to make the most of your Eastern USA road trips. As you drive, hear stories play automatically as you explore scenic drives, national parks, lakeshores, and historic parks. This is the ultimate collection of 14 iconic destinations, including Acadia, Blue Ridge Parkway, Catskills, Florida Keys, Great Smoky Mountains, Lake Superior, Outer Banks, Shenandoah, and Vermont’s Route 100. A memorable adventure awaits on America's iconic roads. Enjoy the freedom to explore offline at your own pace, spending more time at places that interest you and bypassing any that don’t. Stories, tips, and directions play automatically based on your location Travel at your own pace Tour offline using GPS. No cell service or WiFi is needed Suggested itineraries for half, full, or multi-day use Buy once, use forever! No expiry, includes free updates Like having a tour guide along for the drive Purchase one bundle per vehicle.

Boston’s story didn’t end with the American Revolution—it only got more delicious. Shaped by waves of immigration, global trade, and constant innovation, Boston and its food have evolved. Every bite tells a piece of the city’s history, even some we're not proud of. Food reflects who we are—our culture, our environment, and our economy—and in Boston, that spans centuries of change. On this walking tour, you’ll explore Boston’s rich history through the lens of what its people have harvested, eaten, and produced—from pre-Colonial Native Americans to the 20th century. Discover how molasses fueled candy and commerce, cod fed empires, science expanded diets, and tea sparked revolution. We’ll taste classic New England dishes and modern Boston favorites, plus some sweet surprises you might not realize have local roots! If you’re hungry to go beyond the Freedom Trail and experience Boston’s history through its flavors, this tour is for you. Bring your appetite and your walking shoes.

Boston’s story didn’t end with the American Revolution—it only got more delicious. Shaped by waves of immigration, global trade, and constant innovation, Boston and its food have evolved. Every bite tells a piece of the city’s history, even some we're not proud of. Food reflects who we are—your culture, your environment, and your economy—and in Boston, that spans centuries of change. On this walking tour, you’ll explore Boston’s rich history through the lens of what its people have harvested, eaten, and produced—from pre-Colonial Native Americans to the 20th century. Discover how molasses fueled candy and commerce, cod fed empires, science expanded diets, and tea sparked revolution. We’ll taste classic New England dishes and modern Boston favorites, plus some sweet surprises you might not realize have local roots! If you’re hungry to go beyond the Freedom Trail and experience Boston’s history through its flavors, this tour is for you. Bring your appetite and your walking shoes.

Discover why Boston's North End is one of America's most beloved food neighborhoods on your Pizza, Pasta and Pastry Tour. Stroll charming cobblestone streets while enjoying generous tastings of authentic, award-winning Neapolitan pizza, handmade pasta, and classic cannoli from beloved local, family-owned eateries. Come hungry, leave full. Your expert local guide will share the fascinating stories behind Boston's Italian immigrants, the neighborhood's rich history, architecture, culinary traditions, and the chefs, families, and entrepreneurs who continue to shape its vibrant food scene. Unlike many food tours, most of your tastings are enjoyed while comfortably seated inside the restaurants, with individually plated portions that give you time to relax, savor each stop, and soak in the atmosphere. With small groups, leisurely walking, and insider recommendations, you'll experience Boston's North End like a local—not just through its food, but through the stories that bring it to life.

Sit back and relax while you enjoy a personalized tour of Boston's best sites from the comfort of a pedicab. See Freedom Trail sites without all the walking. Enjoy bypassing Boston's infamous traffic on a nimble bike taxi with access to bike lanes and trails tour buses can only dream of. Tours are led by Rachel, a licensed pedicab driver with 16 years experience and a passionate collector of facts and stories about Boston. All tours are private and customizable within the allotted time and service area. Common customization requests include different pick up/drop off points, stops for photos, or adding/omitting certain areas based on interest, and bathroom/snack breaks. Please message me to confirm the feasibility of special requests and itinerary changes. Need a different time? Send me a message. Pets small enough to ride in your lap are welcome to join you. Tours happen rain or shine and pedicabs are open to the elements. Please dress for the weather.

Experience Boston after dark on a private evening sightseeing ride through the city’s illuminated landmarks, historic neighborhoods, and scenic waterfront. Travel comfortably with your English-speaking Welcome Driver, who will share local stories and recommendations along the way. Begin at Boston Common and the Massachusetts State House, then continue through the charming streets of Beacon Hill and Back Bay. Visit Copley Square and the modern Seaport District, where historic architecture meets contemporary waterfront development. End your evening at Fan Pier Viewpoint and the Charlestown Navy Yard Viewpoint, offering stunning skyline and harbor views perfect for photos. With private transportation, a flexible itinerary, and a relaxed pace, this experience is an unforgettable way to discover Boston’s beauty after sunset.

Discover the academic heart of New England on a private sightseeing ride through Cambridge’s world-famous universities and innovation hubs. Travel with your English-speaking Welcome Driver, who will share local insights and stories about the institutions that have shaped global education, research, and technology. Begin at Harvard Yard, then explore Harvard Square and enjoy views of Harvard University. Continue to the MIT Campus and Kendall Square, a global center for science, entrepreneurship, and innovation. Finish at the Charles River Esplanade Viewpoint, where scenic river views and the Boston skyline provide the perfect conclusion. With private transportation, a flexible itinerary, and time for photos and short walks, this experience offers a relaxed and engaging introduction to the renowned academic and cultural heritage of Boston and Cambridge.

Boston did not just witness the American Revolution. Boston started it. On this private 2-hour walk through the historic heart of the city, you will move through the neighborhoods, markets, halls, and streets where ordinary people made extraordinary decisions that changed the world. From the Rose Kennedy Greenway where modern Boston meets its colonial roots, to Faneuil Hall where civic debate has echoed for centuries, to the gold-domed State House standing watch over Beacon Hill, every stop on this tour is a chapter in America's oldest story. Your private guide, fluent in your language, connects the architecture, the streets, and the people to the nation turning 250 in 2026. The tour ends in the Boston Public Garden, America's first public botanical garden, where you can sit, breathe, and let two hours of history settle in. Boston is where it all began. This is how you experience it properly.

Providing casual, private, customizable walking tours of the historic Charlestown neighborhood of Boston, including the Navy Yard, home of the USS Constitution and the Constitution Museum, Winthrop Square, the Bunker Hill Monument and battlefield, the Bunker Hill Museum, and the Warren Tavern, established in 1780 and one of the oldest taverns in America. Your tour guide, Tom, was born in Massachusetts and is a 30-year resident of Charlestown. He's the author of a companion book, "Monumental Man: The Life of Solomon Willard, the Architect and Superintendent of the Bunker Hill Monument, " available on Amazon. He is also a licensed US Coast Guard captain, offering tours of Boston Harbor on the 31-foot sailboat "Triple Trouble II," available through the Boatsetter website.

Comfortable Roundtrip Tour from your hotel in Boston to Merrimack Premium Outlets - plays host to luxury boutiques and stores selling everything from clothes and accessories to cosmetics and home essentials. Its world-class boutiques showcasing collections from prestigious local and international designers make for a truly memorable shopping experience. Add to all these a unbeatable prices, and a handful of trendy cafés and restaurants, and what you’ll get is one of the best shopping destinations in and around the Boston. After you finish your shopping you will be picked up and will be delivered directly to your hotel in Boston. All our vehicles are fully licensed and insured. We are happy to provide child seats in our cars for all ages upon request. Vehicles are clean inside and outside; our drivers are well-dressed and unfailingly attentive to our guests. They speak English. They will greet you with a name sign and will help with luggage.