Top Massachusetts Private Sightseeing Tours - page 5

Explore Provincetown's rich history with this self-guided walking tour! Discover the charm of Commercial Street, admire the towering Pilgrim Monument, and visit the bustling Beachcombers at Town Hall. Stop by the historic Adams Pharmacy and Whalers Wharf. Take in the architecture at 2 Masonic Place and the Martin House. Experience the legacy at the former Zora's Fish Market and Railroad Wharf. Pass by the Seth Nickerson House and the home of Jack Tworkov. Conclude at the stunning Land's End Inn and Pilgrim's First Landing Park. After booking, check your email/text to download the separate Audio Tour Guide App by Action while connected to WiFi or mobile data. Enter the password, download the tour, and enjoy it offline. Follow the audio instructions and route from the designated starting point. This isn't an entrance ticket. Check opening hours before your visit. New, Lifetime access, no expiry. Use it anytime, on any trip, as many times as you want.

Discover the North End, Little Italy's history, Paul Revere, Italian Food, immigration history of the Italians, Irish, Jewish and Africans on this Smart Phone navigated, location aware tour. Go at your own pace. You'll learn about Italian feasts, explore the Copp Burial Ground, and see many spots to eat.

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

Spend a great day in Boston learning about history and exploring all the top attractions! The tour is designed to be fun for the whole family - we have quizzes, we have scavenger hunts, we have prizes, and we have interactive stops so kids can work off some energy!

Return to the American Revolution with this essential bundle of driving and walking tours! Walk in the footsteps of the founding fathers along Boston’s Freedom Trail and in Philadelphia’s historic Old City. Visit the spot where the Boston Tea Party began. Follow the famous battle of Lexington & Concord, where the “shot heard ‘round the world” was fired! Plus, take a trip through Valley Forge, the site where General George Washington’s army faced impossible odds early in the revolution. After booking, check your email/text for a special password and setup instructions. Download the Audio Tour Guide App by Action while connected to WiFi or mobile data. Enter the password, download the tour, and once it's complete, you can enjoy it offline. Just open the app, hit the road, and follow the audio instructions! New, Lifetime access, no expiry. Use it anytime, on any trip, as many times as you want. This isn't an entrance ticket. Check opening hours before your visit.

There is a lot to see in this picturesque New England town: authentic houses, churches, cemeteries, farms and more, including dining and shopping. If you travel west on Massachusetts Turnpike (I-90), Westborough is located 33 miles west of Boston. In fact, Westborough owes its name to Marlborough, a city in Boston Metro West area, from which it budded off precisely to the west in late 1600’s, and finally incorporated in 1717, becoming a 100 the Massachusetts town. Besides the picturesque downtown, Westborough is a home to several farms that offer their seasonal products in their stores during the summertime.

I know the secrets that no one else knows. You will go on a small private tour where you will learn the amazing origins of everyday things. Enjoy the stories of the great places where liberty was born, told by an amazing guide and driver who really knows his stuff. I will lead you through the interior of Old Ironsides, the battleground and museum at The Battle of Bunker Hill and the incredible history of Harvard while amazing you with information about Boston that most Bostonians don't even know. We provide better service because unlike big chains, we are local and depend on our guests' satisfaction.

Follow a professional historian, concerned about historical accuracy, able to address adults and children alike, in joy and good humor, to discuss the links between France and America. For example… What are the links and controversies between the history of Quebec and New England? Why was a young man of the French nobility, the Chevalier de Saint-Sauveur, assassinated by rebellious inhabitants? How did the “Yankees” overcome their intolerance towards the French to beat the English on their side? How did the Souvenir of the Marquis de La Fayette encourage Americans to fight and fall on the field of honor alongside the Poilus in 1917? How did the 1775 Revolution spread from America to France in 1789, and from France to Haiti, Vietnam, and other struggles for Freedom and Human Rights, and what their consequences today?

See every site on the Freedom Trail! This walking tour includes all 16 stops on the Freedom Trail, covering historical sites such as the Paul Revere House, Copp's Hill Burying Ground, Old North Church, USS Constitution, Boston Common, Old South Meeting House, Old State House, Bunker Hill Monument and more! Listen to hilarious stories from Boston's past as you learn about the history of the area from a longtime resident, passionate historian, and former city employee. Tour includes a short walk through historic Little Italy.

Discover Boston's highlights on a full-day private tour with hotel pickup and drop-off. Travel comfortably in a private vehicle with a dedicated driver and official tour guide. See top attractions like the Freedom Trail, Faneuil Hall, Boston Common, Beacon Hill, and several famous universities, or customize the itinerary to your interests.

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.

Take in 16 historic landmarks along Boston’s Freedom Trail on a self-guided tour that offers the flexibility to explore at your own pace. You can access turn-by-turn directions whenever you want, so you can start, pause, and restart the tour on your own schedule. As you follow the Freedom Trail, you’ll hear stories about local history, legendary Americans, and founding fathers and from a Boston insider.

Visit the real locations where the American Revolution began. Stand on Lexington Battle Green and listen to stories about the very first days of the war and the "shot heard around the world". Walk the Battle Road Trail, stage of multiple skirmishes between the Minutemen and the Redcoats and other "treasonous" events. Visit Concord's Old North Bridge, where the Minutemen routed the Redcoats on their march back to Boston! Return to Boston to visit important sights along the Freedom Trail, including the Paul Revere House, Old North Church, USS Constitution (aka Old Ironside), the Bunker Hill Monument - home to the phrase "don't fire until you see the white's of their eyes", and more!

