Take advantage of this rare opportunity to sail as a guest aboard the Adirondack as she participates in a classic regatta!
Join us for a lunch of fruit, gourmet sandwiches, chips, and dessert as our experienced racing crew and captains compete in the New York Classic Week races.
The participants in this race are all classic sailing vessels of varying sizes and sail plans, so expect to see other schooners, sloops, ketches, and fifes from the turn of the century vying for marks. The stunning bright work and beautiful classic lines of these historic vessels have been specially maintained by their owners and offer great photo opportunities! Races are scheduled from 10/8 through 10/10 with a 12:00pm gun. Each race will have a different course within New York Harbor.
Some of the sites you'll view along the way are:
Join us for a New York Classic Week race aboard the Adirondack, and you'll experience NYC like never before.
Join us for a lunch of fruit, gourmet sandwiches, chips, and dessert as our experienced racing crew and captains compete in the New York Classic Week races.
The participants in this race are all classic sailing vessels of varying sizes and sail plans, so expect to see other schooners, sloops, ketches, and fifes from the turn of the century vying for marks. The stunning bright work and beautiful classic lines of these historic vessels have been specially maintained by their owners and offer great photo opportunities! Races are scheduled from 10/8 through 10/10 with a 12:00pm gun. Each race will have a different course within New York Harbor.
Some of the sites you'll view along the way are:
- The New York City skyline
- The 20-acre Battery Park at the southern tip of Manhattan, where artillery has been stationed over the centuries
- Ellis Island, the immigrant doorway to America from 1892 to 1954
- The Statue of Liberty, a French gift that arrived in New York Harbor in 1885 and has come to represent our nation's freedom and ideals
Join us for a New York Classic Week race aboard the Adirondack, and you'll experience NYC like never before.
What Is Not Included?
Gratuity is not included in the price of your sail. Parties of 12 or more will be contacted shortly after purchasing tickets to provide credit card information for an additional charge of 15% gratuity.
Meeting Location
Chelsea Piers (Pier 62) - W. 22nd and Hudson River (Manhattan, NY)
(Exact meeting location details will be provided immediately upon purchase of tickets.)
- Do I have to purchase tickets in advance?
- To guarantee a seat on board, you must purchase tickets in advance. Sails often sell out, so to maximize your chances of getting the day and time you prefer, please book as soon as you're sure you want to go. Tickets can be purchased with a Visa, Mastercard or American Express card.
- What happens if the sail is sold out?
- Unfortunately, we do not have a wait list for our sails, so please book well in advance. However, if you find the sail you are looking for is full, you should also check out sails aboard the Schooner America!
- Is there an age minimum for these sails?
- All attendees under the age of 18 must be accompanied by a parent or supervising adult. We do not recommend these sails for children under the age of 10. Please note that everyone on board must have a ticket, so children of any age will have to pay the full standard ticket price.
- How long is the sail / race?
- We depart from Chelsea Piers at 11:00am so we can be ready for the race to begin at non. We return to the dock at the completion of the race, or by 3:00pm.
- What are the New York Classic Week races?
- The New York Classic Week races are a series of races for classic sailing vessels and vessels that embody the spirit of the sailing tradition. Information about the races and race-week events can be found at the organizer's website: www.nyharborsailing.com.
- Is food served during the sail?
- Lunch will be served and is included in the price of your ticket.
- What does lunch include?
- Lunch will include seasonal fruit, assorted gourmet sandwiches, chips and dessert. Our standard bar includes beer, wine, champagne, soda and water.
- How about drinks? Should I bring those?
- No, it is illegal for you to bring alcohol of your own on board. Our sail includes complimentary champagne, wine, beer, soft drinks and water, and we therefore ask that you do not bring your own drinks on your sail. (One quick note: we will serve a few rounds, but it is not an unlimited booze-cruise. We aim to create an elegant, relaxing, peaceful, and safe experience for all of our guests.)
- How fast does the Adirondack go?
- It depends on the wind, but it can go up to 12 knots.
- What exactly do we see on the sail?
- We will likely motor from our dock at Chelsea Piers to the starting line of the race and then set sail. The New York skyline, Battery Park, Governors Island, Ellis Island and the Statue of Liberty will be seen during the sail. The course of the race and wind conditions will define how close we get to these landmarks.
- Is the Schooner Adirondack safe?
- Absolutely. While known for her speed, the Schooner Adirondack is a safe and gentle vessel. Along with your captain, there is a minimum of two crew members on every sail to make sure you feel comfortable and at home on the water. We are stocked with water, beverages, blankets, pillows, and life jackets, should you feel you need one. There is also a private marine head (bathroom) below.
- How steady is the sailing? Am I likely to get seasick?
- The Schooner Adirondack is a steady, gentle vessel. It is very rare for our guests to become seasick. While most people do not experience any sea sickness on the Schooner Adirondack, you may want to consider light medication if you normally take it for motion sickness. We cannot officially advise you to take any medication, however.
- Is there a bathroom on the boat?
- Yes, the boat is equipped with a bathroom that is accessible at all times. We call it a "marine head," and it is unlike the bathroom you use at home. It involves pumping and there are simple directions posted in the bathroom on how to use it.
