Top Massachusetts Private and Luxury - page 19

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.

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.

Acadia was the main resort for 19th-century American billionaires, including the Rockefeller, Carnegie, and JPMorgan families. Enjoy the beautiful landscapes and vistas throughout the park. Visit the Portland Lighthouse and experience the beauty of the Portland coast. In-depth visit the Acadia National Park In-depth and hiking on the Cadillac Mountain. Visit Maine's top-rated tourist attractions - Bar Harbor. Take the Acadia Nature Cruise to explore the local ecology and watch the habitat of wild seals. Taste the local specialties of Bar Harbor - Lobster meal, Lobster ice cream, Blueberry Soda, Blueberry pie.

Witness the stunning transformation of Boston as the sun sets during this popular helicopter tour. Soar above the Boston Harbor Islands and the iconic skyline, capturing breathtaking views of the vibrant city and serene ocean from the sky. Trusted by thousands of guests and backed by over 1,000 five-star reviews, this experience is carefully designed to capture THE BEST sunset over Boston. Your skilled pilot will ensure a personalized experience, while you enjoy opportunities to take incredible sunset photos. After your flight, relax in our lounge with complimentary snacks and beverages while you digest the INCREDIBLE views. - 45-minute sunset helicopter tour over Boston’s Skyline and Harbor Islands - Private helicopter experience - The only way to experience a west-coast-style sunset as the sun sets directly behind Boston’s skyline. - Enjoy complimentary refreshments in our lounge - Incredible golden-hour and sunset photo opportunities

This private ghost walking tour reveals Boston’s darker historical legacy. Evening shadows fall across streets shaped by centuries of change. At the Omni Parker House, stories reflect a refined past with mystery. In Granary Burying Ground, encounter resting places of early American figures. What secrets remain among these ancient stones? The Cathedral Church adds a solemn and spiritual presence. Boston Common recalls moments of public justice and transformation. Architectural landmarks stand silent as history unfolds in the night. Each step reveals a deeper layer of cultural memory. Please note: The program and attractions may vary based on booking date/time and crowd conditions, ensuring each visit is a unique experience.

Step into the pages of American history on this private 6.5-hour day trip from Boston to Lexington and Concord—the legendary towns where the American Revolution began. With a passionate local guide and comfortable private transport, you’ll explore battlegrounds, colonial taverns, and historic trails that tell the dramatic story of the nation's birth. But that’s just the beginning. In the second half of the tour, you’ll shift from muskets to manuscripts as you explore Concord’s literary legacy, visiting the homes, graves, and favorite haunts of great American authors like Louisa May Alcott, Thoreau, and Emerson. It’s a perfectly balanced journey of history, nature, and culture—crafted just for you.

Experience the best of Boston and Cambridge with ease on this private full-day tour. Depart from your hotel in a private vehicle and learn about the two cities from your guide. Explore at your own pace and stop by the sights along the Freedom Trail, Bunker Hill, Harvard University, MIT, and more.

Step into the storybook of American history on this 7-hour private tour through the iconic streets of Boston and Cambridge. From the cobblestones of Beacon Hill to the hallowed halls of Harvard, this experience blends revolutionary history, architectural beauty, and vibrant culture into one unforgettable day. Led by a knowledgeable guide and traveling in a comfortable, air-conditioned minivan, you’ll explore historic landmarks, charming neighborhoods, and world-renowned universities. With coffee and a cannoli to start your morning, and plenty of stops for photos, exploration, and a relaxed lunch, this tour is the perfect way to get to know the soul of New England.

We'll see the sights on Boston's Freedom Trail and get a closer look by leaving the car and walking inside some locations (depends on day and hours of operation for some sites). We'll have time to go aboard the USS Constitution (closed Mondays). A close-up experience in the oldest neighborhoods of the North End, Beacon Hill, School Street, and Charlestown. Look at places of events and the people from different periods of the settlement of Boston, and the American Revolution. If weather isn't favorable, we can revise the walking portions according to your wishes. A favorite stop is Faneuil Hall, the Great Hall Meeting Room and the Ancient and Honorable Artillery Company Museum (hours vary).

