Top Massachusetts Sightseeing Tours - page 11

Why Choose Boston Pro's Private Historic Tour? Luxury Experience: Our luxury SUV ensures a comfortable and stylish exploration of Boston's best attractions, including a scenic drive along the picturesque Waterfront. Customized Itinerary: Enjoy the flexibility to customize your tour. Whether it's spending more time at Harvard, MIT, or lingering in the charming streets of Beacon Hill, the itinerary is tailored to your preferences. Photo Opportunities: Our tour is designed for avid photographers. From the iconic Acorn Street to the scenic views along the Waterfront, every moment is a photo opportunity that captures the essence of your Boston experience.

We provide exciting private tours of all the historical sites in Boston that includes background for various neighborhoods and historical perspectives.

Enjoy a relaxing evening on the Charles River with our Cocktail and Sunset Cruises. Experience the vibrant scenery of Boston and Cambridge as you unwind with a refreshing drink from our full bar while listening to cocktail music. Choose between our charming riverboat or the festive Tiki boat for a unique perspective of the sunset over the city. Perfect for both casual outings and special celebrations, our cruises offer a serene escape for everyone. - 90-minute evening cruises featuring stunning views of Boston. - Full bar service available on board with a variety of cocktails. - Departures from Lechmere Canal at the Cambridge Side Mall. - Ideal for groups, parties, or a romantic evening out.

Step into the spotlight of an exclusive cinematic adventure with our Luxury VIP Flight over the mesmerizing backdrop of Boston. This isn't just a tour; it's a finely curated experience that unfolds like scenes from a blockbuster. Arriving at our lounge in style where refreshments will await. Shortly after, imagine boarding your private helicopter, where the city unfolds beneath you, revealing the breathtaking Boston skyline in a sequence of panoramic views. Traverse the Seaport District, gaze upon the iconic Hancock Tower, and relish the Prudential Tower—all accompanied by the expertise of your personal pilot ensuring a seamless and extraordinary flight in first class. Following your exhilarating flight, unwind in our VIP lounge—a sanctuary of refined elegance that offers a perfect conclusion to your airborne escapade. Here, complimentary premium snacks and beverages await. Our Luxury VIP Flight promises an intimate and tailored experience above the Boston skyline.

Get an in-depth experience of Boston on this private walking tour. Enjoy personalized attention and answers to all your questions from your guide and stroll through the center of the city. Hear stories about Boston’s famous sites and interesting history and visit the Freedom Trail, Quincy Market, Faneuil Hall, and more. Hotel pickup is included for your convenience.

This private culinary walking tour introduces Boston’s historic districts through authentic regional flavors. You begin in the Blackstone Block where narrow streets reflect early commercial life. Historic taverns and storefronts reveal the origins of local food traditions. At Boston Public Market, you enjoy included tastings that highlight New England specialties. Clam chowder and lobster roll reflect a long maritime heritage. Along the Greenway, modern design meets the path of former trade routes. In the North End, Italian influence shapes a rich culinary identity preserved across generations. At Paul Revere Mall, history connects with daily life in a meaningful setting. The experience concludes along the waterfront where Boston’s maritime past remains visible. Please note: The program and attractions may vary based on booking date/time and crowd conditions ensuring each visit is a unique experience.

Marblehead’s Old Burial Hill Cemetery is one of New England’s oldest and most atmospheric burial grounds. It’s also more than a simple graveyard. On this self-guided audio tour, you’ll learn how to decode this cultural archive, where you’ll find headstone motifs with everything from Puritan death symbols to Roman-inspired willows and urns, reflecting changing religious attitudes over the years. Starting at the historical Redd’s Pond, you’ll learn about Wilmot ”Mammy” Redd, the only Marblehead resident executed during the 1692 Salem witch trials. From there, you’ll climb terraced pathways to see panoramic views of Marblehead Harbour and its iconic lighthouse. You’ll also hear about moments in American history that shaped this coastal community, including maritime disasters and the Revolutionary War.