Discover Provincetown from a new perspective with our Private Open-Air Pedicab Tours. Relax in comfort as our knowledgeable guides lead you through the charming streets and scenic coastline of this historic town. Enjoy unobstructed views and personalized insights into local history, culture, and hidden gems that only a pedicab can offer. Whether you're captivated by the natural beauty or intrigued by Provincetown's rich heritage, our tours provide a unique and eco-friendly way to experience all that this vibrant destination has to offer. Unlike large bus or group tours, pedicab tours provide an intimate experience with a knowledgeable driver who can tailor the time to your interests. You can ask questions, engage in conversations, and make specific requests. Pedicab tours can be customized to your preferences and schedule. Choosing a pedicab tour contributes to sustainable tourism practices and minimizes your carbon footprint.

Most ghost tours in a city start at night and go with a big crowd that can hold you back or move too fast. This private self-guided Boston ghost tour lets you explore at your own pace. Gain access to 60+ historic stories and narrations while you stop at popular Boston landmarks.

Want to get a solo tour of Harvard? Don't have time for a group tour? Our tour will take you through Harvard Square’s lively academic and cultural scene, see historic churches, the Harvard Lampoon Building, the books stores, the grounds of the university, the John Harvard Statue, the Harvard Art Museums and much more. You'll have a great feel of Harvard once your done. Go at your own pace, anytime. The tour is location aware and plays as you walk.

Enjoy a private photoshoot with your nearest and dearest around Boston, Massachusetts, and walk away with pictures that you can share with your family, friends, and followers. Whether you want to capture your family’s Boston vacation or you’d like pictures of you and your partner looking your best in the city you love, this professional photographer is here to help.

Experience the epitome of luxury with our private helicopter tour of Boston. Discover a world of wonder as you soar above the ever-evolving skyline and breathtaking surroundings of this vibrant city. From the moment you arrive, our pilot will cater to your every need, ensuring an unforgettable journey that is tailored exclusively to you. Sit back, relax and capture stunning photos, and prepare to be amazed as you ascend into the skies. Witness the majestic Downtown Boston, the shimmering Seaport District, and the harmonious blend of nature and urban life at Boston Common. Marvel at iconic landmarks like the Hancock Tower, Prudential Tower, and Zakim Bridge, while soaking in the beauty of Boston's renowned park. Whether you're marking a special occasion or seeking a truly immersive escape, our helicopter tour promises an engagement with Boston that transcends the ordinary. Book now and let us elevate your adventure to new heights of opulence and wonder.

Explore Martha’s Vineyard efficiently on a private tour designed for travelers with limited time. This narrated drive offers a personalized overview of the island’s towns and scenic coast without navigating on your own. Learn local history and context from a dedicated guide while traveling comfortably between key areas, making the most of a short visit ashore.

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.

This private historical walking tour reveals Boston’s cultural and architectural legacy. You begin along the Greenway where modern design meets the path of early trade routes. Nearby, Faneuil Hall reflects centuries of civic debate and public gatherings. Quincy Market continues this tradition within a classical marketplace setting. Downtown Crossing reveals layers of commercial evolution shaped over generations. Old City Hall presents refined 19th century architecture tied to governance and reform. The State House stands as a symbol of enduring political tradition. In Beacon Hill, narrow streets preserve a distinct Federal style heritage. The journey concludes in Boston Public Garden where landscaped paths reflect early urban design. Please note: The program and attractions may vary based on booking date/time and crowd conditions, ensuring each visit is a unique experience.

This private car tour is comprehensive enough for any history buff, but as interesting in other ways for non history nerds. It's a unique combination of the Revolutionary War sites in Boston and Cambridge that you won't have seen. 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, and lesser known sites along the way giving a detailed account of events in April 1775. For those less interested in the details of the battles, there's the option to visit the home of Louisa May Alcott or just take some time to enjoy the pretty main street of Concord. The itinerary gives the list of sites we'll visit, but timings are flexible to let us spend time at the places you're most interested in. We'll also stop for lunch (not included in price of tour) and there's plenty of photo opportunities.

Taste your way through the vibrant streets of Provincetown on a relaxed, flavor-packed walking food tour blending local bites with rich cultural history. Led by a local guide, this 3-hour experience explores one of New England’s most unique seaside towns, with multiple tasting stops at locally loved eateries and hidden gems. Provincetown is unlike anywhere else on Cape Cod—known for its thriving arts scene, maritime roots, and its role as one of the most welcoming LGBTQ+ destinations in the country. As you explore iconic spots like Commercial Street, you’ll enjoy curated tastings while hearing the stories that make this town unforgettable. From waterfront views to lively streets filled with character, this tour offers the perfect mix of food, history, and local insight—whether it’s your first visit or a return to a favorite escape.

Get an in-depth experience of Boston’s Freedom Trail with ease on this private walking tour. In the company of your private guide, stroll the city and learn about its history. Walk the Freedom Trail and visit the sites along the way, including the Boston Public Market and the Paul Revere House.