Top Boston Sightseeing Tours

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.

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.

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.

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.

Join Boston's only award-winning, original, Martha's Vineyard Day Trip! Leave the trouble of driving to someone else and enjoy a day trip to Martha’s Vineyard from Boston. Then, take a short cruise to Martha's Vineyard then enjoy free time to explore or upgrade to add an island tour. Complimentary snacks, bottled water, island guidebooks and a discount card with island perks are provided during the drive.

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.

Enjoy views of beautiful Boston with this 90-minute sunset cruise. Watch the sun sink over the sparkling water as your guides point out the USS Constitution and other historic sights. Once the sun goes down, you’ll have a chance to see the city skyline illuminated. There is a full bar on every boat, with snacks and other beverages available for purchase.

Experience the best of New England’s marine wildlife on this guided whale-watching cruise around the Stellwagen Bank National Marine Sanctuary. Hop on a high-speed catamaran that gets to and from the whales in the least amount of time possible. See humpback and fin whales, plus Atlantic white-sided dolphins with the help of a naturalist guide. The on-board galley offers food and beverages for purchase during the trip.

Learn about Boston’s revolutionary history on a walking tour that emphasizes good storytelling. Enjoy personalized attention from your guide in your small group as you walk a curated route that includes the Freedom Trail. Visit well-known sites as well as more local places and develop an understanding of modern Boston along with its history.

Explore the best that Boston has to offer on this hop-on hop-off tour of the city. Visit nine of Boston’s top attractions — like the USS Constitution, the Boston Tea Party Ships and Museum and Fenway Park, to name a few — on a 1.75-hour loop. Select your pass, then board at any of the nine stops and get to know the city in custom fashion, with live on-board commentary from a professional tour conductor. Upgrade your experience to include a Boston harbor cruise.

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.

Take an evening cruise on Boston Harbor to watch the sunset from the water. Glide out to the Old North Church and Historic Site, the Charlestown Navy Yard, Leonard P. Zakim Bunker Hill Memorial Bridge, and the USS Cassin Young. As a bonus, listen to the cannon fire of the USS Constitution, which marks the sunset each night.

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.

Discover Boston’s top attractions on this comprehensive guided bike tour around the city. See the unique character and charm of each community up close, like the beautiful brownstones in Back Bay and the South End. Visit Boston’s historic North End and pedal past Copley Square and Fenway Park. Cross the Freedom Trail, passing significant locations to United States history.

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.

New England is renowned for having some of the most beautiful fall foliage in the country—and this seamless, full-day tour from Boston makes it easy to discover the region’s vibrant scenery. Following morning pickup from your Boston hotel, travel to New Hampshire’s White Mountains, and stop for photography breaks along the Kancamagus Highway. Following lunch in charming North Conway (own expense), continue the seasonal sightseeing as you journey to the storied Mount Washington Hotel. At the end of the day, return to your Boston hotel.

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.

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.

See Boston Harbor’s sights from the water on this day sail aboard a replica of a pilot schooner. Step aboard the boat and sail off through the harbor, bound for Spectacle Island, Fort Independence, Castle Island, and Long Island. Snap photos of Boston's coast from the water and feel free to ask the captain or crew questions about the passing landmarks.

Experience Boston’s must-see tourist attractions — and enjoy considerable savings — on this exciting Boston CityPASS. Visit the popular New England Aquarium and the Museum of Science. Plus choose 2 admissions between the following 3 attractions Boston Harbor Cruises, Harvard Museum of Natural History or the Franklin Park Zoo to complete the experience. 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. Attractions may be required to verify proof of COVID-19 vaccination before allowing entry. Please review attraction requirements before visiting Boston.

Explore Boston’s Freedom Trail independently and on your own time with this audio walking tour. The tour never expires, so take your time to learn about Boston’s history and explore its center in the company of the audio guide. An easy-to-navigate app with GPS allows you to wander confidently throughout Boston.

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.

Return to revolutionary times with this tour/trivia combo! Follow the footsteps of the Founding Fathers along Boston’s Freedom Trail and learn how British tyranny gave rise to a revolution. Sights included are Massachusetts State House, Granary Burying Ground, Old Meeting House, Massacre Site, and many many more. The tour starts at Boston Common and ends at the Bunker Hill Monument and is available in both directions. It's a quiz and an audio tour guide! This package is ideal for individuals who want to explore, learn, and have fun. The tour includes optional location-based trivia questions. Throughout the path, you'll be asked questions that may need you to look around for answers. If you get it right, the app will fill you in on bits of history and play the audio. You can skip the questions if you want to, and use the app as a personal GPS-triggered tour guide. Note: Only available for Apple devices.