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Top Massachusetts Seasonal & Special Occasions

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Boston Hop-On Hop-Off Trolley Tour with 15 Stops

Boston Hop-On Hop-Off Trolley Tour with 15 Stops

star-4.5
1907
Explore the best that Boston has to offer on this hop-on hop-off tour of the city. See Boston’s top attractions—like the USS ‘Constitution’ and the Boston Tea Party Ships and Museum, to name a few—on the loop. Enjoy discounted admission to attractions like the Boston Tea Party Ships and Museum with the purchase of your tour. If you upgrade to the Gold or Platinum Pass, you will be given your (seasonal) Harbor Cruise ticket when you check in for the Trolley Tour. These seasonal cruises depart periodically throughout the day close to Stop 1.
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  • 1 hour 45 minutes
  • Free Cancellation
  • Taking safety measures
From
$49.35
From
$49.35
Taking safety measures

Boston Whale Watching Cruise by High-Speed Catamaran
Likely to Sell OutLikely to Sell Out

Boston Whale Watching Cruise by High-Speed Catamaran

star-4.5
1321
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 catamaran that gets to and from the whales in the least amount of time possible. See 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.
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  • 3 hours 30 minutes
  • Taking safety measures
From
$62.85
From
$62.85
Taking safety measures

Boston Harbor Sightseeing Cruise
Likely to Sell OutLikely to Sell Out

Boston Harbor Sightseeing Cruise

star-4.5
16
See the landmarks and highlights of Boston from the water on this sightseeing cruise in Boston Harbor. Sit back and enjoy a cup of New England Clam chowder while sailing between the harbor's 34 islands, listening to their history through your guide's commentary. Snap photos and enjoy a unique perspective of the harbor, very different than a typical walking or driving tour through Boston. Highlights include Nixes Mate, Lovell's Island, Spectacle Island, and Fort Independence.
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  • 1 hour 30 minutes
  • Taking safety measures
From
$34.14
From
$34.14
Taking safety measures

Walking Tour of The Freedom Trail plus Beacon Hill to Copley Square & Back Bay

Walking Tour of The Freedom Trail plus Beacon Hill to Copley Square & Back Bay

star-4.5
225
Travel back in time through the early years of American history during this guided walking tour of Boston’s famous Freedom Trail and its most iconic landmarks. Relive the events of the American Revolution as you pass Faneuil Hall, see the Old and New State Houses, and visit the setting of the infamous Boston Massacre. Then head downtown past Boston Common and the modern John Hancock Tower, finishing in Copley Square. A professional guide joins your trip to help add context.
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  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$35.00
From
$35.00
Taking safety measures

Boston Sunset Dinner Cruise with Buffet

Boston Sunset Dinner Cruise with Buffet

star-4
118
Try a unique alternative to a typical night out in downtown Boston on an exciting dinner cruise along the city’s waterfront. This expedition on Boston Harbor features an all-you-can-eat buffet meal with live entertainment and dancing. Watch the sunset, 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 inside the ship’s nightclub. Bring that special someone or a whole group of friends for a night to remember.
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  • 2 hours 30 minutes
  • Taking safety measures
From
$104.67
From
$104.67
Taking safety measures

Sunset Sailing Cruise on a Tall Ship in Boston Harbor

Sunset Sailing Cruise on a Tall Ship in Boston Harbor

star-4.5
147
Experience Boston Harbor on a sunset cruise aboard a historic tall ship. Depart from Central Wharf on the 67-foot Liberty Star or the 125-foot Liberty Clipper and 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.
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  • 2 hours
  • Taking safety measures
From
$51.00
From
$51.00
Taking safety measures

Sunset Cruise
Likely to Sell OutLikely to Sell Out

Sunset Cruise

star-4
60
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.
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  • 1 hour 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$26.34
From
$26.34
Taking safety measures

Sip of Boston Guided Brewery Tour

Sip of Boston Guided Brewery Tour

star-4.5
111
Home of the famous Samuel Adams and Harpoon 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.
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  • 3 hours 30 minutes
  • Free Cancellation
From
$90.00
Price varies by group size
From
$90.00
Price varies by group size

Guided Walking Tour of Boston Freedom Trail.

