Top New England Walking Tours - page 18

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.

Step back in time to where America began. Boston is more than just a fun city; it is the cradle of American liberty. From the legendary ride of Paul Revere to the tension of the Boston Massacre, our Boston 101 Essential Historical Walking Tour brings the 17th and 18th centuries to life. We show you pictures and paintings of Boston's history so you can visualize the past. Led by certified historians, this 90-minute guided experience is the perfect introduction for first-time visitors and history buffs alike. You'll see Boston Common, Park Street Church, Granary Burying Grounds, King's Chapel, Boston Massacre site, old jail location, Faneuil Hall that are all on the freedom trail. You will hear about the Battle of Bunker Hill, the siege of Boston and how Henry Knox forced the British out of Boston. This is a small group tour so you don't have to go on a 50 person tour.

⭐ Top-Rated Vacation Photoshoots 2025 We’re not just photographers, we’re storytellers capturing your holiday exactly as it feels. With over six years of experience photographing travellers around the world, our small team specialises in authentic, natural photography that truly reflects your trip. In Nantucket, we combine creativity with local knowledge to show you hidden gems, secret angles, and the best light. You’ll not only get beautiful, professional photos but also insider tips to make the most of your time here. We’re proud to be recognised among the top-rated photography tours of 2025, trusted by travellers worldwide for our relaxed style and stunning results.

REV250: The Town That Carried the Revolution™ explores how Marblehead’s fishermen, mariners, and merchants became indispensable to American independence. Walk the harbor streets where citizen-soldiers stepped forward when the outcome was uncertain and the risk was real. Discover how Colonel John Glover’s Marblehead Regiment executed critical evacuations and crossings that helped save Washington’s army, and how this working seaport town supported the Revolution financially and at sea. Created for the 250th anniversary era, this tour reveals why historians still credit Marblehead with helping change the course of the war.

Zombie Scavengers hunt stands out by blending real-world urban exploration with an exciting zombie apocalypse narrative. Its uniqueness lies in the complete player freedom; unlike standard hunts, you get to choose your own route and the order of tasks across the city, making it a strategic exercise. The immersive experience is powered by an app that tracks your survival points from finding supplies and completing fun, themed photo/video challenges. Crucially, it includes a remote survival guide who assists you via chat, and your score is compared in real-time on a national leaderboard, turning your local adventure into a country-wide competition.

Discover Boston: Revolutionary War with Welcome Walks - digital walking tours for the modern traveler. Our custom-designed tours give you the freedom to explore a destination on your own time schedule at your own pace. Listen on your smartphone, Welcome Walks tours are distinguished by historical discoveries, art and architecture, popular culture and local food information. Each walking tour showcases local history and provides fresh air and a fun way to exercise.

⭐ Top-Rated Vacation Photoshoots 2025 We’re not just photographers, we’re storytellers capturing your holiday exactly as it feels. With over six years of experience photographing travellers around the world, our small team specialises in authentic, natural photography that truly reflects your trip. In Rhode Island, we combine creativity with local knowledge to show you hidden gems, secret angles, and the best light. You’ll not only get beautiful, professional photos but also insider tips to make the most of your time here. We’re proud to be recognised among the top-rated photography tours of 2025, trusted by travellers worldwide for our relaxed style and stunning results.

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.

When in Boston, the city of stunning skylines and historic charm, your photos should be as unforgettable as your journey. Aren't you tired of handing over your camera to friends with shaky hands or settling for awkwardly framed selfies? Say goodbye to tripod struggles and hello to a stress-free, fun-filled photoshoot with a pro. Let me handle the camera while you immerse yourself in the city's beauty. Whether solo, with friends, or with a loved one, it's time to upgrade your travel photos and make memories that match the grandeur of Boston. Book your photowalk, relax, and let's turn your Boston experience into a visual masterpiece

Set off on an exciting journey through Hartford! Explore the city’s fascinating history, from its founding in 1637 to earning the title “Insurance Capital of the World.” Admire the nation’s oldest public art museum, the Wadsworth Atheneum Museum of Art, and the oldest publicly funded park, Bushnell Park. Solve mysteries, tackle intriguing questions, and capture memorable selfies along the way. Uncover the secrets of the Old State House and learn the legendary tales of the Charter Oak. Hartford is ready to reveal its stories!

