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Sailing with Classic Harbor Line Enjoy some NYC Sailing in 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. Allow World One to take your breath away and enjoy the excitement and 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. This is the perfect experience for visitors and locals alike. 


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.

  Depart: Chelsea Piers   Boat: Adirondack   Cost: Adult $72 - $82

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!

  Depart: Chelsea Piers   Boat: Adirondack   Cost: Adult $52 - $60 | Child $28 - $32

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.

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

LIve Jazz City Lights Sail

Live Jazz City Lights 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.  This sail is perfect for date night or a group of friends looking to do something unique.

  Depart: Chelsea Piers   Boat: Schooner America 2.0   Cost: 56.00

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.

  Depart: Chelsea Piers   Boat: America 2.0   Cost: Adult $72 - $82

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.

  Depart: Chelsea Piers   Boat: America 2.0   Cost: Adult $52 - $60 | Child $28 - $32

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!

  Depart: Chelsea Piers   Boat: America 2.0   Cost: Adult $132

NYC Beer and Cheese Tasting

Brews of the Boroughs Sunset Sail on Adirondack

Join us for a NYC Beer and Cheese Tasting sunset sail aboard the Schooner Adirondack.  Cruise in NY Harbor and let our crew cater to you with the most impeccable hospitality.  On this 2 hour sail you be served up to 4 locally made beers, expertly paired with artisanal cheeses by our in-house Executive Chef and Cheese Master. On this NYC Beer and Cheese Tasting sunset sail you will also take in the stunning views that NY Harbor has to offer and glide by the Statue of Liberty, Ellis Island and have the most famous skyline in the world as the backdrop for your next selfie!   

  Depart: Chelsea Piers   Boat: Adirondack   Cost: $88

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 exquisite choice for an after dinner event or to finish any day in the city.

  Depart: Chelsea Piers   Boat: America 2.0   Cost: Adult $56

Full Moon Sail aboard Schooner Adirondack

Full Moon Sail aboard Schooner Adirondack

Join us for a magical, moonlit view of Manhattan aboard the Schooner Adirondack. On this sail, you will experience the splendor of New York City’s nighttime skyline under the bright, radiating moonlight.

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

Full Moon Sail aboard Schooner America 2.0

Full Moon Sail aboard Schooner America 2.0

Join us for a magical, moonlit view of Manhattan aboard the Schooner America 2.0. On this sail, you will experience the splendor of New York City’s nighttime skyline under the bright, radiating moonlight.

  Depart: Chelsea Piers   Boat: America 2.0   Cost: Adult $56

http://www.sail-nyc.com/wp-content/uploadFall Foliage Sail abroad Schooner Adirondack.jpg

Fall Foliage Sail aboard Schooner Adirondack

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. 

  Depart: Chelsea Piers   Boat: Adirondack   Cost: Adult $86 | Child $56

Mimosa Sail aboard Schooner America 2.0

Start your Sunday off with a Mimosa Sail aboard the stunning Schooner America 2.0. Sit with friends and family and enjoy a 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 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. 

  Depart: Chelsea Piers   Boat: America 2.0   Cost: Adult $56 | Child $28