Guided Walking Tour of Boston Freedom Trail.

star-4.5
15
Journey back in time to historic Boston in the days of George Washington, Paul Revere, Samuel Adams, and more with our Self-Guided Audio Tour Guided App (iPhone and Android). As you walk along the Freedom Trail, learn about everything from Boston Common to Bunker Hill & everything in between, at your own pace. Within few minutes of your booking, we will send you the App download link and your one time Tour Password.
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  • 2 to 3 hours
  • Free Cancellation
  • Taking safety measures
From
$6.99
From
$6.99
Taking safety measures

Tour of Historic Fenway Park, America's Most Beloved Ballpark

Tour of Historic Fenway Park, America's Most Beloved Ballpark

star-4.5
689
Revel in the history of Fenway Park, one of baseball’s most beloved stadiums, during this guided tour. 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.
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  • 1 hour
  • Taking safety measures
From
$27.00
From
$27.00
Taking safety measures

Boston Small-Group Food & History North End Freedom Trail Walking Tour

Boston Small-Group Food & History North End Freedom Trail Walking Tour

star-5
341
Combine two attractions Boston has to offer—delicious food and rich history—on this tour that starts in the popular North End and continues along the Freedom Trail. Snack your way through this historic Italian neighborhood, trying fresh bread at a hidden bakery and enjoying an Italian salumeria. Once fortified, walk the Freedom Trail to discover the rich history of the American Revolution and experience the modern city Boston is now.
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  • 5 hours
  • Free Cancellation
  • Taking safety measures
From
$104.00
From
$104.00
Taking safety measures

Boston Duck Boat Sightseeing City Tour with Cruise Along Charles River

Boston Duck Boat Sightseeing City Tour with Cruise Along Charles River

star-4.5
6607
Hop into a duck boat—renovated World War II amphibious vehicle—for a comprehensive tour of Boston. Pass Boston Common, Quincy Market, and the Celtics' home turf at TD Garden. 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.
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  • 1 hour 20 minutes
  • Free Cancellation
  • Taking safety measures
From
$53.35
From
$53.35
Taking safety measures

Holiday Sunset Cruise in Boston Harbor

Holiday Sunset Cruise in Boston Harbor

star-5
2
Grab a drink and settle into the heated, main observation cabin to enjoy a 2-hour experience on this beautiful 1920s-style yacht. *Please note that this event includes a 30-minute pre-boarding, followed by a 90-minute cruise to allow guests time to settle in before the cruising portion commences. During the cruise, warm up with a cup of hot cocoa from the hot chocolate bar and take in the sights as the boat cruises around Boston's waterfront neighborhoods, such as North End. Enjoy cruising under the Tobin Bridge for a unique perspective of this iconic landmark. The Captain will provide light commentary of Boston Harbor's sightseeing highlights in conjunction with enjoyable music throughout the trip. Watch the sky as it changes from blues to oranges behind the outline of Boston's city skyline.
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  • 2 hours
From
$42.67
From
$42.67

Private Workshop Intimacy through Touch in Boston

Private Workshop Intimacy through Touch in Boston

Boston's only intimate touch workshop focused on couples. I can help you both understand how to communicate different types of emotions, feelings, needs and desires through your touch. Learn more about how your partner interprets different kinds of touch and what their responses to your touch actually mean. Learn more about what your partner is trying to communicate to you through their touch and their responses to your touch. Learn how to melt completely into your partner with special holds, embraces and partner breathing exercises. We establish mutual objectives and boundaries so that everyone knows exactly what is expected and not expected. I create a space where you feel safe secure and comforted.
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  • 3 hours 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$495.00
per group
From
$495.00
per group
Taking safety measures

MELT - Couples Massage Private Workshop

MELT - Couples Massage Private Workshop

This highly focused personalized one-on-one workshop is designed to give you the basics to begin your foundation of giving a great massage. It can be scheduled at your convenience.
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  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
$450.00
per group
From
$450.00
per group
Taking safety measures

