Top Massachusetts Architecture Tours

Explore the best of Boston's Freedom Trail—and get more out of the visit than you could if exploring on your own—on this guided walking tour that covers many of the city's most important sights. Wander cobblestone streets, check out the historic architecture, and learn about the colorful past of this dynamic destination. Stops include Faneuil Hall, King's Chapel, Boston Common, and more.

Explore Boston’s must-see attractions in one tour. Walk along the picturesque streets of Beacon Hill, home to Acorn Street, the most photographed street in Boston. Discover the most scenic locations in the Boston Public Garden and Back Bay’s beautiful 19th-century residential neighborhood.

Discover Boston’s rich past and vibrant present on this small-group (or private) walking tour—a relaxed and informative way to get your bearings if visiting the city for the first time. Gain valuable insight from local guide as you explore spots such as Boston Harbor, Faneuil Hall, Beacon Hill, and the Public Garden. As you wander, learn about the city’s Revolutionary roots, architectural gems, and cultural evolution—and get an understanding of what life is like for modern-day residents.

Get ready to visit one of the greatest vacation spots in the USA, a favorite among celebrities and even presidents! Martha’s Vineyard is home to stunning beaches and coastline, picturesque little towns, and plenty of fun—but this GPS-guided driving tour with walking portions will also dig beneath the beautiful surface and into the island’s surprising history. Learn about the Wampanoag, the origin of the Vineyard’s famous “gingerbread houses,” and the lost language invented by the island’s residents! 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. 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.

Travel back in time, to the early years of the United States of America, during this guided walking tour of Boston’s Freedom Trail and beyond. Relive the events of the American Revolution as you pass Faneuil Hall, see the Old and New State Houses, and visit the setting of the infamous Boston Massacre. Then head downtown past Boston Common and the modern John Hancock Tower, finishing in Copley Square.

Journey into early American history at the Plimoth Patuxet Museums, located near Boston in Plymouth, Massachusetts. Three outdoor exhibits reveal what daily life was like in the New England of the 1600s: Plimoth Patuxet, Mayflower II, and Plimoth Grist Mill. You can opt to visit one, two, or all three to learn about the Pilgrims and Native American Wampanoag in the colonial era.

Experience the best of Nantucket with this 2-in-1 bundle — two complete self-guided tours available together at a discounted price. Begin your adventure with a walking tour through the heart of downtown Nantucket, learning about the whaling trade, and discovering landmarks like the Atheneum and Hadwen House. Next, embark on the Nantucket Coast to Coast drive or bike tour, stretching from Madaket to Sconset. Follow a scenic route past windswept beaches, historic lighthouses, and classic shingle cottages that reveal the island’s more tranquil side. Each tour is available separately, but when purchased together, they offer a flexible and memorable way to explore the entire island at a discounted rate. - Two complete self-guided tours at a discounted bundle price - Walking tour through downtown Nantucket’s historic sites - Scenic drive or bike tour from Madaket to Sconset - GPS-triggered audio works offline - Discover hidden gems and learn about the island’s maritime heritage

Experience the best of Cape Cod in your own time without overlooking any sights with this self-guided driving tour. Download the app with its GPS map, audios, and text, and hit the road from the Cape Cod Visitor Center. Follow the route to see and learn about the peninsula's lighthouses, beaches, and sights, and take optional detours to relax, hike, or delve deeper into the cape's history. For lifetime access, you can dip in and out whenever you wish.

Cover the highlights of the Freedom Trail on this walking tour of Downtown Boston. A shorter route leading between Boston Common and Faneuil Hall Marketplace is ideal for travelers who don’t have the time or inclination to cover the full extended route. A costumed guide adds a theatrical touch to the experience.

Uncover Nantucket's rich history and charm on this self-guided audio tour. Using our app, you can explore at your own pace as you stroll down cobblestone-lined Main Street and learn about how Nantucket evolved from the worlds whaling capital to the tourist destination it is today. Admire meticulously preserved 18th-century homes, each whispering tales of the island's whaling past. Explore iconic landmarks like the Atheneum, the Hadwen House, and Straight Wharf, a bustling hub since the 17th century. All along the way, captivating stories, insights, and local recommendations bring Nantucket's vibrant heritage to life.