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!

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.

Channel your inner Sherlock Holmes in this mystery scavenger hunt around Boston! In "Murder by Boston Common," you are transported back to the year 1895. As a rookie detective, you must investigate a dismembered body found in a pond in Boston Public Gardens. It’s now up to you to solve the crime and find the culprit! After purchasing, go to the designated pickup point to collect your mystery package, which contains everything you’ll need to solve the case. Once you have it, you are free to begin at your convenience. Enjoy the flexibility of starting and stopping whenever you like. This exciting and challenging activity is perfect for you and your family, friends, or colleagues to tackle together. You must have a minimum of 2 people to purchase. Tip: We recommend groups of 2-4 participants. If your group is larger than 4, you can buy multiple mystery packages and compete against each other. The winner is the group that solves the mystery the fastest. (Note: Available in English only.)

Connecticut’s story of freedom has some remarkable – but overlooked – chapters. On this self-guided audio tour, you’ll trace the exact parade route taken by the brave men of the 29th and 30th Connecticut Coloured Regiments as they returned from the Civil War on November 24, 1865. Along the way, you’ll discover how these soldiers fought valiantly despite lower pay, discrimination, and the knowledge that they could face execution if captured by Confederate forces. The tour starts at Connecticut’s Old State House on Central Row, where the regiments stood as Governor Buckingham honoured their bravery. You’ll hear the stories of remarkable soldiers like Private Isaac J. Hill, who published a memoir documenting the regiment’s experiences. You’ll also learn how Frederick Douglass visited the regiments’ camp, declaring them “pioneers of the liberty of your race.” The tour ends back at Connecticut’s Old State House.

Our tour will start at the Lowell National Historical Park Visitor Center, pass by the places that shaped Kerouac’s childhood, inspired his writing, and welcomed the wild energy of the Beat Generation. You’ll get a chance to see his park, his typewriter, the mill his parents worked at, the high school he played football, the library he often frequented and the bar he spent much of his time writing stories. Go at your own pace, anytime. The tour is hands free, and plays as you walk.

Discover the beauty of Maine's coastline on a private sailing adventure that includes an exclusive walking tour of the restored Wood Island Lighthouse. This unique experience allows you to sail aboard a beautiful 40′ sailboat while enjoying fascinating stories about the rich history of Saco Bay. After sailing, disembark at Wood Island to explore the lighthouse and Keeper's House, culminating in a climb to the lantern room for breathtaking views. Perfect for families and friends, this tour accommodates up to 6 passengers and includes insights from knowledgeable guides. - Private sailing tour for up to 6 guests - Exclusive access to Wood Island Lighthouse and its Keeper's House - Learn about Maine's maritime history from experienced guides - Ideal for all ages; children must be 10 or older to ascend the lighthouse tower – Alternative pickup available in Biddeford for added cost, saves 40 min of driving, contact us for availability

Zombie Scavengers in Waterbury challenges your team to survive a zombie apocalypse! The game instructs you to find a variety of items to survive the apocalypse anywhere in the city you'd like via an app. Get points for finding survival items (in any order you want) and participating in exciting zombie themed tasks. Plan your survival adventure carefully in order to get the most points to survive! A remote host will be following along (virtually) and help if you need it via chat. Come survive with us in Waterbury today!

