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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
2130
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
From
$49.35
From
$49.35

Boston Harbor Sightseeing Cruise

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
From
$34.14
From
$34.14

Walking Tour: Downtown Freedom Trail plus Beacon Hill to Copley Square/Back Bay

Walking Tour: Downtown Freedom Trail plus Beacon Hill to Copley Square/Back Bay

star-4.5
258
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
From
$45.00
From
$45.00

Boston Sunset Dinner Cruise with Buffet

Boston Sunset Dinner Cruise with Buffet

star-4
127
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
From
$104.67
From
$104.67

Sunset Sailing Cruise on a Tall Ship in Boston Harbor

Sunset Sailing Cruise on a Tall Ship in Boston Harbor

star-4.5
156
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
From
$59.00
From
$59.00

Sunset Cruise
Likely to Sell OutLikely to Sell Out

Sunset Cruise

star-4
64
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
From
$26.34
From
$26.34

Sip of Boston Guided Brewery Tour
Likely to Sell OutLikely to Sell Out

Sip of Boston Guided Brewery Tour

star-4.5
116
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
19
Explore Boston’s Freedom Trail as you wish with this self-guided audio tour. Download the iPhone or Android GPS app and start along the trail when it suits you. As you wander between the sites, dip in and out of their backstories, deep-dive into topics that grab your interest, and stop and resume the audio when you wish. The benefit? You’ll enjoy more flexibility than on a fixed-itinerary tour and have more information at your fingertips than if exploring alone.
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  • 1 to 2 hours
  • Free Cancellation
From
$6.99
From
$6.99

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

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

star-4.5
813
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
From
$27.00
From
$27.00

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

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

star-5
433
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
From
$104.00
From
$104.00

Self-Guided Boston Christmas Tour

Self-Guided Boston Christmas Tour

star-5
1
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.
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  • 40 to 50 minutes
  • Free Cancellation
From
$5.00
From
$5.00

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
From
$495.00
per group
From
$495.00
per group

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
From
$450.00
per group
From
$450.00
per group

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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: