New York, NY

Holiday Cruises

Holiday CruisesGet into the holiday spirit with a NYC Holiday Cruise.  We offer a number of holiday events throughout the year that help celebrate our national holidays. From the most major harbor event — the Fourth of July NYC Fireworks, to our very own special holiday season themed boat rides in the month of December aboard our heated yacht.  Our “Cocoa & Carols/NYC Holiday Jazz Cruise”, will be a NY Harbor boat ride that you are sure to enjoy and come back year after year.  You will find a special offering monthly within our fleet (Also see our NYC 4th of July page or our NYC Fireworks page). Join us on these New York Harbor Cruises to celebrate and share with a loved one. A winter NYC Holiday cruise in the month of December is the best way to get into the holiday spirit and view the beautiful city that we proudly call home.

Small Holiday Office Party Options | Starting at $400/Table we offer festive holiday cruises almost every night during the holiday season. You can book a table (for up to 8 guests per table) on a Holiday Jazz Cruise or a Cocoa & Caroling Cruise, starting at $400/table. Also consider booking a table on our Holiday Wine Tasting events or Holiday Brunch Cruises for a daytime event. Additionally, you can customize your party with special catering or bar packages with an event sales agent: privatecharters@sail-nyc.com or 212-627-1825.

Festive Holiday Boat Cruise NYC | Classic Harbor Line

Cocoa and Carols Holiday Cruise

Please join us for this special warm and cozy cruise with your friends, family, and all your loved ones during the Holiday Season. Step inside the toasty solarium in full holiday decor for a one hour and forty five minute cruise to see the New York City lights. Listen to Holiday Caroling backed by a live band and sing along to the classic holiday carols.  Delicious Hot Cocoa, Cookies, and treats for all our guests are included!  This is a NYC Holiday cruise that you just can’t miss!

Cocoa and Carols Holiday Caroling will be featured Mondays, Tuesdays, Thursdays & Saturdays.


  Depart: Chelsea Piers   Boat: Manhattan   Cost: Adult $64 | Child $36

Best NYC Holiday Cruise | Classic Harbor Line

Holiday Jazz Cruise

Step aboard our luxury Yacht Manhattan II in full holiday decor and join us for our romantic Holiday Jazz Cruise.  Enjoy this 1.75 hour cruise with your loved one and a glass of Champagne in hand.  See the city lights twinkle at night as you cozy up for an evening out in NY Harbor aboard a luxury yacht.  

Holiday Jazz will take place on Wednesdays, Fridays and Sundays.  


  Depart: Chelsea Piers   Boat: Manhattan II   Cost: Adult $64 | Child $36

Best Holiday Brunch in NYC | Classic Harbor Line

Holiday Brunch Cruise aboard Yacht Manhattan

You will find her warm, cozy, and spectacularly decorated within the main cabin — sure to bring you and your guests into the Spirit of the Season!  This round-Manhattan holiday-themed brunch cruise is packed with a bountiful holiday-themed buffet!  Expect fresh baked bagels, gingerbread muffins, cinnamon-apple pastries, seasonal fruit, spiced-glazed ham, harvest-mix salad, stuffed quiches, gluten-free waffle station with all the fixings, turkey sausage, spicy Bloody Marys, Mimosas, Egg Nog, juices, coffee and tea. See Holiday activities we host!

This Cruise can be purchased at a reduced rate excluding food at $68. To obtain these tickets call 212.627.1825 x3.

  Depart: Chelsea Piers   Boat: Manhattan   Cost: Adult $108 - Child $64

Private Holiday Yacht Rental NYC | Classic Harbor Line

Holiday Wine Tasting aboard Yacht Manhattan

Step aboard the Yacht Manhattan or Manhattan II decked out in full holiday decor. Relax in our climate controlled glassed-in observatory and sip on wines hand picked by our adored wine expert Wendy Crispell!  She will teach you which wines go perfectly with everything on your holiday table. Additionally, each will be paired with the perfect cheese, chocolate or chutney to help you build the perfect holiday platter, or to help bring you into the spirited holiday season.

  Depart: Chelsea Piers   Boat: Manhattan   Cost: Varies

Champagne City Lights Cruise aboard Yacht Manhattan

Champagne City Lights Cruise on Yacht Manhattan

Experience a Romantic New York Sightseeing cruise like never before. Step aboard our luxurious 1920s inspired motor yacht. As you cozy up in the climate controlled observation cabin to take in the iconic sights, enjoy a complementary drink. (Enjoy a complementary beer, wine, champagne or soda on us. Cash bar available for additional drink purchases) Join us for a bright and beautiful New York City Skyline by nightfall during a comfortable and unique New York City Harbor Cruise. This romantic cruise is truly one of the most spectacular ways to see NYC!