A walking tour and photography workshop in one! Experience a fascinating, in-depth exploration of Salem’s most notorious murder with a local guide. Along the way, a local photographer will help you get some great images of the beautiful historic sites you visit. Join our professional photographer and experienced tour guide Rebecca for a fascinating exploration of Salem’s most notorious murder. The death of aged sea Captain Joseph White was not just a personal tragedy to the families involved. It was a sign of the times that Salem’s identity as a wealthy and successful seaport was sinking into the horizon. The story of the murder became an international sensation and influenced authors Edgar Allen Poe and Nathaniel Hawthorne. **Bring your DSLR camera or Cell phone with extra batteries for this tour! Dive deep into the details of a true crime murder mystery. Take a walk with us!

Boston has always looked respectable cobblestones, brownstones, and the Freedom Trail. This self-guided audio tour strips away the postcard and reveals thirteen true crime stories hiding in plain sight. Walk from Massachusetts General Hospital, where a Harvard professor dismembered a colleague in 1849, through the Back Bay streets terrorized by the Boston Strangler, to the North End blocks that once housed the New England Mob. GPS-triggered audio unlocks each story as you arrive. Download the app on Wi-Fi beforehand it works completely offline. Start, pause, and return at any time. Highlights: - Thirteen true crime stories spanning murder, fraud, mob rule, and a molasses flood. - Explore Boston's darkest history at your own pace no guide, no group, no fixed schedule. - GPS audio triggers automatically as you arrive at each location — no buttons, no guesswork. - Lifetime access included pause mid-tour and pick up where you left off, any time.

Discover the stories behind Marblehead’s harbor, historic homes, and hidden corners. This small-group walking tour winds through Old Town streets, scenic overlooks, and centuries-old burial grounds, sharing the legends, local feuds, close calls, and surprising moments most visitors never hear about. It’s engaging, personal, and grounded in real history — a lively walk that turns a beautiful town into a place you truly understand.

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.

Explore the vibrant nightlife of Mystic, CT, on this exciting pub crawl. Begin your evening with three delicious slices of pizza at the iconic Mystic Pizza before venturing into the town's lively bar scene. Over the course of 3.5 hours, visit four local bars, enjoying one drink at each stop while soaking in the fun atmosphere. This social tour is perfect for couples, groups of friends, and anyone looking to make new connections while enjoying Mystic's nightlife. - 3.5-hour guided tour through downtown Mystic - Enjoy three slices of pizza at Mystic Pizza to kick off the night - Visit four lively bars with one drink included at each - Ideal for couples, bachelor/bachelorette parties, and friends looking for a fun night out

The Cape Cod Food Tour offers a delightful culinary adventure through historic Hyannis, where food lovers can savor a range of local delicacies. Stroll along the charming main street and to the picturesque harbor while stopping at only locally owned and operated restaurants and shops and sampling fresh, house-made, local authentic dishes from various restaurants. A fun and knowledgeable guide will take care of everything! They will share stories about the food, restaurants and shops and the owners. You will learn some great facts and history about cape cod and uncover Hyannis' rich history. This tour is ideal for all. explore the local culture through its cuisine and history. - 3-hour guided walking tour showcasing the best of Hyannis food - Sample dishes from renowned local restaurants while learning about the owners and restaurants and food - Ideal for families, groups, friends and couples of any age - Comfortable walking shoes, dress in layers, bring rain gear if applicable.

As night falls on Portland’s historic waterfront, discover why this is the #1 ghost tour in Portland, ME. Operating nightly, year-round, this one-mile walking tour is led by expert local guides who know the city’s legends, history, and hidden corners firsthand. This outdoor-only experience weaves together documented history, local folklore, and chilling tales that bring Portland’s past to life. Along the route, you'll visit iconic locations including Bell Buoy Park, Andy’s Old Port Pub, the Portland Harbor Hotel, and even a section of the Berlin Wall. Each stop is connected to real events, maritime tragedies, mysterious deaths, or unexplained stories that have become part of Portland’s haunted legacy. Perfect for private groups, bachelorette parties, birthdays, and special events, this unforgettable ghost tour is proudly USMC Disabled Combat-Veteran-owned and women- and minority-led, offering an evening of haunting history, immersive storytelling, and unforgettable mystery.