Top Massachusetts Walking Tours - page 14

Join a born and raised local storyteller for a 90-minute, easy paced walking tour through Old Town Marblehead, where a small group threads together seven storytelling stops drawn entirely from town records and local lore. Along the way, you'll meet a privateer, a witch, a wizard, and the man who reportedly arrived from Salem inside a barrel; stand at Screaming Woman Beach to hear the legend of the captured Spanish ship and the eerie sound the wind makes off the rocks on storm nights; and learn the tale of the 130-foot sea serpent of 1817, the hunting club that pursued it for a century, and the spot where it was last seen. The route passes the Jeremiah Lee Mansion 1768, where George Washington and Lafayette once dined, and ends at the famous "House With No Corner," whose fate is still contested across three competing legends.

Boston Harbor has undergone significant transformation over four centuries. Experience Boston’s rich maritime heritage and contemporary vibrancy on a 1.5-hour stroll along the Boston Harborwalk, led by an expert local guide. The tour begins at the Boston Harbor Islands Welcome Center on the Rose Kennedy Greenway—site of the "Big Dig"—and concludes at Fan Pier in the dynamic Seaport district, offering exceptional views throughout. This small group walking tour explores the evolution of Boston's waterfront, from its origins as a colonial port in the British Empire; through its development as a major center for shipping, fishing, and global trade; to its rebirth as a hub for modern commerce, tourism, and recreation. As you venture through the heart of the Boston Harborwalk, gain insight into the city’s significant efforts to expand and revitalize its waterfront infrastructure, greenspace, and public access.

Discover how a small religious summer camp transformed into one of Martha’s Vineyard’s most popular island destinations on this walking tour through the town of Oak Bluffs. Starting in Ocean Park, you’ll follow the coast to Inkwell Beach before heading into the heart of the town. Along the way, you’ll hear its history and find out what makes this island paradise so alluring to everyone from the rich and famous, to curious Cape Cod vacationers that come for a day. Around Trinity Park, you’ll see Martha’s Vineyard Camp Meeting Association, its cottage museum, and the Tabernacle in Oak Bluffs which is a place of worship. After heading down Circuit Avenue, where I’ll show you the town’s famous Flying Horses Carousel, our tour will come to an end at the harbor. Whether you’re on the island for only a day, or calling Martha’s Vineyard home for the season, this tour is for anyone who wants to dig into Oak Bluffs’ past and enjoy its present.

Walk through Salem’s storied streets and discover its tales of witches, early settlers, and maritime history. A friendly guide voice shares stories at each stop, making the past come alive as you walk. You can start when you want. Pause to peek into old homes, museums, and hidden alleys. Visit The House of the Seven Gables, Salem Witch Trials Memorial, Old Burying Point Cemetery, Salem Harbor, and historic merchant houses. The guide also points out lesser-known buildings and local legends that people often miss. This tour works without internet. It gives you directions, fun facts, and helpful tips you can use again and again. It stays on your phone forever. Download the tour, put on your walking shoes, and let the stories guide you through Salem’s haunted past and rich history—on your path, at your own pace. *Download the Shaka Guide app to access the purchased tours*

North Shore Tours Presents: A unique tour into Salem's long history with the film industry and Hollywood. We will stop at several iconic filming locations from different movies and tv series that have been filmed in or take place in Salem.

Step back into 1692 with the Salem Witch Trials Digital Guidebook. Uncover the chilling events of Salem’s dark past as you visit iconic locations like the Salem Witch Museum, Old Burying Point Cemetery, and the Witch House. This guidebook brings history to life with detailed stories, historical context, and insider tips. Navigate easily through Salem’s most haunted sites with our comprehensive, user-friendly guide. Find hidden gems, must-see attractions, and the best times to visit, all in one place. Perfect for history buffs and curious travelers, this digital guidebook ensures an enriching experience at every stop.

On this self-guided tour, you'll pay tribute to Boston's key figures and unlock its 400-year history. Experience the magic of GPS-playback on this immersive stroll through Boston. Boston’s art is the key to unlocking its rich 400-year history. On this walking tour, you’ll hear the backstories behind the city’s monuments, learn about the artists involved, and discover how Bostonians reacted when the pieces were first unveiled. For history and art enthusiasts, this tour goes beyond the textbooks, exploring the personalities and artwork that bring the city to life. You’ll follow the Freedom Trail through the city’s historical core. Boston’s self-image has lots to teach us. Discover a one-of-a-kind blend of history and art in this four-hundred-year-old “City on the Hill” that will leave you with a unique outlook.

