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Holiday Cruises

Holiday CruisesGet into the Holiday spirit and join us for a Boston holiday cruise or Boston harbor boat ride. Classic Harbor Line offers a number of events throughout the year that help celebrate our national holidays.  Memorial Day, 4th of July, Labor Day, New Years Eve, and the holiday month of December!  Winter in Boston can be cold but the Yacht Northern Lights embraces an intimate, cozy atmosphere which will get you into the holiday spirit.  Grab your friends and family to join us on a Boston Harbor Holiday Cruise and enjoy a “Irish Christmas Carol”, “Cocoa and Carols”, “Holiday Jazz” and more! Cruise through Boston Harbor at night and see the city light up with the twinkling lights the skyline has to offer.  Sing along and sip on a special holiday drink and enjoy the evening out on the water with us.  Join us on these Boston Harbor cruises to celebrate and share with a loved one.

Small Holiday Office Party Options | Starting at $300/Table on public events
Classic Harbor Line offers festive holiday cruises almost every night during the holiday season.  You can book a table aboard Northern Lights (for up to 2-8 guests per table) on a Sunset Cruise, Harbor Island Cruise, or Caroling Cruise, starting at $300/table. You can customize your party with special catering or bar packages with an event sales agent: [email protected] or 617-951-0020.
*10% discount on booking 4 or more tables.


Boston Holiday Cruise

Cocoa & Carols Holiday Cruise

Step aboard our luxury Yacht Northern Lights in décor for the holidays and set sail for an evening of caroling through Boston Harbor. This is a Boston Holiday Cruise that you cant miss out on.  Join in on live Holiday Carols conducted by Tim McHale of the Boston Minstrels and get into the holiday spirit with friends and family. While singing may or may not be your thing, we also have delicious hot cocoa, cookies, and treats for all our guests. Sit back and enjoy the gorgeous view of Boston from the heated salon of Northern Lights, a 1920’s styles New England Yacht, and get into the Holiday Spirit on this Boston Holiday Cruise. Classic Harbor Line also offers a live Holiday Jazz Trio and Irish Christmas Carolers! (Musically-talented groups are our special hosts for each of our Holiday cruises!)

  Duration: 1.5 hrs   Boat: Northern Lights   Cost: $44

Boston Music Cruise: An Irish Christmas Carol

An Irish Christmas Carol

Take to the water and get into the holiday spirit with Slainte, our house Irish band, and sing some merry holiday ballads the way the Irish do, with a beer in hand and a whiskey or two. It’s the holidays and with our 1920’s styled motor yacht, Northern Lights, decked out with festive décor and the sound of the holidays in the air, this unique Boston Music Cruise is sure to put you in a merry spirit! Tasty holiday adult beverages are also available on our Boston Music Cruise:  An Irish Christmas Carol cruise. Take a cruise with friends to celebrate the season or choose this event for your holiday company party.

  Duration: 1.5 hrs   Boat: Northern Lights   Cost: $44

Boston Holiday Jazz Cruise

Holiday Jazz Cruise

Step aboard our luxury Yacht Northern Lights in full holiday decor and join us for our romantic Holiday Jazz Cruise. Enjoy this 1.5 hour cruise with your loved one and a glass of Champagne in hand or spiked hot cocoa. See the city lights twinkle at night as you cozy up for an evening out in Boston Harbor aboard a luxury yacht.  Tasty holiday adult beverages are also available on our Holiday Jazz Cruise. Take a Boston Harbor cruise with friends to celebrate the season, entertain out-of-town family, or choose this event for holiday company party.  This is a perfect way to get into the Holiday spirit!  

  Duration: 1.5 hrs   Boat: Northern Lights   Cost: $44

Boston Holiday Brunch Cruise

Holiday Brunch Cruise

Take a relaxing morning cruise through the Boston Harbor on our Boston Holiday Brunch Cruise in the warm, cozy, and festively decorated interior of Northern Lights. While aboard, warm up with a cup of hot cocoa from our hot chocolate bar and enjoy the harbor sites with friends and family! 

  Duration: 2.5 hrs   Boat: Northern Lights   Cost: $68

Holiday Sunset Cruise

Step aboard the luxury yacht Northern Lights decked out in Holiday decor for a Boston Harbor Holiday Sunset Cruise.  Our captain will provide light commentary of Boston Harbors sightseeing highlights. And enjoy light Holiday music as it will be played throughout the trip. Watch the sky as it changes from blues to oranges behind the outline of Boston’s city skyline.

  Duration: 1.5 hrs   Boat: Northern Lights   Cost: $40

New Year’s Day Brunch Cruise

Start your year off on the right foot and step aboard the luxury yacht Northern Lights for a New Year’s Day Brunch Cruise! Take a relaxing morning brunch cruise through Boston Harbor on this New Year’s day in the warm, cozy, and festively decorated interior of this stunning yacht. While aboard, warm up with a cup of hot cocoa from our hot chocolate bar and enjoy the harbor sites with friends, family or a loved one.

  Duration: 2.5 hrs   Boat: Northern Lights   Cost: Adult | $75

Boston New Year's Eve Fireworks Cruise

Boston Harbor New Year’s Eve Fireworks Cruise

Step aboard our luxury Yacht Northern Lights for a Boston New Year’s Eve Fireworks Cruise. This boat will be in full holiday decor and you will enjoy a romantic, fun, and tasteful cruise in Boston Harbor for the New Year’s Eve Fireworks display. Enjoy this 3-hour Boston New Year’s Eve Fireworks Cruise with your loved ones! Hors d oevures are included along with music and dancing!  Drinks are available for purchase.  So step aboard and celebrate the New Year with us aboard this stunning yacht! 

  Duration: 3 hrs   Boat: Northern Lights   Cost: Adults Only (21yrs up) - $185