Pioneer Sunset Sail event image
Schooner Pioneer, Pier 16, South Street Seaport, Manhattan

Pioneer Sunset Sail

Bring a bottle of wine aboard an 1885 iron-hulled schooner and sail the harbor at dusk from Pier 16, museum admission included.

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Sunset sailHistoric schoonerBYO picnic

Pioneer was built in Pennsylvania in 1885 to haul sand on the Delaware, and she is now the last American merchant sailing ship with an iron hull, still working New York Harbor. The sunset sail lets you bring your own bottle and picnic on deck, which makes it far better value than most boat outings. If you want a boat trip that feels like a date night rather than a party cruise, this is it.

What to expect

Check in at Pier 16 about an hour before departure, board, and settle on deck while the crew raises sail. The two-hour loop takes in the harbor as the light goes and returns after dark with the Lower Manhattan skyline lit. Your ticket also includes admission to the museum's historic ships, Wavertree and Ambrose, and its exhibitions.

Good to know

  • Outside food and wine are welcome, so pack a picnic.
  • Check in at Pier 16 before boarding; the schooner leaves promptly.
  • Museum members get a discount on public sailing tickets.
  • Advance reservations are recommended.
  • The 2/3 to Wall Street and the A/C, J/Z and 4/5 to Fulton Street are the closest subways.

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Common questions

Can I bring alcohol on the Pioneer sunset sail?

Yes. The museum invites guests to bring a favorite bottle of wine and a meal or snack to enjoy on deck.

How long is the sail?

About two hours, with check-in before departure and return after sunset.

Does the ticket include anything else?

Every sailing ticket includes free admission to the Seaport Museum's historic ships and exhibitions.