Explore Boston’s rich history at your own pace with the Freedom Trail self-guided walking tour. With captivating audio narratives, fun quizzes, and a smart map, discover key sites like Boston Common, the Paul Revere House, and Bunker Hill Monument. This 4 km walk takes approximately 2.5 hours and is designed for solo adventurers or groups. Perfect for anyone looking to learn while enjoying the outdoors, this tour accommodates all weather conditions and is available daily. Just bring your smartphone and comfortable shoes to get started. - Self-guided tour with engaging audio guides and quizzes - Discover 17 historical sites over a scenic 4 km route - Enjoy the flexibility of exploring at your own pace - Designed for individuals or teams, suitable for all ages

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.

This private day tour is the perfect way to get to know Boston & Cambridge at a leisurely pace. It's a combination of walking and driving (although can be driving only if you prefer). We start with a walking tour of parts of the Freedom Trail, stopping at some of the city's most significant sites. We'll then 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 a walking tour 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. After the walk you'll need some lunch and we know some great spots (not included in price of tour). All guides are fully licensed and approved Boston tour guides, driving luxury and livery insured vehicles.

Welcome to Martha's Vineyard, the storied island off Cape Cod that has captivated visitors for generations with its windswept beaches and fiercely independent spirit. This self-guided tour takes you across the island's six unique towns, each with its own character. Begin in bustling Vineyard Haven, where ferries have delivered travelers since the whaling era, then explore Oak Bluffs and its fantastical Victorian gingerbread cottages painted in every color. Drive to elegant Edgartown, where sea captains' houses line streets unchanged since the 1800s. Journey west to witness the dramatic clay cliffs of Aquinnah, sacred to the Wampanoag people who have called this island home for over ten thousand years. Discover quiet fishing villages, pristine wildlife sanctuaries, and the rolling farmland that gives the Vineyard its bucolic countryside charm. From presidents and literary legends to fishermen and farmers, this island attracts those who value beauty, solitude, and community.

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.

Step back in time on a private day trip from Boston to historic Salem, where colonial history, maritime heritage, and the legacy of the 1692 witch trials come together. Travel comfortably with your English-speaking Welcome Driver, who will share local stories and historical insights along the way. Visit the Salem Witch Trials Memorial, explore the Salem Historic District and Salem Witch Museum Area, then enjoy free time to browse shops and soak up the town's unique atmosphere. Continue to The House of the Seven Gables, followed by the Salem Maritime National Historic Site and Derby Wharf, where Salem's seafaring past comes to life. End your visit at Pickering Wharf, a charming waterfront area with harbor views, before relaxing on your return drive to Boston. Enjoy a flexible itinerary and the comfort of private transportation throughout the day.

This immersive self-guided bundle brings together three unforgettable experiences: the iconic Freedom Trail, the hidden history of Beacon Hill’s Underground Railroad, and the chilling ghosts that still linger in Boston’s oldest streets. On this unique Boston experience, you’ll explore the city where revolution began, where courage challenged slavery, and where the past refuses to stay quiet. From historic landmarks and hidden alleys to haunted burial grounds and untold stories, each tour reveals a different side of Boston. No schedules. No groups. Just you, your phone, and the stories that shaped a nation. Perfect for travelers who want flexibility, depth, and a truly memorable way to experience Boston.

Embark on a captivating journey through Boston's rich history with our Boston Walking Tour Bundle, featuring self-guided audio tours of the Freedom Trail (Parts One and Two) and the charming Beacon Hill neighborhood. Walk in the footsteps of revolutionaries as you explore iconic sites like the Old North Church and Paul Revere's House, then meander through Beacon Hill's cobblestone streets, uncovering stories of abolitionists and literary figures. With GPS-triggered narration, offline maps, and expert storytelling, enjoy the freedom to explore at your own pace without the constraints of group tours. Join thousands of travelers who have transformed their Boston visit into an enriching experience—download now and let the city's history come alive! *Download the Shaka Guide app to access the purchased tours*

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.

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.

