Top Boston Seasonal & Special Occasions

See some of the top attractions in Boston from the waterfront on this narrated sightseeing cruise. Explore the world-famous Boston Harbor and see the city’s historic sites while listening to live commentary on board, from tales of the Revolutionary War to local legends. While you cruise, enjoy views of the city skyline as well as the Boston Harbor Islands, USS Constitution (“Old Ironsides”), and the Bunker Hill Monument.

Discover the best of Boston’s hops and history on a small-group pub crawl along the Freedom Trail. Offered at three separate times, you can easily start at a time that fits with your schedule. Purchase drinks as you please as you visit some of the city’s top pubs with your guide while passing iconic historical sites and learning about Boston's colonial and revolutionary past.

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.

Discover a whole new side of baseball history with the help of a guide on this tour of Fenway Park, one of baseball’s most beloved stadiums. 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. It’s ideal for baseball fans, be they locals or tourists.

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.

Discover some of Boston's most notable historic landmarks—and pair your sightseeing with a pizza crawl—on this time-saving, two-in-one walking tour. With just a guide and small group for company, stroll through the city’s oldest neighborhoods, including Little Italy on the North End. Walk along the Freedom Trail to sights including Paul Revere House and the USS Constitution, and head to local pizzerias for three full-size slices along the way.

Explore the best of Boston at your own pace on a hop-on hop-off trolley tour of the city. Choose from a 1- or 2-day pass and see Boston’s top attractions, including the USS Constitution, the original bar from TV show “Cheers,” and the Faneuil Hall Marketplace, to name a few. The pass includes discounted admission to the Boston Tea Party Ships and Museum, to enjoy during or after the tour.

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 1760 and 1775, a tumultuous time with plenty to talk about. Stroll the Freedom Trail and ask your guide questions along the way to learn things most tourists miss.

End a day in Boston the right way with a sunset sightseeing cruise on Boston Harbor. See all of the harbor’s historic attractions as well as the city’s modern skyline, and witness the USS Constitution’s traditional sunset ritual: a ceremonial firing of the cannon of the oldest commissioned sailing ship in the US, and a lowering of her flag, signaling the end of the day.

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.

Swap the usual “what should we do today?” debate for a fun, hands-on candle making class hosted at a trendy local brewery in Boston. In this hands-on experience, Instructor Neemah will guide you step by step as you design and pour your own custom candle. You’ll explore different scents, learn how fragrance, wax and wicks work together and create a candle that feels completely personal. And the best news? No experience is needed. Get ready for an experience that is creative, relaxing and way more memorable than sitting through another average happy hour. This class is ideal for couples looking for a unique date night, friends planning a girls’ night out, solo guests who want a calming creative escape and travelers searching for a local activity beyond the typical sightseeing list. Come for the cozy atmosphere, stay for the joy of making something with your own hands and leave with a custom candle that feels totally you.

There’s tons of options for things to do in this city, and tons of Tour Guides…while you’re here, come hang out with the most colorful one in town, on the Pizza, Beer, and Paul Revere Tour! I’m Jimbo the Tye Dyed Tour Guide, and I strive to have these tours feel like you’re just hanging out with an old friend, in a new city... grabbing a bite and a beer while checking out some history. Super casual, not overwhelming with dates and facts…just enjoying a couple slices and a beer in a pre-revolutionary Boston. See tiny back alleys ways from the 1700's as we walk down cobblestones the forefathers walked on, on our way to grab two slices of the best pizza you've ever had!! Also, i take a really neat little video of our tour, which i post to my social media pages like instagrem, feel free to find me there and see past videos of people having a wicked good time under: TyeDyedTourGuide!!

There are lots of ways to follow in the footsteps of the founding fathers in Boston, but not many tours allow you to do so while drinking in historic pubs and taverns. On this small-group combination pub crawl and walking tour, visit a range of New England drinking establishments while listening to facts about the country’s formation.

Combine horror stories and booze on this haunted small-group pub crawl through Boston. Hear stories about spooky occasions and haunted history in Boston’s past from your guide and hop from pub to pub along the way. Take time to learn about Boston’s architecture and explore four different local bars in the city.

