Massachusetts
Day Trips

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Our most recommended Massachusetts Day Trips

Boston: Whale Watching Catamaran Cruise

1. Boston: Whale Watching Catamaran Cruise

Go whale watching off the coast of Boston on a comfortable, high-speed catamaran with maximized outdoor and indoor viewing capacity. Look out for humpback, finback, and minke whales, as well as white-sided dolphins on this adventure cruise. Benefit from the best-guided experience, with professional researchers from the Whale Center of New England, the region's foremost authority on whale populations, on-hand to provide you with expert commentary. After you find your crew at the dock, board the high-speed catamaran that offers the fastest, most comfortable way to explore the Atlantic.  Make the most of the 3 outside viewing decks, climate-controlled cabin space with cushioned seating, tables, state-of-the-art sound and video systems, and a galley offering snacks and beverages for purchase. Be sure to keep your eyes peeled for:  Humpback whales The humpback’s name comes from the way its back arches out of the water when preparing for a deep dive. “Megaptera” is its true scientific name, which means “large-winged,” in reference to its long flippers. Finback whales Finbacks are second only to Blue Whales in overall size, measuring in at 45-70 feet in length and weighing approximately 40 tons as full-grown adults. Minke whales A sleek, small dolphin-like baleen whale, Minkes are the most abundant whale in the world today with a population numbering well over 1 million worldwide. White-sided dolphins Found only in the North Atlantic, in waters just south of New England and north to Norway, these playful mammals feed on single prey such as squid, unlike whales, who feast on large numbers of small fish.

Boston: Harbor Sunset Yacht Cruise

2. Boston: Harbor Sunset Yacht Cruise

Embark on a sunset yacht tour of Boston Harbor. Step aboard the classic Northern Lights yacht, a coast guard certified vessel with a captain and crew. The motor yacht Northern Lights is stylized after the classic New England 1920s-style steamships. Sit back and relax in a climate-controlled (with heating and air-conditioning) cabin, or enjoy the sea breeze on the open-top deck. Be sure to visit a fully stocked bar on the main deck to purchase refreshments by credit card, to sip refreshing drinks as you cruise along the harbor. The Northern Lights yacht is one of the most comfortable and versatile cruise vessels in Boston Harbor, at 115 feet in length it features six bathrooms and provides ample seating throughout the ship for up to 149 passengers. Built for taking groups of people on spectacular sightseeing adventures, she is the perfect vessel for taking groups of friends and family out to see the harbor.

Foxwoods, CT: 33-Story Building Zipline Flight Pass

3. Foxwoods, CT: 33-Story Building Zipline Flight Pass

Journey to the rooftop of Fox Tower at Foxwoods Resort Casino, 350 feet off the ground. Feel the cool, crisp, air under you as you soar over the treetops at nearly 60mph, arriving a mile away at the Mashantucket Pequot Museum and Research Center, with a smile from ear to ear! There is no other experience in Boston, New York or America quite like it! If you wish to visit the Pequot Museum after your flight, a $10 discounted entry ticket is available for purchase at the front desk. Once your flight is complete, a complementary shuttle will return you from the Musuem landing area back to the HighFlyer ticket counter. Souvenir photos and merchandise are available for purchase before and after your flight.  

Boston Harbor Champagne Sunset Sail from Rowes Wharf

4. Boston Harbor Champagne Sunset Sail from Rowes Wharf

A perfect way to wind down after work or begin a night of romance...    Experience a beautiful Boston harbor sunset on the water and see some of the city's waterfront landmarks as the sun dips below the horizon. You will be aboard the most elegant sailing yacht in town, Adirondack III - a classic 80 foot pilot schooner.     She is a smooth, gentle sailing vessel with some speediness to boot, the Adirondack III offers a comfortable ride for you and your loved ones.  Within minutes of leaving the dock, you'll forget the distractions of life on land, as you experience the ambiance of a sunset sailing cruise aboard a stellar vessel.  Enjoy the historic scenery of Boston Harbor:  The Boston Fish Pier The Moakley Federal Courthouse at Fan Pier Castle Island and the Donald McKay monument Inner Harbor Islands Charleston Navy Yard Waterfront Park The New England Aquarium Your knowledgeable captain and crew are always ready to answer your questions about the sights and history of Boston Harbor and its surrounding areas. From interesting facts to old-time legends, the maritime world of Boston has many great stories to offer. Ask them anything you'd like to know. Come enjoy the ride, see the sights and have a drink with us!

Boston Harbor Codzilla High Speed Thrill Boat

5. Boston Harbor Codzilla High Speed Thrill Boat

Hold on to your hats. It's Codzilla! This is no ordinary boat ride. True to its name, Codzilla is monstrously fun, a thrill a minute as you scream across the water at up to 40 mph, with a few hairpin turns and 360-degree spins thrown in for evil measure. Take a cruise on the wild side as you scream for more after riding Codzilla. The wind roars, the music blares and the waves will splash during a wet and wild 40-minute ride at full blast. The ride features an original soundtrack and a show scripted by Hollywood screenwriters. Sit back and relax? Not on this cruise. The boat, Codzilla, is 70 feet of marine aluminium and bad attitude, prowling the ocean with 2 turbo-charged diesel engines, state-of-the-art water jets and 2,800 horsepower. Its unique hull design makes it capable of thrilling 360-degree turns and spinning on a dime. So be sure to secure all hats, scarves, eyewear and bad hairpieces. 