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*

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 experience is unique for its unmatched flexibility and strong emphasis on group interaction. It’s not bound to a fixed schedule or route, allowing groups to start, strategize, and explore at their own pace. The core difference is the immersive, lighthearted zombie theme that dictates the tasks—you're scavenging for supplies and completing silly challenges to prove your survival mettle. It’s perfect for team-building or family fun because it's priced per team (up to 10 people), includes the guidance of a remote, chat-based host, and culminates in the unique bragging rights of checking your national rank on the app's leaderboard.

Walk around Worcester while trying to survive the zombie apocalypse with Zombie Scavengers! On an app, you'll be given a list of items to find (in any order you choose) to help you survive a zombie apocalypse. You'll get points for finding these items, as well as completing some zombie themed challenges. Figure out the best game plan to get the most points in order to survive. A remote host will chat with you during the game if you have any questions. Prove you can survive the zombie apocalypse in Worcester for bragging rights with all your friends!

Use an app to survive a zombie apocalypse in Springfield. In Zombie Scavengers, explore the city however you'd like to search for items needed to survive a zombie apocalypse. You'll get points for finding these items. You can also do some zombie themed challenges for points on the app as well. Strategize in order to get the most points and survive the apocalypse. Your remote host will be there for you via chat if you need anything. Can you survive the apocalypse in Springfield?

️ Solve a murder mystery woven into Boston’s streets Complete 12 puzzles with clues and suspects Navigate easily with an in-app GPS map Start anytime-pause and resume whenever you want Immersive story with twists, evidence, and deductions

Our very unique, immersive adventures are the only ones of their kind. We, unlike other companies, provide your very own remote, interactive, live host to assist and encourage you along through your phone. We are an Austin, TX-based global custom event design company offering scavenger hunts and other events in 300+ cities in North America and beyond. Our specially hand-crafted adventures are equal parts tour, creative challenge, detective hunt, and social experiment! Guests get to discover in an alternate reality our favorite hidden gems off the beaten trail and creatively interpret fun art, history, and culture clues - for points! They get to enjoy fame and glory while appearing on our website’s international leaderboard, no matter what their score. They get to essentially race other teams in other cities, even if they don’t have competitors who have signed up in their city that day. Get ready to discover unusual oddities, laugh out loud, and make the experience your own!

The Best Way to Discover Boston: Scavenger Hunt & Self-Guided Tour. Play, learn, and walk! Explore at your own pace with a 100% self-guided activity. Start anytime (24/7) with no guides or schedules. Pause for a photo by the Bill Russell Statue or a visit to Park Street Church and resume whenever you're ready—even the next day. This unique team-building activity is perfect for couples, families, and groups. The "Complete City" Package - Everything you need in one app: Interactive Game: Solve puzzles and discover 10+ major attractions, plus hidden gems revealed along the way. Learn the history/legends of each site. Insider Tips: Access hand-picked local restaurant and shop recommendations. What you will visit: Public Garden, Boston Common, Park Street Church, Granary Burying Ground, Boston Latin School and Benjamin Franklin Statue, Old State House, Boston Massacre Site, Bill Russell Statue, Faneuil Hall, and Christopher Columbus Park.

Let’s Roam is the #1 app-led adventure hunt company. Explore the best landmarks and hidden gems, answering trivia questions and tackling challenges along the way. Team up with your friends or go head-to-head as you uncover fascinating facts and create unforgettable memories. Let’s Roam Adventure Hunts are perfect for any occasion—whether it's an everyday outing, a bachelorette bash, a birthday celebration, or a corporate team-building extravaganza! Each player gets to choose an interactive role, with unique challenges for everyone. Ready for an adventure? Let's Roam!

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.

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.

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!

This dual-campus experience links the two most powerful brands in education. You will discover the rich history and innovation of both Harvard and MIT. Begin at Harvard Yard, where you'll encounter the John Harvard statue, Dorms, Harvard Hall, Holden Chapel, Memorial Hall, Widener Library. Then, we hop on the train to Kendall Square, home to cutting-edge tech and biotech companies alongside the MIT campus. This dual-campus experience links the two most powerful brands in education. This is a high-energy, insider’s look at the two most prestigious institutions on the planet, navigating the "Brainiest Square Mile" in the world where the future is built. MIT Architecture & Tech, the Stata Center, Great Dome, and the Infinite Corridor and show you where the famous "hacks" happen and where Nobel Prizes are won. We provide the "Old World" prestige of Harvard and the "New World" tech dominance of MIT in one seamless experience.

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

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.

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.

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.