Top Boston Art & Culture

Discover some of Boston’s deepest, darkest secrets on a “frightseeing” tour aboard the Trolley of the Doomed, which roams around the haunted streets and burial grounds of Boston. Your costumed host provides illuminating insights into the history of the city's spookiest sights such as Copp's Hill Burying Ground.

Explore the best that Boston has to offer on this hop-on hop-off tour of the city. See Boston’s top attractions—like the USS ‘Constitution’ and the Boston Tea Party Ships and Museum, to name a few—on the loop. Enjoy discounted admission to attractions like the Boston Tea Party Ships and Museum with the purchase of your tour. If you upgrade to the Gold or Platinum Pass, you will be given your (seasonal) Harbor Cruise ticket when you check in for the Trolley Tour. These seasonal cruises depart periodically throughout the day close to Stop 1.

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.

What makes this tour different is that instead of walking the Freedom Trail geographically – starting at one end and following it to the other – we let the escalating action of the American Revolution guide us through the crooked streets of Boston. The sightseeing is synchronized with and unfolds to the storytelling. There’s a lot less emphasis on dry facts and dates and a lot more on the passions, personalities, and psychologies driving the events; recreating the drama and recapturing the energy that invented America. It's not only much more enjoyable it's also the most effective way to explore the city and relive the history. The entire experience has been built with the aspirations and anxieties of a fellow tourist in mind: the groups are kept small so you aren't herded around; we cover both the major sights and the hidden gems; extensive visual aids and props help you grasp the material, and you'll traverse all original neighborhoods getting a sense of the modern city as well. 

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.

See some of the top attractions in Boston from the waterfront on this narrated sightseeing cruise. Explore Boston Harbor and see the city’s historic sites while listening to live commentary on board. Pass landmarks like the Boston Tea Party ships, USS Constitution, and Boston Light—the oldest continuously manned lighthouse in the United States.

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. 

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 time with your local guide.

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.

Relive the most important event leading up to the American Revolution on this self-guided tour of the Boston Tea Party Ships and Museum. Take a journey back in time to the famous Boston Tea Party, an incident that changed the course of American history. It’s more than a stroll through historic artifacts, though. It’s truly one of the top-rated museums in the city of Boston. Explore authentically restored tea ships and throw the fated tea into Boston Harbor.

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.

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.

With its centuries of history, it’s no surprise Boston is packed with haunted sights, though they aren’t always easy for visitors to find. On this nighttime ghost tour, follow a guide to some of the city’s most storied landmarks, such as the Granary Burying Ground, the Boston Opera House, and the Massachusetts State House, and discover the hidden history and spooky sightings associated with each.

Revel in the history of Fenway Park, one of baseball’s most beloved stadiums, during this guided tour. Revisit the careers of Red Sox greats like Ted Williams, Babe Ruth, and Carl Yastrzemski, celebrate the club’s numerous World Series titles, and tour famous stadium locales like the ‘Green Monster,’ ‘Pesky’s Pole,’ and the Fenway Park Living Museum.

Travel back in time through the early years of American history during this guided walking tour of Boston’s famous Freedom Trail and its most iconic landmarks. 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. A professional guide joins your trip to help add context.

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.

Escape the hustle of the city and get away to the tranquility of Newport, Rhode Island, on a guided, small-group day tour from Boston. This quaint coastal town, known as America’s First Resort, is the perfect getaway and just 70 miles south of Beantown. Explore the Breakers mansion, the most grandiose of Newport’s summer mansions. Visit attractions like the Ocean Drive Historic District, the St Mary’s Church complex and the U.S. Naval War College, among others. Hotel pickup and drop-off plus a snack, guidebook and discount offer card are included.

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.

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.

Sample the culinary classics of Boston during this small-group food tour. Set out on a city stroll with a guide to taste local iconic dishes like chowder and Boston cream pie. Learn about the history of several popular dishes and explore Boston through its classic flavors. See landmarks like Faneuil Hall Marketplace and visit several pubs and taverns during the walking tour.

Discover the best of Boston’s hops and history on a pub crawl. Offered at three separate times, you can easily find start at a time that fits with your schedule. Select the Happy Hour tour and enjoy four draught beers or ciders. Or choose the Dry Run option and purchase drinks as you please. Either way, visit some of the city’s top pubs with your guide while passing iconic historical sites.

The Liberty Ride is a 90 minute guided tour in an air conditioned trolley. An entertaining and knowledgeable guide in authentic period dress will provide you with information about the Battle of Lexington and Concord as well as life in Colonial America that is historically accurate. During the trolley ride you will see historic sites and attractions in Lexington and Concord.

Explore Boston's Freedom Trail on this informative and historic tour complete with a guide. Wander cobblestone streets, check out the architecture, and learn about the colorful past of this dynamic destination. Stops include Faneuil Hall, King's Chapel, Boston Common, and more.

Discover historic New England as you explore two iconic Massachusetts destinations on this full-day tour from Boston. Travel through Quincy, MA, the birthplace of two U.S. Presidents, and journey along the state's South Shore coastal area on route to Plymouth. Explore the 400-year-old town's harbor, enjoy lunch (own expense), view Plymouth Rock, and tour Plimoth Plantation. You'll also board the Mayflower II and learn the fascinating history of the Pilgrim's.