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Sailing New York

Sailing with Classic Harbor Line Enjoy some Sailing in New York and cruise through NY Harbor aboard our stunning Schooners! Join us with our professional crew and take to the waters of New York Harbor. Let our crew dazzle you with their skills of sailing our yachts and taking care of you with the up most hospitality. NYC Sailing is fun, but sailing and sightseeing is the most magical way to experience this city of wonder. Sail past the Statue of Liberty, and cruise by Ellis Island on a sunset cruise. Allow World One to take your breath away and enjoy the excitement of the art of sailing. Cruise with the wind in your hair, the sun on your face and a glass of Champagne in hand.  Whether you are aboard the 105 foot Schooner America 2.0 or the 80 foot Schooner Adirondack, you will experience the most premium sailing New York City has to offer. Taking Manhattan by sail is the perfect experience for visitors and locals alike. (Photo by Tali Blankfeld). 


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

Sightseeing Sail of NY Harbor on Schooner Adirondack | Classic Harbor Line

Day Sail to Statue of Liberty on Adirondack

See New York like you never have on this 2 hour sail aboard the Adirondack, a wooden 80-foot pilot schooner. Within five minutes of leaving the dock, you’ll forget the mayhem and noise of Manhattan street life, and you’ll feel the relaxing breeze of New York Harbor! Sail past the Statue of Liberty and get the best view of the NYC Skyline with the World Trade Center standing tall.  

  Duration: 2 hrs   Boat: Adirondack   Cost: Adult $72 | Child $38 | Infant $14

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

Day Sail aboard Schooner America 2.0

Day Sail to Statue of Liberty on America 2.0

Enjoy a day sail on this 105-foot schooner that is perfect for family outings, dates, and entertaining. A sail on America 2.0 is guaranteed to be an unforgettable experience. Within five minutes of leaving the dock you’ll feel the relaxing breeze of New York Harbor; forgetting the mayhem and noise of Manhattan. Take in all the iconic sites of this famous city from the perspective of the water.  Sail past Ellis Island and the Statue of Liberty.  Get the perspective of this famous city skyline from the decks of this stunning schooner. 

  Duration: 2 hrs   Boat: America 2.0   Cost: Adult $72 | Child $38 | Infant $14

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

Schooner Adirondack sailing in NY Harbor in the morning

Mimosa Sail aboard Schooner Adirondack

Start your Saturday off with a Mimosa Sail aboard the stunning Schooner Adirondack. Sit with friends and family and enjoy an early afternoon out on the water in NY Harbor. Offering a premium sailing experience, the *Schooner Adirondack* is the legend of our fleet. Climbing aboard *Adirondack*, our 80-foot wooden pilot schooner, you will quickly forget the mayhem and noise of Manhattan street life.

  Duration: 2 hrs   Boat: Schooner Adirondack   Cost: Adult $72 | Child $38 | Infant $14

City Lights Sail aboard Schooner Adirondack

City Lights Sail aboard Schooner Adirondack

Experience New York City lights like you never have on this sail past the bright and beautiful borough of Manhattan. You’ll take in the famous Manhattan skyline as it was meant to be seen — from the water. You will also enjoy spectacular views of Ellis Island, the Statue of Liberty, and the Brooklyn Bridge lit up by the evening lights.

  Duration: 1.75 hrs   Boat: Adirondack   Cost: Adult $72

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

group of people cheering with glasses of mimosas

Mimosa Sail aboard Schooner America 2.0

Start your Saturday off with a Mimosa Sail aboard the stunning Schooner America 2.0. Sit with friends and family and enjoy an early afternoon out on the water in NY Harbor. Offering a premium sailing experience, the Schooner America 2.0 is the newest, largest, most elegant sailing ship designed for our fleet. Added to our fleet in 2011, the America 2.0 provides the most exceptional day sailing one can find in New York Harbor.  So sit back and relax for two hours on this classic yacht. 

  Duration: 2 hrs   Boat: America 2.0   Cost: Adult $72 | Child $38 | Infant $14

Schooner Adirondack sailing with a 400 square foot PRIDE Flag in front of the Statue of Liberty on a cloudy day

New York Harbor PRIDE Sail for the Hetrick-Martin Institute

Celebrate PRIDE with us and join aboard for an afternoon sail on one of our classic Schooners! 100% of net ticket sales will be donated to Hetrick-Martin Institute (HMI) whome is the nation’s oldest and largest nonprofit organization serving LGBTQIA+ youth services organization that provides its youth members with access to mental health services, social services, basic needs such as toiletries and clothing, as well as remote and in-person programming services focused on education, workforce development and arts & culture.  So grab your friends, soak up some sunshine and sail with us through the waters we proudly call home.  

  Duration: 2 hrs   Boat: Adirondack OR America 2.0   Cost: $125

the Schooner America 2.0 sailing down the river at night near a lit city

City Lights Sail aboard Schooner America 2.0

Board the 105-foot, 1800s styled, Schooner America 2.0 after dusk to take a tour of the unmatched Manhattan skyline. Bring your favorite companion or a group of friends to enjoy the lights as you sip on champagne in the peaceful late-night breezes of the Harbor. The City Lights sail on America 2.0 is an exquisite choice for an after-dinner event or to finish any day in the city. (Photo by Tali Blankfeld). 

  Duration: 1.75 hrs   Boat: America 2.0   Cost: Adult $72

Fall Foliage Schooner sailing on the Hudson River

Grand Palisades Fall Foliage Schooner Sail

See the last leaves of Fall in all their colorful splendor on our last scenic sail up the Hudson River to the Palisades. Forming a canyon of the Hudson River north of Fort Lee, New Jersey, the Palisades are among the most dramatic geologic features in New York City’s vicinity. Now you can observe this natural wonder from the seat with the best view on the water aboard the Schooner Adirondack. We will be sailing so bundle up for this epic outdoor adventure up the Hudson River! (lots of warm layers, hats, gloves, and even a lap blanket depending on the temperature & the breeze!)

  Duration: 3.5 hrs   Boat: Adirondack   Cost: Adult $118

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