This private culinary and historical walking tour reveals Boston’s revolutionary heritage through its enduring food culture. You begin at Quincy Market where colonial trade once shaped daily life. The atmosphere reflects a marketplace tradition that dates back centuries. At Boston Public Market, regional flavors present a refined introduction to New England cuisine. Along the Freedom Trail, each step connects you to defining moments of early American history. What stories shaped the path toward independence? In the North End, culinary traditions reflect generations of Italian heritage. Historic streets preserve both cultural identity and architectural character. The journey concludes near Old North Church where a signal once altered the course of history. Please note: The program and attractions may vary based on booking date/time and crowd conditions, ensuring each visit is a unique experience.

Join Captain Riccardo aboard the Trinacria for a Private tour of Boston Harbor & The Harbor Islands. Choices include Sightseeing, Foliage Tours in Autumn or just Cruising. This unique tour is one of the very few available that you & your guests have the boat to yourselves. Most Boston tours are shared. We also allow you to bring your own Food & Beverages on-board, making your trip ultra personalized. We are flexible on pick up locations & are happy to entertain special requests. Book with us & we will do everything we can to exceed your expectations. Tours can last up to 5 Hours depending on activities chosen. Inner Harbor Tours take 2-3 Hours. Plan on being on-board for up to 4 Hours for Lighthouse tours if you choose to see the offshore Lighthouses. We also can preform an Ash Scattering in a burial at sea ceremony for loved ones remains. We attend to filing all required notifications with the US Government free of charge As a reminder Gratuities are not included the price.

This private car tour is the perfect way to see Boston & Cambridge in a half day. You'll get to see all the sites on the Freedom Trail, pausing at some of the city's most significant sites. We'll drive in and out of the other city neighborhoods, Beacon Hill, Back Bay and Seaport and finish out the Freedom Trail with a stop at Bunker Hill. Then it's across the Charles River to Cambridge, where we drive around the MIT campus, and onto Harvard for the history and significant buildings on the campus of the oldest college in the country. We'll share lots of history and legends but also keep it topical with current day fun facts and light hearted stories. All guides are fully licensed and approved Boston tour guides, driving luxury and livery insured vehicles. Downtown Boston pick up and drop off included.

This private car tour is a special edition Rev War 250 tour. We've combined a few lesser known, yet hugely significant Revolutionary War sites in Boston, with the main events in the towns of Lexington and Concord in to a half day tour. Starting in Boston we'll take you to sites where very few tours go and give context to events leading up to the outbreak of the war. Then onto Lexington and Concord to see the towns where the "shot heard round the world" was fired. We'll take the same route as Paul Revere, stopping at the most significant sites along the way giving a detailed account of events of April 1775. The itinerary gives the list of sites we'll visit, timings are flexible and the 4 hour tour time includes travel to and from Concord. This tour is perfect for those groups who have limited time available in Boston or groups who have different degrees of interest in the history of that time.

90min BYOB Boston Harbor Cruise. Pedal as much as you want or just relax and enjoy the amazing harbor views. Bring Your Own Beverages, Food and Music. We provide coolers with ice in our high center bar and Bluetooth connectable speakers. Great for unique fun Birthday and Bachelor/Bachelorette Parties, Outings with Colleagues, School Field Trips or just an amazing time with friends and family. We cruise close to shore at slow speed to get close up views of the harbor attractions and provide a QR code connectable Interactive tour route app with a wealth of information on 36 points of interest that you will pass. Charter groups can chose from 7 boarding locations upon request. Charters can be booked from 10AM to 8:30PM, 7 days per week, mid-April through October.

Experience our Private Excursion tailored exclusively for you! Embark on a serene journey through the picturesque landscapes of USA as you make your way to the heart of the city. Upon your arrival, meet your seasoned tour guide, ready to lead you on an enchanting tour of Boston and Cambridge. Discover the awe-inspiring allure of Caffe Vittoria, marvel at the grandeur of North Square Park, and capture iconic moments at landmarks like Old North Church & Historic Site, Copp's Hill Burying Ground, Paul Revere Mall, and many more. Our excursions are meticulously designed schedule. We'll greet you directly at the hotel and ensure you return with ample time to relax and relish your day. Leave the details to us as we escort you on an extraordinary adventure, crafting memories that will stand the test of time!

Visit historic sites in Lexington and Concord. Focus on sites related to the start of the War of Independence, early years of the towns, and authors of 19th Century Concord. Experience scenic countryside, town centers and Walden Pond Reservation. We can customize this tour to specific interests and to other locations in Lexington and Concord. Your guide is licensed by the town of Concord.

"Embark on a private day trip from Boston to Plymouth, MA, and delve into the profound history of one of New England's most important locales. Begin your journey at Pilgrim Memorial State Park, where the storied Plymouth Rock marks the Pilgrims' landing. Aboard the Mayflower II, a detailed replica, learn about the 1620 voyage. The Plimoth Patuxet Museums offer a lively reenactment of 17th-century life; engage with costumed interpreters and savor a traditional meal at the café. Discover the Pilgrim Hall Museum, the nation's oldest public museum, featuring an array of real Pilgrim artifacts. Stroll along Plymouth Harbor for beautiful views. The tour concludes at the towering National Monument to the Forefathers, before allowing some free time to explore downtown Plymouth's charming shops, galleries, and cafes. This tour not only traces the historical tapestry of Plymouth but also offers a deeply personal connection to America’s foundational stories."

A quick helicopter charter from Boston to Chatham offers a unique way to explore Cape Cod. Enjoy a scenic flight along the Massachusetts coastline, avoiding over three hours of traffic while landing in the charming heart of Chatham. Spend four hours discovering boutiques, dining, and relaxing on the beach before returning. This private flight experience includes personalized customer support and the option to extend your stay. Perfect for couples, friends, or small groups seeking an unforgettable day trip.

Discover a one-of-a-kind Canadian golden autumn in October! Canada’s picturesque and colorful red leaves in autumn will bring out its natural true beauty. Visit four spectacular famous cities in Eastern Canada: Toronto, Ottawa, Montreal, and Quebec in five days! Experience an unforgettable waterfall view and enjoy the colorful night view of the Niagara Falls! Ride on the Horn blower Cruise to experience the magnificent waterfall views of Niagara Falls from multiple angles. Complimentary Skylon Tower ticket is included. Following, you will enjoy a delicious lunch. You may enjoy authentic French food in Quebec at your own expense.

This private historical tour explores landscapes where American independence began. You travel from Boston into regions shaped by early revolutionary action. In Boston, streets reveal the tensions that led to political transformation. Cambridge introduces academic traditions that influenced national thought. At Harvard Yard, historic buildings reflect centuries of intellectual legacy. Lexington Green presents the quiet field where the first conflict emerged. What moment transformed protest into revolution? At Old North Bridge, you stand where resistance took form. Walden Pond offers a reflective setting linked to classical American literature. Orchard House connects you to literary heritage shaped by cultural identity. Private transport allows a smooth journey through these historic regions. Please note: The program and attractions may vary based on booking date/time and crowd conditions, ensuring each visit is a unique experience.

Enjoy a private, exclusive tour with your own local guide. Heard of Harvard, MIT, and many more historical landmarks on the East Coast? Time to experience history. You will take a sneak peek into the startup nature at MIT’s campus. Drop by Harvard to explore the high-end of the US education system. Driving along Tory Row, our local guide will tell you the secrets of the American Revolution. Now, what is so special about Lexington Battle Green It’s the site where the first bullets were fired that ignited the revolution. Hancock Clarke House and Paul Revere’s capture site has its own tale of heroes. The first men to take to arms are talked about at the Minutemen National Park. We’ll end the tour by passing by Concord’s Old North Bridge, which spans the 26km historic Concord River.

Experience the best of East Coast cities experience that includes three exciting destinations filled with food tours, history walks, and authentic local experiences! With local experts to lead the way, you’ll discover incredible seafood in Boston, visit top historic attractions of Philadelphia and indulge in the world-famous cheesesteak, and enjoy both the culinary scenes of country and city from Amish towns to the Big Apple! During our 7-day tour, you’ll enjoy time with a knowledgeable guide as well as time for yourself to enjoy shopping, exploring, and more good eatin’. History lovers will enjoy the charm of Philadelphia’s Old City and symbols of the American Revolution from the Liberty Bell to Independence Hall. Foodies will fall for Boston’s unbeatable culinary scene, from its lobster to its clam “chowdah”. So leave the driving to us, come hungry, and get ready for an unforgettable East Coast food lover’s adventure!

Explore the eerie streets of historic Salem on a guided Candlelit Ghostly Walking Tour. Delve into the chilling history of haunted locations like the Joshua Ward House and Charter St. Cemetery, while expert guides share captivating tales of spirit activity. Enhance your ghost-hunting skills with tips on ghost photography and spectral evidence. This tour, ideal for history buffs and paranormal enthusiasts alike, operates 7 days a week at 7 PM. Meet at 288 Derby Liberty Street, at the Salem Wax's Spirit Market adjacent to the Witch Trials Memorial for this unforgettable experience.

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