Top Massachusetts Architecture Tours

Explore Boston’s top 3 attractions on a small-group walking tour in just two hours. A longtime local guide shares insightful historical commentary and fun photo tips to help you capture memorable photos of your adventure. Discover the history behind Back Bay's the iconic architectural landmarks in Copley Square. We’ll take a scenic stroll in the Boston Public Garden to see the colorful flowerbeds and the famous Swan Boats. And for the grand finale in Beacon Hill, find out why Acorn St. is the most photographed street in Boston. Designed for history buffs, urban explorers, smartphone users, and casual photographers, this guided walking tour blends engaging historical commentary with photo tips. It is not a technical photography class.

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

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

Explore elegant neighborhoods, historic streets, and American landmarks on a Boston walking tour from the Back Bay to Beacon Hill and downtown portions of the Freedom Trail. Learn about Boston’s history and culture as you stroll brownstone-lined avenues and walk the shady paths of the Boston Public Garden. Step into Boston’s Revolutionary history in the churches, cemeteries, and battlegrounds of the American struggle for independence.

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.

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.

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.

We begin our tour at the restaurant Tipsy Cowboy. We will watch clips from Hocus Pocus, the Bewitched episode in Salem, and Hubie Halloween while enjoying a meal. And then we will visit the amazing locations themselves. Relive the Magic Where the Sanderson Sisters Once Roamed! Step into the spellbinding world of Hocus Pocus on this unforgettable walking tour through historic Salem, Massachusetts — the very town where the cult-classic Halloween movie was filmed! Whether you're a lifelong fan or discovering the magic for the first time, this tour will transport you straight into the scenes of the beloved 1993 film. Then our journey celebrates the classic 1960s sitcom Bewitched, spotlighting the episodes filmed right here in Salem. Along the way, your knowledgeable guide will share behind-the-scenes trivia, fun facts about the film's production, and insights into Salem’s real witchy history. Costumes encouraged and photo ops galore! We look forward to seeing you in Salem.

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 an alternative night out in Boston on a dinner cruise on Boston Harbor, with an all-you-can-eat buffet meal with live entertainment and dancing. Watch the sunset, then admire the view of the illuminated Boston skyline at night or head to the dance floor for music and fun inside the ship’s nightclub. Bring that special someone or a whole group of friends for a night to remember.

Take a cruise along the Charles River for a chance to see some of Boston’s most beautiful historic and contemporary architecture. Pass important landmarks such as Marriott’s Custom House, the Prudential Building, and the Hancock tower and listen to live commentary onboard about the history, architecture, and design of these buildings.

Explore the Freedom Trail on a Boston history and photography walking tour. Travel back in time and immerse yourself in American history. Visit the actual sites where patriots protested against British rule. Fascinating historical commentary reveals the truth behind the events that ignited the American Revolution.