Discover the vibrant colors of autumn on a Fall Foliage Day Trip from Boston through Southern Vermont and Western Massachusetts. Your journey begins in Western Massachusetts with scenic stops at the French King Bridge, Mineral Road Bridge, and historic Cabot Camp—each offering sweeping views of brilliant foliage along the Connecticut River. From there, we’ll head north into Southern Vermont, where the season’s beauty unfolds at the charming Creamery Covered Bridge and the Hogback Mountain General Store and Scenic Overlook. Along the way, enjoy a relaxing lunch and time to take in the crisp mountain air. On the return trip to Boston, we’ll visit the Yankee Candle Flagship Store, where you can explore its signature scents and seasonal displays—an aromatic highlight to end the day. Don’t miss this unforgettable autumn escape from Boston, filled with breathtaking views, charming stops, and the very best of New England’s fall foliage.

Travel back in time to colonial New England on a historic walking tour. 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 on this tour that covers approximately 1.2 miles (two kilometers).

90min BYOB Boston Harbor Cruise. Pedal as much as you want or just relax and enjoy the amazing harbor views. Bring Your Own Beverages, Food and Music. We provide coolers with ice in our high center bar and Bluetooth connectable speakers. Great for unique fun Birthday and Bachelor/Bachelorette Parties, Outings with Colleagues, School Field Trips or just an amazing time with friends and family. We cruise close to shore at slow speed to get close up views of the harbor attractions and provide a QR code connectable Interactive tour route app with a wealth of information on 36 points of interest that you will pass. Charter groups can chose from 7 boarding locations upon request. Charters can be booked from 10AM to 8:30PM, 7 days per week, mid-April through October.

This is a one of a kind opportunity to visit Boston's Living Music Museum and Hall of Fame. Explore the featured exhibit that changes quarterly (Fall 2025 - This Wheel's Still on Fire). Watch interviews with music legends. See personal artifacts from private collections.

Exclusively available during the Halloween season! Discover the spooky, historic city of Salem on this full-day tour from Boston, where the infamous witch trials of 1692 left a profound legacy. Begin with a pickup at your hotel before exploring Salem's haunting landmarks including the Witch Trials Memorial and the Witch House, the residence of a judge from the trials. Experience the prosperity of Salem during the Old China Trade, and enjoy 1.5 hours of free time for lunch and shopping at local eateries and unique shops. Your journey back to Boston is just as comfortable, making it convenient and enriching for history enthusiasts and curious travelers alike. - Full-day semiprivate tour with pickup from Boston - Visit key sites like the Witch Trials Memorial and the Witch House - 1.5 hours of free time for lunch and shopping in Salem - Comfortable transportation in a van with a small group size of 1 to 9

Enjoy the beauty of Boston illuminated on this 1-hour evening cruise. Coast past sights like the Old North Church, Independence Wharf, the U.S.S. Constitution, the New England Aquarium, and more. Choose between open-air seating on the top deck, with blankets available, or stay cozy in the interior cabin. Alcohol, water, soda, and snacks are available for sale.

Combine two attractions Boston has to offer—delicious food and rich history—on this walking tour that starts in the popular North End and continues along the Freedom Trail. Taste fresh bread, pizza, and a classic Italian deli sandwich at local stops in this historic Italian neighborhood. Then, walk the Freedom Trail to learn about the American Revolution, all while enjoying scenic views of Boston Harbor and the Rose Kennedy Greenway. Explore the charming architecture of Beacon Hill and experience the city's blend of old and new.

Ready to mix spirits with… well, spirits? Join Boston’s premier haunted pub crawl, where the drinks are strong and the ghost stories are even stronger. Grab your bravest drinking buddies and stumble (responsibly!) through Beantown’s booziest and most bone-chilling history—from haunted pubs and ghost-filled restaurants to the eerie cemeteries where Boston’s past refuses to stay buried. You’ll hear tales of restless Founding Fathers, scandalous secrets, and blood-stained streets that might just send a chill up your spine—or maybe that’s just the whiskey. So pour yourself a Boston Lager, toast to the dearly departed, and see just how much haunted history you can handle. With Ghost City Tours, it’s all fun and fright until someone sees a ghost... and then it’s even better. *Entry into establishments is subject to operating hours and availability. Drinks not included. Only for guests ages 21+.

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.