Walk through Lowell’s brick mill district and canal-lined streets on a self-guided audio tour that plays automatically as you go. Starting near Market Mills, you’ll follow a GPS-guided route through the city’s industrial core while stories unfold around you. Along the way, you’ll visit the Lowell National Historical Park Visitor Center, Boott Cotton Mills Museum, Merrimack River, Pawtucket Gatehouse, and the city’s canal system. You’ll see how water was captured, measured, and routed to power entire blocks of mills—and how that system shaped daily life. Explore at your own pace—pause to step inside a museum, walk a canal path, or take a break in a park. The audio resumes whenever you’re ready, so you can move freely without keeping up with a group. This is a self-guided experience (no in-person guide). Download the tour in advance and use it anytime—it works offline and follows your location along the route.

Salem is one of America’s most storied cities. On this relaxing self-guided audio tour through the city’s historical heart, you’ll discover its enchanting past. You’ll weave past colonial architecture to see the city’s maritime heritage, and hear about its literary giants. The tour starts at the Washington Arch in Salem Common, the birthplace of the National Guard. You'll explore the city’s charming streets and waterfront before circling back to where the beloved movie Hocus Pocus was filmed. Along the way, you’ll hear fascinating stories about the characters who shaped Salem’s history – from Englishman Roger Conant, who established the settlement in 1626, to novelist Nathaniel Hawthorne, whose legacy lives on in the city’s streets and buildings. As you walk, I’ll tell you all about Samuel McIntire, our most famous architect who was active in the late 1700s and early 1800s. I’ll also point out several examples of his work along the route.

Concord is known for its pivotal role in the American Revolution and as a gathering place for nineteenth-century literary giants like Ralph Waldo Emerson and Henry David Thoreau, Louisa May Alcott and Nathaniel Hawthorne. The tour will take you to sites linked to famous historical characters, tell you their story and share the history and tales of this amazing town. Go at your own pace, anytime. This is a theatrically crafted curated walking tour on your walking tour app.

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

Step into the heart of Boston’s past with our Beacon Hill Walking Tour —your self-guided audio companion through one of the city’s most historic and picturesque neighborhoods. Wander charming cobblestone streets, admire gas-lit lanterns and stately brownstones, and uncover the stories of abolitionists, authors, and revolutionaries who once called this area home. With expert narration and total flexibility, you can explore at your own pace—no tour groups, no schedules, just your own personal guide in your ear. Download now and let Beacon Hill’s history unfold as you go! *Download the Shaka Guide app to access the purchased tours*

Embark on a privately guided journey through Truro’s soul, where history, culture, and breathtaking landscapes converge. This tour weaves together three iconic Cape Cod landmarks: The Highland House Museum, Highland Links Golf Course, and the historic Highland Light. Begin at Highland Light, Cape Cod’s oldest lighthouse (1797). Ascend 69 steps to the lantern room for panoramic Atlantic Ocean views and hear the thrilling tale of its 1996 relocation. Next, step into the Highland House Museum, a 1907 farmhouse-turned-hotel-turned-cultural gem. Once a haven for literary giant Henry David Thoreau, who penned parts of Cape Cod here. Explore rooms inspired by Edward and Josephine Hopper’s artistry. Stroll along the Highland Links Golf Course, America’s first 9-hole links course. Nestled amid rolling dunes and windswept grasses. Available June-September only.

Boston’s revolutionary spirit didn’t emerge overnight. It was forged through years of defiance, from merchants smuggling wine, to ropewalkers brawling with British soldiers. On this walking tour, you’ll find out how everyday acts of resistance transformed colonial Boston into the birthplace of the American revolution. You’ll also uncover the gritty reality behind the propaganda and myths taught in textbooks. The tour starts at Long Wharf, once the longest in the Western Hemisphere, where 4,000 British troops landed in 1768 to discipline a rebellious city. You’ll walk through the North End, past John Hancock’s counting house where nervous redcoats fumbled musket balls. Along the way, you’ll hear how Hancock beat smuggling charges, and discover why Puritans refused to name their horses.