Fans of Boston-based TV shows and movies will love this walking tour of Boston Common and Beacon Hill. Step inside the bar where ‘Cheers’ was made famous and see more than 30 filming locations for popular flicks such as ‘Good Will Hunting.’ A local actor serves as your guide and entertains with fun facts about Boston highlights.

Enjoy a more personalized way to explore Boston’s Beacon Hill—and benefit from plenty of in-depth commentary along the way—on this small-group walking tour of the popular neighborhood. Be sure to bring your smartphone or camera along: Your guide leads you straight to many of the neighborhood's most photogenic sights, including Acorn Street: the most photographed street in Boston.

Walk the Freedom Trail with a guide in historic costume on a tour from Boston Common to Faneuil Hall, a 1.2-mile route that covers important sites in the heart of Boston. This tour's shorter distance lets you follow in the footsteps of the founding fathers and American revolutionaries without making the more strenuous trek all the way across the Charles River, finishing in a spot that’s convenient to top Boston attractions.

Explore Boston’s Mafia past and learn the story behind North End’s immigrants with this interactive outdoor exploration game. Taking the role of an investigative reporter, solve a series of challenges on your phone that will lead you around the neighborhood, including to Rose Kennedy Rose Garden, North Street Park, North Square, and hidden gems.

Discover Boston’s North End—one of the city's most historic neighborhoods, and now home to its Little Italy—on a photography walking tour designed for small groups. Immerse yourself in the vibrant atmosphere, and visit many iconic Freedom Trail sights in one trip, including Paul Revere’s House, the Old North Church, and hidden gems off the beaten path. Bring your camera for expert photography tips, perfect for all skill levels.

Hop into a duck boat—s renovated World War II amphibious vehicle—for a comprehensive city sightseeing tour of Boston. Pass Boston Common, Quincy Market, the Celtics' home turf at TD Garden, and much more. Then splashdown into the Charles River for a view of the city by boat. Learn all about Boston's history and landmarks as you go.

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.

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.

Discover the stories of merchants and mansions in Salem, Massachusetts with this architecture-themed walking tour. Meet your guide for a stroll through the McIntire District and learn about more than three centuries of architectural history. Explore the cobblestone streets of Salem and see local landmarks including Witch House and Ropes Mansion. View more than two dozen sites throughout the tour.

Discover the best of Boston and see the sights that interest you most on this half-day tour. Board your private vehicle along with your group and explore key landmarks in the comfort of an air-conditioned vehicle. See Harvard University, Fenway Park, the Boston Public Library, Beacon Hill, and much more while listening to commentary from your driver about Boston’s history.

Boston CityPASS® — Planning a trip to Boston? Save 45% on admission to four must-see attractions. Experience Boston’s must-see tourist attractions — and enjoy considerable savings — on this exciting Boston CityPASS. Choose four admissions between the following seven attractions: New England Aquarium, Museum of Science, Boston Harbor City Cruises, View Boston Observation Deck, Franklin Park Zoo, or Harvard Museum of Natural History This Boston CityPASS is valid for 9 consecutive days from date of first use. Convenient mobile tickets are valid for 1 year from the date of purchase. Transportation to and from the attractions is not included.

Are you looking for a way to discover Boston without joining a tour group? Explore at your own pace with this self-guided walking tour. • Find out how the city ignited the American Revolution, led the country in the fight to abolish slavery and, ultimately, saved the Union • Hear from producer Mitch Lapin, a local tour guide and history expert • Do it all in 90 minutes or linger at stops along the way with complete control over when you start and finish • Get unlimited use before your booking date and after it • Use the virtual tour option at home Once you’ve booked, you’ll receive a ticket with instructions and a unique code listed under “Before You Go”. Then simply install the app and enter your code. The app displays directions to the starting point, and when you’re in the right place, pop in your headphones, and just tap start. The app has automatic GPS playback, with turn-by-turn directions. It also works offline.

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.