New York, NY

Sunset Sails/Cruises

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.

NYC Jazz Cruise | Classic Harbor Line

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 Sound Waves! Learn more about our NYC Jazz Cruise!  This is truly the perfect way to start your evening with sipping on some Champagne and relaxing to the soothing sound of the jazz. 

  Duration: 2 hrs   Boat: Manhattan   Cost: Adult $64

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 complimentary drink. (Enjoy a complimentary 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! (Photo by Tali Blankfeld). 

  Duration: 1.5 hrs   Boat: Manhattan   Cost: Adult $56

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!

Cocoa and Carols Holiday Caroling will be featured every day this year!


  Duration: 1.5 hrs   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 1.5 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.  

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


  Duration: 1.5 hrs   Boat: Manhattan II   Cost: Adult $64 | Child $36

Champagne Sunset Cruise on Yacht Manhattan

Champagne 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 East Rivers. 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: 1.75 hrs   Boat: Manhattan   Cost: Adult $58 - $66

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 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

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 $72 - $82

Sunset Cocktail Cruise departing North Cove

Step aboard one of the smaller more intimate wooden yachts of the Classic Harbor Line fleet and depart from North Cove Marina for a cruise in New York Harbor at Sunset. The yachts are ideal for up to 40 guests, feature full bars, comfortable seating and excellent views of the city skyline and New York harbor. Each excursion will feature a slow pass by the Statue of Liberty & Ellis Island. On occasion, at high tide, we may even circumnavigate the Liberty Island.

  Duration: 1.5 hrs - Departing from North Cove Marina   Boat: Kingston or Full Moon   Cost: Adult $46

Gypsy Jazz Cruise on the classic Yacht Manhattan II

Step aboard the yacht Manhattan II for a evening with Gypsy Jazz guitarist Alex Simon and his trio for a performance Django Reinhardt music with dazzling technique and lyrical impressionism. Inspired by Reinhardt’s legendary virtuosity and creativity, Simon’s repertoire includes Early Jazz and Musette Classics, Tangos, Bossas, Boleros, Rumbas, Mambos, Gypsy Valses, and original works. The resulting music is a bright but elegant style of acoustic swing that evokes the vibrancy of cosmopolitan life and the folkloric sounds of rural Europe. Simon’s music is a combination 1930’s French Swing and Louis Armstrong hits. Alex Simon has performed at The Guggenheim, B.B. King’s Main Stage, The Rainbow Room, as well as world-renowned cocktail lounges Milk & Honey, Bathtub Gin, NoMad, The Roxy, and many other of New York City’s finest venues. So cruise with us into the evening with your friends or loved one!

  Duration: 2 hrs   Boat: Manhattan or Manhattan II   Cost: Adult $66

Live Irish Music Cruise

Cruise New York City’s famous harbor aboard the 1920s-style yacht *Manhattan* or *Manhattan II* while listening to live Irish music by the well traveled band: Sláinte. (Sláinte (slahn-chuh): Irishspeak for Cheers!)  On this 2 hour rockin cruise you may hear anything from classic old Irish tunes, to Dropkick Murphy covers (and anything in between) and are sure to have a once in a life time experience. Take in the sites that this city has to offer while enjoying this fun and entertaining cruise.

  Duration: 2 hrs   Boat: Manhattan or Manhattan II   Cost: Adult $66

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 $72 - $82

Morimoto Sushi & Sake Sail

Morimoto Sushi and Sake Sail on America 2.0

This light dinner sail features a most seaworthy cuisine:  sushi, and not just any sushi, but Iron Chef Morimoto’s sushi! No sushi meal would be complete without sake, and this sail does not disappoint, we offer a range of cool, refreshing sake served on the decks of New York City’s most elegant schooner. The menu includes a sampling of sushi perfect for a one-of-a-kind sunset sail – 9 sushi pieces and 1 roll – served in 2 platings, paired with 4 sake flights, and all while we set sail for the New York Harbor!

  Duration: 2 hrs   Boat: America 2.0   Cost: Adult $132