  Depart: Chelsea Piers   Boat: Manhattan   Cost: Adult $56

Statue of Liberty Sightseeing Boat Tour| Classic Harbor Line

Statue and Skyline Sightseeing Cruise

Experience a New York Sightseeing cruise like never before. Step aboard our 1920s inspired motor yacht and take in the iconic sights that NY Harbor has to offer . Enjoy a complementary beer, wine, champagne or soda on us. Cash bar available for additional drink purchases. This is a wonderful cruise to treat out of town guests to see the sites and is a perfect sightseeing cruise for children as they are welcome to enjoy a kid-friendly version of our signature beverages. Sit back and relax on this elegantly crafted boat as you cruise by Ellis Island, the Statue of Liberty, Governors Island, and pass under the Brooklyn Bridge and the Manhattan Bridge! 

  Depart: Chelsea Piers   Boat: Manhattan   Cost: Adult $46 | Child $26

Famous NYC Jazz Cruise Departing from Chelsea Piers

New Year’s Eve Fireworks Cruise

Enjoy a short champagne/sparkling wine tasting class at boarding to set the celebration in motion with our wine expert, Wendy Crispell.  Throughout the night, enjoy passed hors d’ oeuvres, our Live Jazz Trio the “Sound Waves”, and the New York Harbor Fireworks at midnight aboard our intimate and elegant 1920s style yacht. 

Curious about the Champagne Tasting Class? Here’s a few highlights to look forward to!…

  • A vintage American Bubbly rated over 90 points, winner of several awards
  • A Grand Cru Champagne – a ‘grower’ Champagne
  • A Cremant – a strictly controlled regional bubbly from Jura, France

Here’s what’s on the Menu to accompany the Champagne Tasting…

  • House-made French cheese pastry straws
  • An assortment of local and international artisan cheeses served with jam, honey and dried fruits
  • A charcuterie board served with cornichons, mustard and onion confit
  • Forest mushrooms roasted with sage and thyme
  • Smoked salmon dressed with toasted pistachio, fresh dill, pickled red onion, capers and crème fraise
  • Olive display
  • Assorted flatbreads and gourmet crackers

(All cheeses and salumi are sourced from Murray’s Cheese or Crown Finish Caves.)
Passed items to follow…

  • Butter poached lobster shooters with shitake mushrooms
  • Fois Gras and apricot-honey drizzle on a toasted baguette
  • Carrot roulades with beet and herb goat cheese, ribbons of carrots stuffed with local goat cheese infused with farm fresh ingredients
  • Peppercorn crusted filet mignon topped with a silky pate, served on a toasted brioche
  • Truffle infused deviled eggs topped with shaved green onion and smoked paprika
  • Turkish kofte, a spiced meatball drizzled with a Greek cucumber yogurt sauce

Expect an elegant sophisticated evening, conversation-friendly seating and great sightseeing! 
On this special 3.5 hour cruise, take in picturesque views from our cozy (heated) glassed-in observatory. 

Highlights to see: 

  • New Year’s Eve Fireworks!
  • Battery Park, South Street Seaport and the Financial District
  • Governor’s Island, The Statue of Liberty and Ellis Island
  • Parts of Brooklyn and Queens and the complete New York City skyline
  • Roosevelt Island, the United Nations Building, and the Williamsburg, Manhattan and Brooklyn Bridges of the East River

So step Manhattan II for an elegant New Year’s Eve cruise with loved ones and friends!

  Depart: Chelsea Piers   Boat: Manhattan   Cost: Adult $378

Romantic Valentine's Day Cruise in NYC

Champagne Valentine’s Day Cruise

Join us in NYC for a Champagne Valentine’s Day Cruise aboard the luxury yacht Manhattan II.  As you cruise on the Yacht Manhattan II, you will be able to take in all the beauty the lit-up New York City skyline has to offer while cozying up and staying warm in our climate controlled observatory. This cruise has limited capacity to create an intimate, comfortable and quiet city lights cruise.  This Valentine’s Day Cruise is one of the best date ideas in the city of Manhattan.  This romantic, intimate and breathtaking NYC Cruise is something that you will make a regular annual event on this special day.    

  Depart: Chelsea Piers   Boat: Manhattan II   Cost: Adult $72