Self-Guided Boston Christmas Tour

Self-Guided Boston Christmas Tour

Explore the gas lit winter wonderland streets of Boston and Beacon Hill as we discover the Christmas tales of Boston's past walking on cobbled stoned alleys. One tour purchase works on up to 4 smart phones. See the Kings Chapel, The Boston Christmas Tree, Beacon Hill, the most photographed street in Boston, the best holiday lights, the oldest hotel in the USA and walk through the gas light, cobbled stoned street winter wonderland. Go anytime, at your own pace, the tour is smart phone guided (GPS navigated) experience narrated by Santa Clause and his rag tag holiday crew.
More
  • 40 to 50 minutes
  • Free Cancellation
  • Taking safety measures
From
$5.00
From
$5.00
Taking safety measures

Filters

What people are saying about Seasonal & Special Occasions in Massachusetts

star-5
Boston Hop-On Hop-Off Trolley Tour with 15 Stops
"ROCKY was outstanding! 80 minutes of memorizes history, and funny jokes. she made it a great experience for us."..."
star-5
Boston Whale Watching Cruise by High-Speed Catamaran
"Wonderful experience! Saw a set of three whales on a couple occasions thru the tour. Also 2 blue sharks. Truly an experience of a lifetime."..."
star-5
Boston Harbor Sightseeing Cruise
"The narration was wonderful and they explained where we were going and the history of the sites that we were seeing and it was a beautiful day. We definitely social distance and I would do it again"..."
star-5
Walking Tour of The Freedom Trail plus Beacon Hill to Copley Square & Back Bay
"Beautiful city with amazing history. I recommend this tour. Our tour guide was great as well! So knowledgeable!"..."
star-5
Boston Sunset Dinner Cruise with Buffet
"This was definitely a night to remember! My friends and I went for a birthday celebration. The workers were very welcoming and kind! Only thing we didn’t like was the food. The food was not good at all we thought with the money we spent for out tickets the food would be delicious! But the overall experience was great!"..."
star-5
Sunset Sailing Cruise on a Tall Ship in Boston Harbor
"Such a nice way to see the city! A relaxing perspective on a busy city, seeing it from the water gives a totally different look and feel to Boston. The crew was very fun and courteous, and shared lots of fun information about the harbor. Highly recommend this!"..."
star-5
Sunset Cruise
"The entire cruise was very enjoyable.. It’s was very organize and well planned out.. The operator was very experience."..."
star-5
Sip of Boston Guided Brewery Tour
"Such a great time! We toured really great breweries and got to sample some amazing beers. Definitely would do this tour again!"..."
star-5
Guided Walking Tour of Boston Freedom Trail.
"the flexibility of this app worked for me I could pick up where ever I went. I did the tour with the reverse option."..."
star-5
Tour of Historic Fenway Park, America's Most Beloved Ballpark
"The entire tour was interesting, especially the room with all the artifacts of prior teams and players. Learning all the history if the stadium was also very interesting."..."
star-5
Boston Small-Group Food & History North End Freedom Trail Walking Tour
"Keith was an incredible guide who really knew his history. He took his time to tell us about all the sights and answered any questions we had. He also had fabulous taste and everything he suggested we eat was fantastic. Best way to discover a new city is through food, and this tour sure delivers"..."
star-5
Boston Duck Boat Sightseeing City Tour with Cruise Along Charles River
"Fantastic tour guide, learned a lot. Very enjoyable. I would recommend this to anyone traveling to Boston."..."

Frequently Asked Questions

The answers provided below are based on answers previously given by the tour provider to customers’ questions.
Q:
What are the best Seasonal & Special Occasions in Massachusetts?
Q:
What Seasonal & Special Occasions in Massachusetts are taking additional safety precautions?
Q:
What Seasonal & Special Occasions in Massachusetts are good for avoiding crowds?
A:
These hidden gems in Massachusetts may have limited interaction with crowds: