Top Massachusetts Walking Tours

This private tour allows photographers of all skill levels to explore and snap photos of Boston without the stress of planning. In addition to navigating, your guide fully customizes the day’s itinerary according to your interests, with stops ranging from public parks to architectural gems. Round-trip hotel transport is included for your convenience.

Enjoy this private half day walking tour with your own official tour guide and explore the vibrant city of Boston. Get ready to explore the most emblematic and nicest spots in this wonderful city. You will meet the guide in a central point or in your hotel centrally located in Boston who will take you on this private tour. You will be able to visit The Freedom Trail, Faneuil Hall Marketplace, Quincy Market and many more fantastic sites in the home of the first subway system of the United States. Once we start the tour, we offer you to visit, amongst other sites Trinity Church Boston Common Massachusetts State House Boston City Hall HarborWalk Faneuil Hall Marketplace North End - SAVE COVID-19 SAFE - As this is a private tour we take care of maintaining social distance

Boston is a city known for its significant role in shaping American history and its contribution during the American Revolution. Alongside this historical significance, Boston has long been known as one of the leaders in the chocolate movement. In fact, the first chocolate shop in the colonies opened in 1740 in the North End of Boston with a "drinking chocolate". And we didn't stop there! Boston takes pride in the creation of several iconic desserts that we'll sample during our chocolate-filled journey through the city! As a private tour, everything works around you! Our start times are much more easy going, dates can open up. It's a much more intimate and cozy experience. No need to shout over other tourists, you will have every question answered, and leave feeling like a native yourself!

Get to know Boston through its food on this small-group walking tour limited to 12 people. With a guide, you sample seafood, Italian dishes, and other fare as you explore the city's North End neighborhood. Along the way, learn about the history of the area.

Meander along the cobblestone streets and narrow brick alleyways of Boston's Historic North End while sampling some of the best food the city has to offer. Delve into the heart of the city's best Italian food while your guide takes you off the beaten path, to places only the locals shop at. Let your local North End guide navigate the winding streets in Boston's oldest neighborhood to show you the hidden gems you wouldn't find on your own. As a private tour, everything works around you! Our start times are much more easy going, dates can open up. It's a much more intimate and cozy experience. No need to shout over other tourists, you will have every question answered, and leave feeling like a native yourself!

Meet up with a guide from Lokafy for a custom walking tour of Boston that’s like having a local friend to show you around the city. Before meeting up, connect with the guide by phone or chat to customize the experience to your interests, whether you’re curious about the coolest Boston neighborhoods or searching for the best local restaurants.

Experience the rich history of Boston through its local craft beer! Join the Boston Brew Tours, as we explore behind-the- scenes tours of craft breweries while tasting local beer and deliciously paired food! • Enjoy a delicious beer paired meal • Sample a variety of up to 16 beer styles • Take a VIP access tour through Boston's finest local breweries

Travel back in time to colonial New England on a 90-minute historic walking tour. With a length of just 1.2-miles, you can enjoy the experience without breaking a sweat. Your costumed and in-character guide gives you an immersive understanding of life during America’s infancy. Hear exclusive stories about the country’s Founding Fathers and discover iconic historical sites. 

The history of Salem, the notorious site of some of the historical witchcraft trials, is shrouded in misconceptions. Unravel the mystery of the town's past on this ghost tour that takes you to all of the main haunted attractions in Salem while offering insight into the town's history through research and eyewitness accounts.

Make history engaging, and save yourselves the trouble of navigating through Boston. Learn the amazing history of the Revolutionary War in an experiential way on a small-group walking tour of Boston. See the major sights and hidden gems of the city in chronological order and experience the passion and drama of this era in history. Leave with a deep understanding of the twisting road to revolution and the mindset that built America.

Tour like a Local with a Private Guide! Treat yourself to some of the best pizza in Boston on this Private North End History & Pizza Walking Tour through Boston's "Little Italy". See the sights as you walk in the footsteps of Revolutionary Patriots like Paul Revere, Samuel Adams and George Washington. During this fun history walk you’ll see FIVE Freedom Trail sites, plus enjoy THREE different slices from some of Boston’s very best Pizzerias. Pizzerias on tour can rotate from day to day, and may include – a slice named in the “Top 25 Best” in America by a Famous Food Critic, a slice from Boston’s oldest Pizzeria with a brick oven from 1883, a “Secret Underground” spot for grilled flat-bread Pizza, or from a restaurant named one of the “Top 10 Best” Italian Restaurants in the World! Bonus Stop at Modern Pastry to finish with a FREE cannoli! See top Boston sites including Paul Revere House, the Skinny House, Bunker Hill Monument, USS Constitution, and Copp's Hill Burying Ground.

