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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.


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 $94

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 $94

Sunset or City Lights Cruise on Yacht Kingston

Sunset Cocktail Cruise on Yacht Kingston

Join us 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 $78 to $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.  Get 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 $94

Three jazz band members playing jazz on the deck of the Yacht Manhattan for a Evening Jazz Cruise

Evening Jazz Cruise

Cruise New York City’s famous harbor aboard the luxury 1920s style yacht Manhattan or Manhattan II 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: 1.5 hrs   Boat: Manhattan   Cost: Adult $108

Jazz Sail NYC

Live Jazz 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 NY Harbor with 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.  

  Duration: 2 hrs   Boat: Schooner America 2.0   Cost: $108

assortment of cocktails on a table

Classic Cocktails aboard Yacht Manhattan

Enjoy and savor a well-made ‘welcome aboard’ on the house cocktail varied by week! Watch the city pass by while relaxing in your private, partitioned seating area surrounded by large windows. Snap a few shots as we linger in front of the Statue of Liberty, explore the outer decks or stay cozy in your private nook; every vantage point offers the BEST VIEWS OF NYC. Welcome in a new era of 20s cocktails with a Sake Gimlet or a Grapefruit & Rosemary Rickey. Our sophisticated cocktail menu is packed with creative modern-day spins. A full bar is available to purchase additional drinks by credit card. A specialty cocktail menu is also available!

  Duration: 1.5 hrs   Boat: Manhattan or Manhattan II   Cost: Adult $94

Wine Tasting NYC | Classic Harbor Line

Champagne & Cheese Pairing Cruise

Bubbles, Bites & New York City Sights! As you cruise on the Yacht Manhattan II or Yacht Manhattan, you will be able to take in all the beauty the New York City skyline has to offer while relaxing in our grand observatory. This cruise has limited capacity to create an intimate, comfortable and quiet NY Harbor cruise.

  Duration: 1.5 hrs   Boat: Manhattan or Manhattan II   Cost: Adult $108

Champagne City Lights Cruise aboard Yacht Manhattan

City Lights Cruise on Yacht Manhattan

Experience a Romantic New York Sightseeing cruise like never before. Join us 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 NY Harbor Cruise. This romantic cruise is truly one of the most spectacular ways to see NYC! (Photo by Tali Blankfeld). 

  Duration: 1.25 hrs - 1.5 hrs   Boat: Manhattan   Cost: Adult $72

small group of people talking on a boat with a sunset over the horizon in NY Harbor

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 River. 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: General Admission $96

Cocoa and Carols themed boat interior, with families gathered inside

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. Join us 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 songs backed by a live band!  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! (Children tickets are available on early departure times) 

Click Here to Watch the Video

  Duration: 1.5 hrs   Boat: Manhattan   Cost: General Admission $118

Private Boat Rental in NYC for Company Parties

New Year’s Eve Champagne Tasting Cruise

Celebrate this New Year’s Eve with your special someone or your close and dear friends on Classic Harbor Line’s New Year’s Eve Champagne Tasting Cruise! 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 special tour features the twinkling lights of Manhattan and a selection of special sparkling wines featuring a delicious flight hand selected by our own wine and food expert.

This cruise will have a five flight Champagne tasting and the best spots in NY Harbor for the magical display of Fireworks off the Statue of Liberty! 

  Duration: 2.5 hours   Boat: Manhattan or Manhattan II   Cost: Starting at $358 to $398

a bottle of champagne next to two full glasses

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 $122 to $142

Yacht Full Moon

Sunset Cruise on Full Moon from Chelsea Piers

Join us aboard one of the smaller more intimate wooden yachts of the Classic Harbor Line fleet and departs from Chelsea Piers for a cruise in New York Harbor at Sunset. Yacht Full Moon is equipped with comfortable seating and excellent views of the city skyline and New York harbor. Occasionally this cruise will take place on her sister ship the classic Yacht Kingston. This charming plumb-bowed mini-yacht features wrap-around seating to take in all the amazing views this city has to offer. Each excursion will feature a slow pass by the Statue of Liberty & Ellis Island. 

  Duration: 1.5 hrs   Boat: Yacht Full Moon   Cost: $86 Adult

plates of food with a couple glasses of wine, on top of a table

Marea At Sea: Light Bites from Coastal Italy aboard the classic Schooner America 2.0.

Join us for this 2 hour sunset sail aboard the Schooner America 2.0 and enjoy a curated sampling of Marea’s renowned crudos, a taste of their famous Astice appetizer and, of course, caviar. Each dish has been thoughtfully crafted and reimagined to enjoy at sea, while on the decks of New York’s newest and most elegant schooner, America 2.0!   

  Duration: 2 hrs   Boat: Schooner America 2.0   Cost: $178 to $228

A blue bird on the branch of a tree

Urban Naturalist Tour: Abandoned Islands of the East River at Sunset

Join us aboard the luxury yacht Manhattan II or Manhattan– our cozy, elegant, 1920s-style yacht — as we travel past abandoned islands rich with history and modern day wildlife! Embark on a journey of discovery aboard our classic yacht, as we navigate the scenic New York Harbor waterways from Chelsea Piers to the hidden gems of Belmont Island, Roosevelt Island, Mill Rock, and North and South Brother Islands. Join us for a captivating 3-hour cruise through the heart of our city, where history and nature converge in breathtaking harmony. On this adventure, our expert guide and renowned Urban Naturalist, Gabriel Willow, will regale you with fascinating tales of these iconic islands, steeped in history and teeming with wildlife.

  Duration: 3 hrs   Boat: Yacht Manhattan or Manhattan II   Cost: Adult $142

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