Top Massachusetts Holidays - page 2

Make this holiday season one to remember with this cocoa and carols holiday cruise on Boston Harbor. With dates offered throughout December, you can add a magical touch to your holiday, and easily find a date that works for you. Plus, you’ll cruise the harbor aboard a classic yacht with live music as you take in beautiful views of Boston.

Experience true local wines with a tasting at Plymouth Bay Winery, where talented vintners and chefs create wines, wine jellies and wine sauces from fruits that are native to the northeastern United States. Sample the entire collection of wines, and learn about using the jellies and sauces in your home cooking. Finish the tasting with an etched, commemorative glass from this unique winery in ‘America’s Hometown,’ just a stone’s throw away from historic Plymouth Rock.

Learn about the Boston Tea Party and Boston’s revolutionary history at your own pace with this private self-guided audio walking tour. Download the app to your phone and use it whenever you like, even offline. Follow the route and hear stories about Boston’s history and the sites along the way.

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.

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.

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+.

The Halloween tour is unique because you get to visit Salem and receive historical information not just on Salem, but the popular holiday itself. Salem is a Halloween city, and some would even say it's the Halloween capital. Many people enjoy coming to Salem during October to celebrate Halloween. This tour allows visitors to come to Salem anytime during the touring season to learn about both. Don't miss the opportunity to learn about your favorite holiday and how important it is to the city of Salem. Get the full experience of Halloween with Tales of Salem: Halloween Tours!

Get all the tips and tricks you need to learn to make mouthwatering dumplings while hearing stories about Chinese and Taiwanese cultural food traditions. Why we love this experience • Learn how to roll, stuff, and fold 4-5 styles of dumplings, and sample Taiwanese street food bites • Guest can BYOB and tea bar included • Public classes are held at the historical Windsor Inn, which is the oldest free-standing residence in the central square • Team building, birthday/bachelorette, couples night • Limited free parking on site

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.

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.

Home of the famous Samuel Adams and Lamplighter breweries, Boston has a thriving culture of microbreweries, distilleries, and cider houses. A brewery tour is one of the best ways to experience Boston’s beer scene, and on this half-day excursion you can taste award-winning beer and cider, learn about the history of each brewery, and explore the brewing process.

The Haunted Harbor Tour isn’t just a boat ride—it’s a journey into the shadowy side of America’s oldest seaport. While other tours skim the surface, we take you deeper, blending true local history with spine-tingling ghost lore you won’t hear anywhere else. From the deck of our vessel, you’ll see Plymouth’s most storied landmarks—Plymouth Rock, the Mayflower II, Burial Hill, Cole’s Hill, Bug Light, and more—exactly as they appear under the cover of night. Every stop along our route comes alive through vivid storytelling, researched local legends, and the natural drama of the harbor after dark. You’ll feel the sea breeze, hear the lap of waves against the hull, and see the silhouettes of centuries-old landmarks as their ghost stories unfold. Our small-group setting ensures a more personal, immersive experience—plenty of time to soak in the eerie atmosphere between tales. It’s equal parts history, mystery, and pure New England coastal magic.

Ready for a night that’s equal parts laughter, creativity and cocktails? Join this hands-on paint and sip class in Boston, hosted through Classpop!, and rediscover how fun it feels to just make something. Your local instructor keeps it light and easy while you sip, swirl and paint your way to a surprisingly awesome masterpiece — even if you swear you can’t draw a stick figure. Everything’s included (canvas, brushes, paint, apron), and every class takes place in a cool local spot like a brewery or bar. Whether it’s a casual date, a team hangout or your solo night of self-care, this experience guarantees good vibes, great drinks and a painting you’ll actually want to show off.

BUT FIRST, DESSERT! Do dessert before dinner when you join us for Cocktails & Cannoli, an all inclusive walking food tour of Boston’s North End. Skip the infamous lines to taste delicious drinks and classic cannoli, and sample the best sweets the North End has to offer. Not to mention the Paul Revere House and Old North Church along the way! To top it all off, our local tour guides will sprinkle in fascinating historic knowledge, fun cultural facts, and culinary tidbits.

"Dive into adventure with Let’s Roam, your go-to for the ultimate app-led adventure hunts! Step into a world where every landmark and hidden gem is waiting to be discovered. Challenge yourself with trivia, tackle brain-teasing puzzles, and embark on an epic journey of exploration! Whether you’re collaborating with your crew or turning up the competition, Let’s Roam Adventure Hunts guarantee a blast for all. Perfect for any occasion—whether it’s a spontaneous outing, a wild bachelorette bash, a festive birthday celebration, or a team-building extravaganza. Each player gets to dive into an interactive role, ensuring every challenge is as thrilling and unique as the next. So, gather your squad, choose your adventure, and let the good times roll! With Let’s Roam, every outing becomes a treasure trove of memories and excitement. Are you ready to conquer the city and create unforgettable experiences? Let’s Roam and make every day an adventure! "