Top Boston Walking Tours - page 6

Explore Boston after dark on a guided walking tour focused on true crime, urban legends, and lesser-known historical events. Led by a local guide, the experience emphasizes storytelling and discussion rather than scripted narration. The small-group format creates an engaging evening experience that presents a different perspective on the city’s past beyond standard daytime tours.

Explore the eerie side of Boston as you take a stroll through some of its most haunted locations with a local guide. Learn about Boston's rich history and the ghosts who inhabit its hallowed halls. Perfect for history buffs and thrill-seekers alike, this 1.5 mile, 90 minute walking tour offers a unique glimpse into the city's haunted past...and present. This is a small group tour, limited to 15 guests, so you are part of a conversation, not a lecture. - Visit some of Boston's most historic and haunted sites - Hear chilling tales of ghosts and supernatural events - Ideal for history lovers and those seeking a thrilling experience - Expert local guide provides insights into Boston's haunted history

Explore Boston’s musical history while guided by a local musician on this small-group tour, discovering facts about the city’s past and present music scene that most guidebooks miss. Visit several of Boston’s most influential venues and hear about the legendary artists who have played some of their largest gigs in the city.

The Untold History of Boston Walking Tour steps off the beaten path and explores the captivating stories that lie just beyond the Freedom Trail. This small group tour by a lifelong local will take you through the city's lesser-known but equally fascinating sites, where remarkable events have shaped Boston's vibrant history. Get ready to immerse yourself in tales of disaster, transformation, resilience, and deception as we visit these intriguing locations.

Uncover the secrets of Boston’s eerie past on a captivating ghost tour that’s equal parts history, mystery, and thrill. Guided by a local historian and paranormal expert, this small group walking tour explores the city’s haunted landmarks, making it perfect for families, history lovers, and ghost hunters alike. See the graves at one of Boston’s oldest cemeteries, where lingering spirits have been the topic of chilling tales for centuries. Discover America’s oldest public park, a historical gathering spot for everything from Revolutionary War protests to public hangings, and rumored to be haunted by restless souls from eras long past. See the legendary Omni Parker House Hotel. Famed for its ghostly residents and spine-tingling tales, this iconic building has been the site of countless paranormal encounters. Hear jaw-dropping stories of mysterious sightings and unexplained happenings that will leave you wondering—are the ghosts of Boston closer than you think?

Explore Boston’s lesser-known history on an adults-only true crime walking tour. Led by a local guide, the experience connects real criminal cases to the city’s broader social and historical backdrop, helping you understand how these events influenced Boston’s development. With thoughtful storytelling and curated context, the tour offers a balanced perspective on crime, community, and legacy beyond sensational headlines.

This small-group tour stands out by offering an intimate, authentic experience, allowing guests to connect more deeply with Boston’s local stories. With a focus on personal attention, our passionate local guides share not just historical facts but real, untold stories of the city, making each stop feel unique. The small group size ensures a more personalized experience, giving you the chance to ask questions, interact, and truly immerse yourself in the heart of Boston’s history. It’s more than just a tour—it’s a genuine journey through the city’s past, told by the people who live it.

Spend a relaxing day exploring the historic coastal city of Newport, Rhode Island. Departing from Boston in the morning, your first stop will be The Breakers Mansion, a grand Vanderbilt family summer home filled with Gilded Age elegance. Afterward, visit the beautiful Marble House, another luxurious mansion known for its stunning architecture and opulent interiors. Enjoy scenic views of the Atlantic coastline along the way before returning to Boston in the evening. Optional admission to both mansions allows you to customize your experience. Itinerary: Boston → Newport → The Breakers Mansion (120 mins) → Marble House ( 90 mins) → Boston Staying on the Same Bus To avoid being assigned to a different bus, please provide all confirmation numbers if you have multiple bookings once they are complete.

See Boston's history come alive on a 5-part augmented reality tour along the full Freedom Trail. Walk with a guide as you relive key moments from 1765 to 1775, including meeting Paul Revere and operating a revolutionary war field cannon. These interactive AR experiences use headsets and tablets, bringing historical figures and events into the real world

Explore Boston in a way that interests you on a private walking tour that can be customized to your preferences. You'll follow a flexible itinerary tailored to include attractions that you want to see, such as Boston Common, Freedom Trail, or Copley Square. If you don't have specific interests, you can leave the itinerary up to your guide. Either way, this is a chance to enjoy Boston's history and charm with a guide all to yourself.

