NY Harbor Wine and Cheese Sunset Sailing Trip On Historic Schooner - Event is a Draft


We have reserved 20 spaces aboard the iconic Tall Sail Schooner The Pioneer (circa 1885).  See the sights of New York Harbor from the decks of the historic 130-year-old schooner. The vessel, first launched in 1885, was built as an iron-hulled sloop to carry cargo along the Delaware River and was even featured in the pilot of Boardwalk Empire. The group will meet at the ship at 6:30pm.

Here is what to expect:

  • Meet at the ship at 6:30pm at Pier 16 at the South Street Seaport.
  • Gangway closes at 6:45pm no exceptions
  • Set sail for 2 hours
  • Return at 9pm.  You may leave or head to a local pub for food.

The ship sails down the East River into New York Harbor near The Statue of Liberty and back

$65 ($50 for NYSN VIP Members) includes:

  • 2 hour cruise
  • Wine (2 glasses), Cheese & Crackers, veggies, dips and water.
  • All taxes and tips
  • Host fee
  • (sorry there are no discounts if you do not drink)

Can I come alone?  Yes, 98% of those attending this event normally register on their own. You welcome to bring as many non member guests, friends & co workers as you’d like, just make sure to register for the number of people that you want below. Our staff will be ready to greet you and introduce you to others whether you are on your own or with guests.

Do I need a ticket?  if you registered and paid for this event or registered with a voucher your name will be on a list at the dock.  If you register within 3 hours of the event it is best to bring proof of payment.

Dress Code:  At all events we ask that you use your best judgement based on the event. There are never jackets and ties required unless specifically stated.  Keep it neat, be yourself and look your best. Dress for the weather.

How will I find the group?  We will send you a confirmation email with exact locations, contact info and names of those who are hosting the event when you register. We will send follow up emails as we get closer, usually the night before or morning of.

Ages: 21+  Most of our events attract 20’s -40’s although some events can skew younger or older (50’s) depending on the event. Some events are clearly age specific as indicated.   If this is an issue for you contact Dave at the address below and we can usually give you a very accurate idea of what to expect.

Who Comes to These?: Our activities attract NY Professionals from all backgrounds and professions who are looking to expand their social circles.  You will also find others who are looking to learn something, network for business, try something they have never done before or enjoy something they love doing but can’t get their friends to do. There may also be some people looking to find that someone special who share a passion for the same activities (but don’t make this the sole reason you come out).

Questions?  If you want to know how many people are coming, what the ages are likely to be, the gender breakdown or the overall vibe of the event before you register, contact Dave Cervini at or call 212-873-2256.

By registering for this event you take full responsibilities for your actions and agree to conduct yourself accordingly.

This event is nonrefundable unless the event is canceled or rescheduled. In case of rain or bad weather the decision to sail is up to The Pioneer Crew.



Meet at the end of Pier 16
at the end of Fulton Street
South Street Seaport
New York, NY Map and Directions


Date: 07/31/2019

Price: $65.00
VIP Price: $55.00 - Not a V.I.P.? Click here for details.

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