Enjoy some of the best pizza in Boston on this walking food tour. Stroll through the city’s oldest neighborhoods, including, appropriately, Little Italy on the North End. Walk along the Freedom Trail that leads to 16 historically significant sites, like Paul Revere House, Old North Church, and the USS ‘Constitution,’ to name a few. Visit some of Boston's best pizzerias and enjoy a slice at each. It’s a fun and flavorful way to get to know Boston.

Take a deep dive into the history of the American Revolution on this walking tour of Boston. Your historian guide will focus on the years between and 1760 and 1775, a tumultuous time with lots to talk about. Stroll the Freedom Trail and ask plenty of questions along the way; your small group will make for an intimate atmosphere.

Enjoy this 90-minute, private tour of Harvard University for you and your guests! The tour is completely customizable to fit your group’s needs. Throughout this tour, your informative guide – a current university student – will offer a unique perspective of college life at the famed institution. As you tour the grounds, be entertained by your guide’s stories and Harvard lore – partly scripted and partly shared from personal experience. Learn about the most famous people that attended Harvard, hear historical anecdotes and get an insider’s view on current college life. After a stop at the Plaza, Winthrop Park and Mt Auburn Street in Harvard Square, complete your tour at the Harvard Cooperative Society (COOP), the University’s official bookstore.

Explore the campuses of two of America’s oldest and most prestigious universities, Harvard and MIT (Massachusetts Institute of Technology), on a guided walking tour led by a current student. Chuckle your way through a casual excursion that is designed to give visitors a sense of student life, learn “Hahvahd” lore, gain amusing insights from an insider, and have a few laughs at the expense of these elite institutions.

For anyone thinking of attending Harvard, or for those who simply want a glimpse of college life at the famous university, this tour is a must. Get an exclusive account from current Harvard students, who provide key insights into the life and times at Cambridge with a theatrical, humorous flair. Check out the old buildings at Harvard Yard and Harvard Square and learn about the school’s storied past. Illustrated map of Harvard Square included. Choose from several departure times throughout the day.

Walking the cobblestone streets of the North End is a must, but don’t waste time looking for the ideal place to eat. Join other passionate foodies to snack your way through the neighborhood. Your guide directs you to a hidden bakery and an authentic Italian salumeria. Visit the Old North Church and maybe even get a chance to talk with the neighborhood’s best bakers. Pizza, pastries, and other delights round out your experience.

Combine two attractions Boston has to offer—delicious food and rich history—on this tour that starts in the popular North End and continues along the Freedom Trail. Snack your way through this historic Italian neighborhood, trying fresh bread at a hidden bakery and enjoying an Italian salumeria. Once fortified, walk the Freedom Trail to discover the rich history of the American Revolution and experience the modern city Boston is now.

Explore Boston on foot with this small group walking tour. See highlights like Boston Harbor, Custom House Tower, Faneuil Hall, and Quincy Market. Learn the true story behind the Boston Massacre, and if you’re lucky, get a glimpse of government in action at the Massachusetts State House. See Beacon Hill, the Freedom Trail, and the lovely Boston Public Garden. Rest your legs and enjoy a beer with your local guide.

Benefit from a half-day tour of East Boston that highlights the distinctive flavor of the district. Go bowling at a candle-pin bowling alley that retains the retro atmosphere of its 1950 opening, then stroll past a variety of ethnic food spots on Meridian Street and sample some tasty snacks. Finally, take in the waterfront and Boston Shipyard before popping into a cider house for tastings of their brews.

Taste only the best in Boston’s North End. This foodie tour takes you to a careful selection of award-winning restaurants throughout this historic neighborhood. Stop by Best of Boston winners to sample the city’s top pizza, sandwiches, and bread. Sample iconic cannoli and visit an Old World salumeria shown on the Food Network. Learn about Boston’s rich culinary history, and and end your tour with a delicious pasta finale.

The mere mention of Salem conjures tales of witch trials and macabre mishaps. This haunted history tour, ideal for fans of superstition and the supernatural, takes you on a lantern-lit journey to sites of alleged haunting. Explore an atmospheric cemetery, visit buildings inhabited by restless souls, and listen to paranormal stories delivered by a master storyteller. A charged atmosphere is guaranteed on this tour.

Learn all about Salem’s highlights and history—and see the city at its most atmospheric when you explore in the middle of winter—on this introductory walking tour. Bundle up and meet your guide in central Salem. You’ll learn about the town’s infamous Witch Trials, will visit its cemetery and Witch House, will see highlights like the Old Town Hall, and will even learn about supposed hauntings and spooky happenings.

The Salem Witch Trails was a period in history that is misunderstood easily. On this walking tour, follow a guide to main sites such as the witchcraft memorial and courthouse, as you hear stories from accusers and victims to gain a better understanding yourself. Plus, this Salem walking tour starts in the late afternoon leaving you plenty of time to fill up the rest of your day with activities.