Boston already has plenty of tours that focus on the American Revolution. So we created one that focuses on inventions, entrepreneurship, and social change — ways Boston changed the world, both before and after the Revolution. We’ll talk about the importance of the schools and colleges created here in the 1600s; one of the first “clinical trials” conducted in North America, which saved countless Bostonians from smallpox; one of the country’s most impressive Black inventors; the connection between an MIT startup and “The Wizard of Oz”; and women who protested and went to jail to gain voting rights. We’ll also talk about one of America’s first millionaires, whose fortune was built on ice cream and cocktails. If you want to understand what makes Boston unique, and you’re interested in STEM, entrepreneurship, or social change movements, this tour is especially for you! This is an official Innovation Trail walking tour. Next tours on: July 27, 28, 29, 31, Aug 1, 2, 8, 12, 19, 20, 22.

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?

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.

Tour the Boston Common and Beacon Hill areas and visit more than 30 movie locations on this captivating private movie and TV walking tour! This tour is a must for film buffs, and is also a great way to explore Boston and its many attractions. On this Boston walking tour, your guide, a local actor, will provide a unique sightseeing tour with an entertaining twist!

Local Foods, Libations & Lots of Fun! Visit the local eateries Boston's South End residents call home. Walk to 4 different locations, where each visit includes an alcoholic beverage paired with your food tasting. Food Tastings are representative of the diverse food scene in Boston's South End neighborhood and may include visits to a Creole / Asian Fusian hotspot, French-Cambodian restaurant, a beloved Wine and Cheese shop, and a Mexican lounge. When it comes to food - and cocktails - Boston's South End is not to be missed! Available exclusively on Wednesdays and Fridays at 4:30pm.

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.

It can be tough to take in all of Boston’s historic sights on your one in just one day, so this private combination car and walking tour of Boston and Cambridge is here to help. Follow in the footsteps of famous academics exploring Harvard and MIT, learn about Boston’s storied history and the American Revolution at Beacon Hill and the Bunker Hill Monument, and explore the artisanal food options available at the US’s oldest tavern and restaurant.

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.

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.

Discover New Hampshire’s most striking natural wonders on a full-day escape from Boston. This curated tour brings you deep into the White Mountains for a choice between two unforgettable experiences: the adventurous Lost River Gorge or the scenic, nationally acclaimed Kancamagus Highway. Continue to the iconic Flume Gorge, where towering granite walls, waterfalls, and lush forest create a one-of-a-kind landscape. With plenty of time to explore, walk, and capture incredible photos, this tour delivers the perfect blend of nature, fresh air, and adventure—all in a single day.

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.

Start the day in Little Italy, with traditional cannoli and espresso at the oldest Italian café in Boston. Proceed through the historic "Little Italy" neighborhood to learn about Boston's history! Listen to stories about the neighborhood's ties to the American Revolution such as the ride of Paul Revere. Try traditional sandwiches from an Italian Salumeria. Drive through Boston's historical downtown while learning about the city's colorful past. Walk through Beacon Hill, Boston's most prestigious neighborhood. Visit Boston Common, the oldest public park in America. Stop at a local seafood chain for lobster rolls and New England clam chowder. Take a drive through Back Bay, Boston's man-made neighborhood lined with 19th century Victorian houses. Take a quick drive through Cambridge for stunning views of Boston and MIT. End the tour with seeing the stunning Copley Library! Be sure to come hungry! The tour includes pick-up and drop-off anywhere in the Boston area (up to 6 people).

Follow the story of the start of the American Revolution, hour by hour! Start in the North End at the Paul Revere Mall and view the steeple of the Old North Church where the lanterns where hung that fateful night in April 1775. Explore the Old North Church and learn about the members that took part in the rebellion. Head to Charlestown to see where Paul Revere picked up his horse that evening, then head to Lexington to see where the Minutemen and British first encountered. Stop by Buckman Tavern, where the militia waited for the British troops to arrive. Continue to see where Paul Revere was captured that evening, then to the Old North Bridge, where the first order to fire arms was given. Stop by a few locations of significance in Concord, then head back to Cambridge to see where George Washington first took official command of the Army. End the tour in Charlestown, where the British retreated to that first day, and see Bunker Hill, location of the first full battle of the war.

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!