- Can I get a refund or reschedule my tickets after buying them?
- Because we are guaranteeing your space on the sail, tickets cannot be refunded or rescheduled once purchased.
- Do you ever cancel sails due to bad weather?
- The sail usually runs in light rain and other moderate weather situations. The only time we cancel a trip is in the event of severe or unsafe weather conditions. Our captains monitor the radar to watch fronts and cells in the area on days when inclement weather is possible. Cancellations are made on the day of the sail, by the captain, up to one hour prior to sail time. If you have purchased tickets for a sail that is canceled, you will have the opportunity to reschedule your tickets (subject to availability), receive credit towards a future event, or get a refund.
- What happens if it starts raining when we're out on our sail?
- Don't worry, we won't melt! Trips with a little wetness have proven to be some of the most memorable bonding experiences for our guests. (This all depends on attitude of course...) We have ankle-length, button-down raincoats available for all of our guests aboard the America 2.0 in the case we are caught in a rain-shower.
- Where does the sail finish?
- Our sail will end at the same pier from which it departed.
- Is the Adirondack handicap accessible?
- No, unfortunately the Schooner Adirondack is not wheelchair-accessible.
- Is gratuity included in the price of the sail?
- Gratuity is not included in the price of the sail. Parties of 12 or more will be contacted directly by Classic Harbor Line within 48 hours of purchasing tickets to provide credit card information for an additional charge of 15% gratuity.
- Can I stow anything (eg, my briefcase) during the sail?
- There is an area below deck where you may store your belongings. Please keep in mind that this area is not guarded, so we cannot take responsibility for any broken, lost or missing items. But we have not had any problems to date with theft or damage.
- Is there parking and how much is it?
- There is parking on all the piers at Chelsea Piers. You must be south-bound on the West Side Highway in order to access the turn-in for parking on Piers 61, 60, and 59. Up to three hours of parking is $22, and up to 4 hours is $34.
- Are dogs allowed on board the Adirondack?
- No, unfortunately dogs are not permitted aboard the boat.
- Is there shade on the Adirondack?
- Seating on the Adirondack is in the open, outer deck of the boat. Depending on the position of the boat, the sails sometimes offer some shade, but it's good to be prepared with sunscreen and a hat.
- Can I book a private charter sail?
- Yes, private sails on the Schooner Adirondack can be a unique and elegant event for your group. If you are interested in booking a private sail, please contact us by clicking “Contact SailNYC” to the left of the page
- Is smoking permitted during the sail?
- No, smoking is not permitted anywhere on the boat.
- Are gift certificates available for this sail?
- No, unfortunately there are no gift certificates available for this particular sail. There are, however, gift certificates available for our daytime, sunset, and city lights sails on the Schooner Adirondack, and they make a perfect gift for holidays, birthdays, or any other occasion! To purchase a gift certificate, please check out the Adirondack Classic Schooner Sails by clicking “List of All Activities” to the left of the page.
Refund/Rescheduling Policy
- Non-refundable, cannot be rescheduled.
- Once purchased, tickets cannot be refunded and cannot be rescheduled because your space is being guaranteed at the event.
Other Policies
- Activity may be canceled due to severe weather.
- The activity usually runs in light rain and other moderate weather conditions, but the seller may cancel the activity up to an hour before the start time in the event of severe or unsafe weather conditions. If the seller cancels the event, ticket-holders will be allowed to reschedule tickets (subject to availability), receive credit for a future event, or receive a refund.
- Children under the age of 18 must be accompanied by a parent or supervising adult.
- No children under the age of 18 will be allowed on board without a supervising adult to accompany them. This sail is not recommended for children under the age of 10.
- Parties of 12 or more will be contacted for an additional gratuity charge of 15%.
- Classic Harbor Line will contact you directly within 48 hours of your purchase to take your credit card information for the additional charge. You must be reachable at the telephone number and email you provide.
Classic Harbor Line
Classic Harbor Line of Chelsea Piers operates one of the most exceptional resident sail vessels in the New York Harbor: the Schooner Adirondack. It holds record finishes in the Chesapeake Bay Schooner Race for 14 consecutive seasons (1994 - 2007). Though it is a light and lively sailing vessel, it is also quite comfortable, with ample deck space and seating for up to 49. It was designed and built by Scarano Boat Building of Albany, NY for taking groups of people on spectacular sightseeing adventures.
Sailing in this schooner is a privilege. She moves through the water efficiently and beautifully; we take great pride in sharing her with you.
The Adirondack is operated by Coast Guard-certified captains and extremely friendly and talented crew. Our crew is known for their amazing hospitality, and are professionally trained and experienced on sailing our vessels well and safely. Do not hesitate to ask our crew about the boat or any of the NYC sites.
Sailing in this schooner is a privilege. She moves through the water efficiently and beautifully; we take great pride in sharing her with you.
The Adirondack is operated by Coast Guard-certified captains and extremely friendly and talented crew. Our crew is known for their amazing hospitality, and are professionally trained and experienced on sailing our vessels well and safely. Do not hesitate to ask our crew about the boat or any of the NYC sites.
for SailNYC



