Top Massachusetts Seasonal & Special Occasions

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 boat in Boston that gets to and from the whales in the least amount of time possible. Look out for 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.

Explore the best of Salem’s nightlife scene while delving into its notorious spooky history. Visit a range of cozy taverns and trendy cocktail bars, hearing chilling accounts of local witchcraft and on-site hauntings. Make stops at eerie landmarks in between for added thrill.

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.

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 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.

See the landmarks and highlights of Boston from the water on this sightseeing cruise in Boston Harbor aboard a 1920s-style yacht. Snap photos and enjoy a unique perspective of the harbor, very different than a typical walking or driving tour through Boston. Highlights include the USS Constitution, Bunker Hill Monument, Old North Church, and the USS Cassin Young.

Plymouth’s Only Floating Party Venue Experience the ultimate celebration on the water with Plymouth’s original harbor party cruise. This 21+ event combines live DJ music, dancing, and a vibrant atmosphere as you sail past iconic landmarks like the Mayflower II, Plymouth Rock, Bug Light, Clark’s Island, and Long Beach. With spacious open-air decks, a dynamic sound and lighting system, and panoramic coastal views, it's the perfect setting for birthdays, bachelor/bachelorette parties, or a memorable night out with friends. Departing from Town Wharf, this 2-hour cruise offers an unforgettable blend of history, scenery, and high-energy fun.

Explore Boston on a trolley tour that’s timed to catch sunset over the Charles River. Many Boston sites are illuminated—and uncrowded—at night, making this an ideal time to explore Boston Harbor, Cambridge, the Public Garden, and more. Live narration from an experienced guide showcases the stories and culture behind each place you visit, from stylish seaside neighborhoods to revolutionary war–era landmarks.

Step aboard the multi‑deck Provincetown II at Commonwealth Pier and kick off a night where Boston Harbor becomes your festival stage. From the moment you board, the music hits, the crowd comes alive, and the entire ship transforms into a floating summer celebration. Boston’s Best Summer Music Festival just leveled up — taking the party offshore with multi‑level DJs, live violin performances, and a festival‑style atmosphere that moves with you across the harbor.

Go beyond the seats and behind the scenes at TD Garden, the pulse of Boston sports and entertainment. Home to the Boston Bruins and Boston Celtics, this 60-minute guided tour reveals the arena where history is made night after night. Walk the same tunnels where athletes and artists make their entrance, step inside the visiting team locker room, and get a rare look at backstage spaces where music’s biggest stars prepare for showtime. Along the way, explore luxury suites, premium clubs, and the inner workings of one of North America’s busiest arenas. From championship banners and iconic matchups to sold-out concerts and college classics like the Beanpot, the TD Garden Arena Tour offers an inside look at the stories, spaces, and energy that make this place more than just a venue. It is Boston’s home ice, home court, and main stage. Disclaimer: this tour does NOT go into the home team locker rooms, and does not go onto the court of the Boston Celtics

Try a unique alternative to a typical night out in downtown Boston with an exciting dinner cruise along the city’s waterfront. This expedition on Boston Harbor features a meal with live entertainment and dancing. Watch the sun set, then take a stroll under the stars and enjoy the view of the illuminated Boston skyline at night, or head to the dance floor for music and fun in the ship’s nightclub.

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.

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.

A private crossing focused on observing gray and harbor seals at a relaxed pace, with only your group aboard. With time to linger where conditions allow, this trip is guided by tide, weather, and respectful distance from wildlife. Ideal for families, photographers, and anyone who wants a quieter, more personal seal-viewing experience. Up to 6 passengers total.

Where History and Hauntings Cross Paths Haunted Harborwalk is a 90-minute guided ghost tour through the historic downtown of Gloucester, Massachusetts, with glimpses of the harbor’s edge. Wander old streets and hidden alleys as you uncover true tales of tragedy, mystery, and the supernatural. Hear chilling accounts of the witches of Dogtown, ghostly soldiers who still march these very streets, and the restless spirits that linger in America’s oldest seaport. Step carefully—some stories are still alive.

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.

Step back in time and explore the heart of Boston on this guided small-group walking tour, where history comes alive through iconic landmarks and stories of America’s fight for independence. Begin at the Bunker Hill Museum, where you’ll uncover the story of the Battle of Bunker Hill and its crucial role in shaping the Revolutionary War. Continue to the legendary USS Constitution, the world’s oldest commissioned warship still afloat, and hear heroic tales of early naval victories that earned her the nickname “Old Ironsides.” Round out your experience with a scenic Boston Harbor Cruise, offering panoramic views of the city skyline and historic waterfront as you relax on the water. With expert local narration and a small-group setting, this tour offers the perfect balance of history, culture, and stunning scenery for an unforgettable Boston adventure.

Have you ever been curious about the spirit world? Or are you a ghost denier? This 90 minute tour may change your mind! This tour dives into Salem’s paranormal activity using professional ghost-hunting equipment. We visit some of the most haunted locations in Salem on a journey to connect with the spiritual world. Our experts guides will instruct and offer techniques to seek out the spirits who haven’t departed yet from Salem. You may catch a glimpse of a ghost peering through the windows at you. You may hear voices. Or you may catch an anomaly with a photo/video on your cell phone with something quite peculiar or unexplainable. Come take a tour in search of the spirits of Salem!. ***We cannot guarantee ghost sightings unusual phenomena or paranormal activity of any kind. Results may vary. ***We required to hold one driver's license or state issued ID per group in order to use ghost hunting equipment. It will be returned upon receipt of equipment return**

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.

Experience Boston Harbor on a sunset cruise aboard a historic tall ship. Depart from Fan Pier Marina on the 67-foot Liberty Star enjoy views of the outer harbor, Fort Independence, East Boston, the Charlestown Navy Yard, and beyond. Relax and let the crew handle the sails or jump in the action and a grab a line on this fun and affordable outing.

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.

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

Save time—and money—and pair your Boston sightseeing with a frothy brew or two on this combination history tour and tavern crawl. Meet your guide and set off with just a small group for company. Wander along the city’s Freedom Trail, and see several key Boston attractions—all while your guide shares the stories and history behind the sights. As you go, stop for refreshing beers in several centuries-old taverns.