From Boston: Martha's Vineyard with Optional Island Tour

6. From Boston: Martha's Vineyard with Optional Island Tour

Start your day with pickup from your downtown Boston hotel in a mini-coach for the 1.5-hour journey to the ferry in Falmouth, Cape Cod. Enjoy complimentary snacks and bottled water while browsing the Martha’s Vineyard guidebook as you plan your 6 hours on the island. After a short ferry ride, prepare to discover the beautiful island. Choose from either joining a 3-hour guided tour or exploring it at your leisure. For both options, you will be provided with a discount card valid at some of the island's restaurants and attractions. Be sure to visit the amazing gingerbread cottages in the town of Oak Bluffs. See the town of Edgartown known for its whaling captains' homes and quaint downtown shops. Head to breathtaking Gay Head Cliffs and see the famous lighthouse in the town of Aquinnah. Bike and jeep rentals are available for purchase or use public transportation to see the island. After your day on Martha's Vineyard is complete and you return on the ferry, sit back and relax on your comfortable minibus ride back to Boston.

Boston: Downtown Harbor Sailing Cruise

7. Boston: Downtown Harbor Sailing Cruise

Experience Boston like never before on board the 80-foot pilot schooner Adirondack III, and enjoy a smooth sailing, with some invigorating speed to boot. Within minutes of leaving dock, you’ll forget the distractions of life on land as you experience the joy of a sailing adventure. Cruise past landmark attractions, such as the Boston Fish Pier, Moakley Federal Courthouse at Fan Pier, and Castle Island. Drift past the Inner Harbor Islands and see the historic Charleston Navy Yard. Look out for the green oasis of Waterfront Park and the home to hundreds of marine critters, including sharks and sea turtles, at New England Aquarium. Your knowledgeable captain and crew will be on hand to answer questions about the sights and history of Boston Harbor and its surrounds, from interesting facts to old-time legends. Wines and local micro beers are available to purchase on board, while complimentary soda and water will keep you hydrated along the way.

From New York City: Boston in One Day Tour

8. From New York City: Boston in One Day Tour

Come discover beautiful Boston. Have your transportation and itinerary taken care of your while your only job is to sit back and enjoy this stunning city. Explore the best Boston has to offer including: Fenway Park stadium, home to the Boston Red SoxHarvard University Main campus: Harvard Yard, Old Yard, John Harvard Statue, Johnston Gate, Harvard souvenir store.Copley Square: Trinity church, Fairmont Copley Hotel, Boston Public Library, John Hancock Tower, “End line” to Boston MarathonBoston Common and the public gardens  Freedom trail: Massachusetts State house, Old state House, Granary Burying ground, Kings chapel, Faneuil hallQuincy MarketStart your day in New York City where your tour guide will share stories of different places on your journey to Boston. Once in Boston, begin your tour at Copley Square, have lunch at Quincy Market and end the day.

Boston and the Freedom Trail from New York: Day Trip

9. Boston and the Freedom Trail from New York: Day Trip

Depart New York along the Eastern Coast through Connecticut to Massachusetts and to its capital, Boston. Your first stop is the city of Cambridge where will find one of the most famous and most prestigious universities in the world: Harvard. The tour starts with a walk in Harvard Yard; the oldest academic ground in America. See Widener library, then rub the shoe of John Harvard for good luck. Continue to a panoramic tour passing by City Hall, MIT and Cambridge College. Then cross the Charles River and arrive in the center of the intellectual capital of the country. Visit Copley Square, home to beautiful Trinity church. Next up is a walk along the Freedom Trail through Boston Common Park. Break for lunch at Quincy Market, and try the world famous Clam Chowder or a lobster roll. After lunch, visit the site of the famous Tea Party and the navy ship Constitution. In the late afternoon, depart southwest for an evening arrival in New York.

Boston: Fall Foliage Tour

10. Boston: Fall Foliage Tour

Your day will start with pickup from your hotel in greater Boston. From here, you will make the 2-hour ride north into New Hampshire surrounded by the beautiful fall colors as you drive higher into the mountains. You'll make a short stop half-way along for coffee or cider. Once on the Kancamagus Byway, you will make several stops for pictures of the mountains and fall foliage colors. Your knowledgable guide will share details about the region. You'll also enjoy 2 short excursions on easy to hike trails to view historic waterfalls. Then, enjoy a 1.5-hour lunch and shopping break in the mountain town of North Conway. This is a quaint town surrounded by snow-capped mountains and rugged cliffs. After lunch, you'll head further into the White Mountains. The last stop will be near the spectacular Omni Mount Washington Hotel. Many have called this "the highlight of the tour" as this beautiful location neighbors New Hampshire's tallest and most extravagant mountain range. Finally, your guide will point out a few more interesting sights before the 2-hour journey back to your hotel in Boston.

Frequently asked questions about Massachusetts Day Trips

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Other Sightseeing Options in Massachusetts

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What people are saying about Massachusetts

Overall rating

4.4 / 5

based on 882 reviews

I went alone and had an amazing time. The staff were friendly and very knowledgeable. I wouldn't hesitate to go again. Definitely worth the time and money.

It was awesome saw whales sea lions and dolphins!!! Cold long ride out and back but so worth it!!!

We loved the DJ and the free tea. A little traumatized by the canon but that’s okay.

Relaxing and scenic, and the crew was knowledgeable and accommodating.

Amazing, very friendly, informative, would do again in a minute