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.

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.

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.

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

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.

Explore Martha's Vineyard efficiently on a private tour designed for travelers with limited time. This narrated drive offers a personalized overview of the island's towns and scenic coast without navigating on your own. Learn local history and context from a dedicated guide while traveling comfortably between key areas, making the most of a short visit ashore.

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.

Enjoy unparalleled views of the Boston Harbor from the water during this 90-minute sightseeing cruise. Set sail aboard a classic tall-ship schooner. Enjoy plenty of time to ask the captain and crew about local landmarks and Boston’s history. You'll also have plenty of time to relax. Soft drinks and alcoholic beverages are available to purchase, including several beers brewed right in South Boston.

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.

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 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.

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.

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.

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.

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.

“Ghosts of Christmas Past”: a Haunted Holiday Stroll Uncover Salem’s fascinating and ghostly holiday history, from strict Puritan bans on Christmas making it illegal even to celebrate, to Victorian Holiday ghost stories originally told around the fireside. With warm Yuletide cheer, we examine ancient customs of Yule and other Pagan winter solstice traditions of Krampus, Frau Perchten “the Christmas Witch”, and Mary Lwyd! Spend your holiday season with us for a storytelling experience you’ll never forget.

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 from Boston to Salem on a day trip focused on the town’s history. Learn about the Salem Witch Trials while exploring historic streets and notable landmarks. With transport and a guided itinerary included, this experience offers a convenient way to visit Salem and understand its notorious historical significance—ideal for those looking to step outside the city.

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.

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 the dark history of Boston on this 90-minute Nightwalk Tour, where chilling tales of curses and ghosts come to life. Guided by knowledgeable storytellers, you'll explore haunted burial grounds and legendary sites after sunset. Unravel the mysteries behind the murder of George Parkman, visit the haunted Omni Parker House, and learn about the eerie figurehead of the Maritana. With exclusive extended access to historic locations, this tour is designed for thrill-seekers and history buffs alike. Limited spots are available, ensuring a personal and intimate experience. 90-minute walking tour exploring Boston's haunted history Guided by expert storytellers sharing chilling tales Exclusive access to haunted burial grounds and historic sites Perfect for thrill-seekers and history enthusiasts