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Sunset Sails/Cruises

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Sunset Sail In New York HarborSet sail aboard one of our classic vessels for an experience you are sure to never forget. Sail into New York Harbor and glide past the Statue of Liberty as the sun dips beyond the horizon. Take in the most famous skyline in the world with a glass of Champagne in hand and the breeze in your hair. This is the perfect date idea and one of the most romantic activities to do in NYC.

Whether you are on one of our sailing vessels, or on a motor yacht, our exceptional crew is sure to treat you with the most professional hospitality that will have you feeling as if it is your own yacht. Cruise aboard a board one of our classic boats for this is a peaceful and, picturesque sunset. Whether you are sightseeing or you just want to take in the views it is the perfect way to end your day.

COVID-19 UPDATES: Please click HERE to see how we have changed our operation due to Covid-19.


Sunset Sail aboard Schooner Adirondack

Sunset Sail aboard Schooner Adirondack

See New York City sunset from the water on this evening sightseeing sail of the borough’s waterside landmarks. Climb aboard our beautiful 80-foot schooner, the Adirondack, and join your captain in this peaceful, picturesque sail away from the concrete and noise of the city. (Photo by Tali Blankfeld). 

  Duration: 2 hrs   Boat: Adirondack   Cost: Adult $76 - $86

Sunset Sail on Schooner America 2.0

Sunset Sail aboard Schooner America 2.0

Experience the most stylish means of viewing a New York City sunset; sailing aboard the Schooner America 2.0. While sailing you will be treated to a glass of champagne by our exceptional crew as you watch the vibrant warm rays of the sun sink peacefully into the horizon.  Step away from the hustle and bustle of the city with your favorite companions when you board this 105-foot, 1800s styled vessel, America 2.0. She’s perfect for romantic outings, entertaining friends from out of town, or just relaxing.

  Duration: 2 hrs   Boat: America 2.0   Cost: Adult $76 - $86

Champagne Sunset Cruise on Yacht Manhattan

Sunset Cruise on Yacht Manhattan

Experience a beautiful New York City sunset and the illuminated cityscape during a comfortable and unique NYC Harbor sunset cruise through the Hudson and NY Harbor. Sit back and enjoy the gorgeous 360-degree view of the island from the open decks or the glass observatory of this Gatsby-esque 1920s style yacht. (Photo by Tali Blankfeld).

  Duration: 1.5 hrs   Boat: Manhattan or Manhattan II   Cost: Adult Starting at $62 - $68

Jazz Sail NYC

Live Jazz City Lights or Sunset Sail

Join us for a magical evening of live jazz aboard the decks of our stunning 105 foot schooner.  Sit back and relax with a glass of Champagne in hand and glide through the darkness of NY Harbor with the twinkling skyline as your backdrop or the magical sun setting behind the Statue of Liberty.  This sail is perfect for date night or a group of friends looking to do something unique. Enjoy a live Jazz trio from the decks of this elegant schooner.  (This sail is offered during the city lights time slot as well as the sunset time slot) 

  Duration: 1.5 - 2 hrs   Boat: Schooner America 2.0   Cost: $78 - $96

Sunset or City Lights Cruise on Yacht Kingston

Sunset Cruise on Yacht Kingston

Step aboard the most intimate classic yachts in town to take in the spectacular New York City Skyline at Sunset! You and only up to 48 other guests will be aboard one of our 1920s style water taxis to zip out on to the Hudson in style! Our identical “mini yacht”, Kingston is the smallest and newest power yacht in the Classic Harbor Line fleet.

  Duration: Chelsea Piers   Boat: Kingston   Cost: Adult $62

Champagne City Lights Cruise aboard Yacht Manhattan

City Lights Cruise on Yacht Manhattan

Experience a Romantic New York Sightseeing cruise like never before. Step aboard our luxurious 1920s inspired motor yacht. Cozy up in the climate controlled observation cabin to take in the iconic sights. 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! (Photo by Tali Blankfeld). 

  Duration: 1.5 hrs   Boat: Manhattan   Cost: Adult Starting at $62 - $68

Evening Jazz Cruise

Evening Jazz Cruise

Cruise New York City’s famous harbor aboard the luxury 1920s style yacht Manhattan while listening to live jazz music by the Classic Harbor Line Jazz Trio, The Boat Band! Learn more about our NYC Jazz Cruise!  This is truly the perfect way to start your evening and relax to the soothing sound of the jazz. 

  Duration: 2 hrs   Boat: Manhattan   Cost: Adult $78 - $104

Valentine’s Day Champagne Tasting 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 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 NY Harbor 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.    

  Duration: 1.5 hrs   Boat: Manhattan II   Cost: Adult $72

NYC Holiday Cruise

Sunset & Holiday Cocoa Cruise

Experience a beautiful New York City sunset and the illuminated cityscape during a comfortable and unique NYC Harbor sunset cruise through the Hudson and East Rivers. Get into the holiday spirit and enjoy the grand salon of the Manhattan Yachts in their rich full Holiday decor while taking in NYC skyline during this magical time of year.

  Duration: 1.5 hrs   Boat: Manhattan or Manhattan II   Cost: $62-$86 Adult

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 thirty 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.  One complimentary drink of Beer, Wine, Champagne or Delicious Hot Cocoa (Spiked if you please), Cookies, and treats for all our guests are included! (**Additional Drinks are available for purchase)   This is a NYC Holiday cruise that you just can’t miss! **Due to COVID-19 this cruise has been postponed until further notice.  Make sure to check out our Holiday Statue and Skyline Cruise, Holiday Sunset Cruise or our Holiday City Lights Cruise!  

  Duration: 1.5 hrs   Boat: Manhattan   Cost: Adult $74 | Child $52

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 1.5 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. **Due to COVID-19 this cruise has been postponed until further notice.  Make sure to check out our Holiday Statue and Skyline Cruise, Holiday Sunset Cruise or our Holiday City Lights Cruise!  

 

  Duration: 1.5 hrs   Boat: Manhattan II   Cost: Adult $74 | Child $52