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 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.

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.

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.

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.

With a rich history that dates back to 1924, the Boston Bruins are one of the oldest and most historic teams in the NHL. The energy in the TD Garden is electric, filled with passionate fans who bleed black and gold— feel the Bruins spirit as the iconic “Drop the Puck” anthem sets the tone for an unforgettable evening! Known for their tough, physical style of play, the team has a reputation for resilience and determination, traits that resonate deeply with their Boston fanbase. Additionally, the team's iconic bear mascot, Blades, and the famous "Garden Crew" contribute to a family-friendly atmosphere that welcomes fans of all ages, making it a perfect outing for everyone! Attending a Bruins game offers a glimpse into the vibrant city of Boston itself. The pre- and post-game celebrations showcase local culture, from delicious food options to live music. With the backdrop of a historic arena, watching the Bruins live is not just a game; it’s an experience that leaves lasting memories!

Skip the crowded holiday tours during the Christmas season, and instead choose this Boston Self-Guided Christmas Tour that shows you all the best spots in Boston without the hassle of going at a group’s pace. See the Boston Christmas Tree, as well as parts of Beacon Hill and other areas all decorated for the holidays at your own pace using an easy-to-download app.

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.

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!!

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.

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.

Learn about Boston’s thriving craft beer scene and sample a variety of libations on this morning or evening brewery tour. Get an inside look at how beer is made and learn about their operations as you visit breweries, cider houses, and distilleries. Visit brewpubs that may include the well-known Samuel Adams or Lamplighter. Round-trip transportation in downtown Boston by air-conditioned van is included.

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.

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.

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+.

From seals and sea lions to sea turtles, seadragons, and stingrays, the New England Aquarium is the place to discover hundreds of different marine animals under one roof—or in one big tank. Check out the four-story Giant Ocean Tank, featuring a brand new coral reef, underwater communications system and hundreds of Caribbean reef animals. Grab an admission ticket and have an unforgettable aquarium adventure.

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

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.

Boston already has plenty of tours that focus on the American Revolution. So we created one that focuses on inventions, entrepreneurship, and social change — ways Boston changed the world, both before and after the Revolution. We’ll talk about the importance of the schools and colleges created here in the 1600s; one of the first “clinical trials” conducted in North America, which saved countless Bostonians from smallpox; one of the country’s most impressive Black inventors; the connection between an MIT startup and “The Wizard of Oz”; and women who protested and went to jail to gain voting rights. We’ll also talk about one of America’s first millionaires, whose fortune was built on ice cream and cocktails. If you want to understand what makes Boston unique, and you’re interested in STEM, entrepreneurship, or social change movements, this tour is especially for you! This is an official Innovation Trail walking tour. Next tours on: July 27, 28, 29, 31, Aug 1, 2, 8, 12, 19, 20, 22.

Dive into the world of sushi-making with a talented chef, a seasoned expert with over 20 years of experience from California to Boston. In this hands-on sushi fundamentals class, you’ll learn how to craft gluten-free, nut-free, and dairy-free sushi while enjoying the relaxed atmosphere of your favorite local brewery. The class kicks off with a comforting bowl of Miso Soup, made with miso paste, dashi, and wakame seaweed, before you roll up your sleeves and dive into the art of sushi-making. A talented chef will guide you through creating two essential sushi styles: hand rolls (temaki) and inside-out rolls (uramaki). You’ll start by rolling a savory Shrimp Tempura Hand Roll, followed by a vegetarian-friendly Sweet Potato Hand Roll, and finish by mastering the bold and flavorful Spicy Tuna Roll. Sip on craft beer, enjoy the laid-back vibes and make tasty memories.

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.

Combine a historical tour of Boston’s Freedom Trail with some local culture and beer. Walk the Freedom Trail for yourself as you learn about Boston's role in the American Revolution from an expert historian. Then, savor Bostonian specialties like lobster rolls and clam chowder at an all-inclusive lunch with a craft beer tasting at a local brewery.

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.