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Top Boston Holiday & Seasonal Tours

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Newport Mansions at Christmas: The Breakers and Marble House

It’s the most wonderful time of the year, so escape the hustle of city life and get away to the festive tranquility of Newport, R.I., on a guided, small-group day tour from Boston. This quaint coastal town, also known as America’s First Resort, is the perfect holiday getaway, just 70 miles south of Beantown. Explore the grand mansions of the Vanderbilt family, the Breakers and Marble House, both decked out in Christmas decor. Then travel along popular Ocean Drive and enjoy the holiday season with shopping and sightseeing.
  • Duration: 9 hours
  • Free Cancellation
From
US$84,15
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  • Duration: 9 hours
  • Free Cancellation
From
US$84,15

Cocoa and Carols Holiday Cruise

Make this holiday season one to remember with this cocoa and carols holiday cruise on Boston Harbor. With dates offered throughout November and December, you can add a magical touch to your holiday, and easily find a date that works for you. Plus, you’ll cruise the harbor aboard a 1920s-style yacht with live music and a complimentary cup of cocoa to sip on as you take in beautiful views of Boston.
  • Duration: 1 hour 30 minutes
From
US$48,30
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  • Duration: 1 hour 30 minutes
From
US$48,30

Boston Harbor Holiday Brunch Cruise

Combine an indulgent brunch with a sightseeing boat tour on this two-in-one festive outing. Meet at Rowes Wharf, and hop aboard the Northern Lights: a 1920s-style yacht. Over the course of several hours, you’ll see landmarks ranging from the Seaport District and USS Constitution to Sea Castle Island and beyond. You’ll also enjoy a three-course holiday brunch menu, and can even warm up courtesy of the on-board hot chocolate bar.
  • Duration: 2 hours
From
US$73,50
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  • Duration: 2 hours
From
US$73,50

Irish Holiday Caroling Cruise in Boston Harbor

Whether you’re looking for something to do solo or have a big group to entertain this holiday season, this Irish holiday caroling cruise in Boston Harbor is just the thing to get everyone in the Christmas spirit. Along with a live Irish band playing Christmas songs and a 1920’s-styled motor yacht decked out in decorations, you’ll also catch views of some of Boston’s most memorable landmarks from the water.
  • Duration: 1 hour 30 minutes
From
US$46,20
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  • Duration: 1 hour 30 minutes
From
US$46,20

Boston Valentine's Cruise with Live Jazz

This 1.5-hour specialty Valentine's cruise around Boston Harbor is a great way to start any date. Step aboard classic 1920s-style yacht Northern Lights and settle into a spacious, heated observation cabin with a glass of Champagne or bubbly wine. Toast your significant other as the boat cruises into the harbor and enjoy stunning views of Boston's skyline. Guests are treated to an intimate shared plate experience for two. A wine tasting ($25) or a beer tasting ($15) is available for purchase once onboard. During the tasting enjoy romantic jazz tunes by the house jazz band as the boat cruises peacefully along Boston's waterfront.
  • Duration: 1 hour 30 minutes
From
US$73,50
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  • Duration: 1 hour 30 minutes
From
US$73,50

Boston Ghosts and Gravestones Tour

Discover some of Boston’s deepest, darkest secrets on a “frightseeing” tour aboard the Trolley of the Doomed, which roams around the haunted streets and burial grounds of Boston.
  • Duration: 2 hours
  • Free Cancellation
From
US$41,95
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  • Duration: 2 hours
  • Free Cancellation
From
US$41,95

New Year's Eve Fireworks Cruise with live music, dancing, appetizers, & more!

See fireworks over the Boston Harbor from the comfort of a heated cabin on board a yacht during this New Year’s Eve cruise. You’ll also enjoy live music throughout the night and access to an appetizer buffet with yummy delights such as coconut shrimp and lobster crostini. Plus, you can dance the night away on the dance floor or sit back and take in views of some of Boston’s most impressive landmarks from the water.
  • Duration: 3 hours
From
US$194,25
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  • Duration: 3 hours
From
US$194,25

Nantucket Christmas Stroll

Get a start on your holiday season and join us on our Christmas Nantucket Stroll. Carolers in costume sing familiar holiday tunes at various downtown locations.
  • Duration: 2 days
From
US$349,00
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  • Duration: 2 days
From
US$349,00


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