2026 Tickets Now Available | June–September | Pier 16 | $20–$70
Looking for an unforgettable sailing experience that combines ecology, culture, music, architecture, and other engaging topics with breathtaking sights? Look no further than the Seaport Museum’s program sails! This collection of sails enhances the Museum’s already fantastic daytime sailing experience aboard the 1885 schooner Pioneer with an array of fascinating events.
Immerse yourself in the rich history and culture of the city as you set sail on a guided architecture or culture tour, led by knowledgeable experts who will share their insights and stories or talents and skills along the way. Or, get your toes tapping with a musical experience that sets the stage for a truly unforgettable sail.
No matter which program you choose, you’ll be treated to spectacular sights that will take your breath away. From the stunning skyline and iconic landmarks to the glittering waters of the Harbor, each sailing adventure is a feast for the senses.
Seaport Museum members receive 20% off on all sailing opportunities. Just sign in when prompted at checkout to receive your discount. All sailing tickets include free admission to the Seaport Museum! Scroll down to discover everything you can explore during your visit—from additional historic ships to hands-on exhibitions and more.
Advance reservations are recommended. Learn more about upcoming programs below.
June 27, 12pm: Pride Sail
Board the 1885 schooner Pioneer for a festive sail celebrating LGBTQ+ Pride! Dawn your prideful finery for this lively two-hour sail featuring camaraderie, a great playlist, and more! Pioneer will be decked out in a huge rainbow flag as the experienced crew will guide the vessel past New York’s iconic Lower Manhattan skyline and into New York Harbor. Guests are invited to BYOB––whether it’s Bring-Your-Own-Brunch, -Beverage, or -Bottle of wine is up to you! Pioneer sails make for a unique al fresco experience so feel free to bring along your favorite meal or snack.
Schedule
Check In Begins: 11pm
Check In Ends: 11:45pm
Board: 11:45pm
Depart: 12pm
Return: 2pm
July 11, 4pm: Family Ecology Sail
Join the Seaport Museum for an exciting adventure that will immerse us in the ecosystem of New York Harbor!
As we sail on the 1885 schooner Pioneer, you are invited to take part in the experience by hauling on ropes to raise the sails; studying the ecology of the estuary; measuring water characteristics that are critical to the ecosystem, such as salinity, turbidity, and dissolved oxygen; and examining seaweeds and other plants, as well as a variety of small organisms including plankton. You’ll also learn how to use a chart and compass to navigate.
Sign up today to embark on a family adventure or come solo to broaden your own horizons.
Schedule
Check In Begins: 3pm
Check In Ends: 3:45pm
Board: 3:45pm
Depart: 4pm
Return: 6pm
August 22, 1pm: Chantey Sing and Sail
Embark on a musical journey through New York Harbor aboard the 1885 Schooner Pioneer with the Seaport Museum! This Launch and Learn event offers a special sea-song sing-along, featuring historical songs that were used by old-time sailors to make their work more manageable.
As Pioneer glides across the water, you’ll be treated to a round-robin of catchy rhythms, all set against the breathtaking backdrop of unfurled sails and iconic New York landmarks. This is a truly immersive experience that lets you soak in the essence of the city’s maritime history. No matter your singing abilities, all are welcome to sign up and participate in this two-hour sail. Whether you’re a seasoned singer or simply a keen listener, you’ll have the chance to lead or request a traditional maritime work song or ballad.
Sign up today to join your fellow chantey enthusiasts and newbies as we set sail for a unique and unforgettable chantey sing at sea.
Schedule
Check In Begins: 12pm
Check In Ends: 12:45pm
Board: 12:45pm
Depart: 1pm
Return: 3pm
Be One of the First to Know
Join the Seaport Museum mailing list to be among the first to learn about new on-the-water experiences as they are added. This includes Launch and Learn sails, additional timely sails for seasonal events, and the schedule for excursions on the historic 1930 tugboat W.O. Decker.
Know Before You Go
Tour routes are subject to change due to unpredictable boat traffic in the Harbor and weather, though captains will do their best to include the sites listed. Read the full On the Water with the Seaport Museum FAQ for more details on the sailing experience.
Enjoy More That the Museum Offers
Access to the historic ships and exhibition galleries at the Seaport Museum is included with your sailing ticket!
General Admission brings you aboard the 1885 tall ship Wavertree and 1908 lightship Ambrose at Pier 16, and into all current exhibitions on view in the first-floor Schermerhorn Row galleries at 12 Fulton Street. Your ticket also sets you on course to explore Maritime City, the Seaport Museum’s immersive, three-floor exhibition at A.A. Thomson & Co., located at 213 Water Street.
About the Schooner Pioneer
Pioneer was built in Pennsylvania in 1885 to carry sand and heavy cargoes along the Delaware River. Unlike almost all American cargo sloops and schooners that were made of wood, Pioneer was constructed with a wrought iron hull because she was built in what was then the nation’s center for iron shipbuilding. Today, she is the sole American merchant sailing vessel with an iron hull. Through offering sails aboard Pioneer, the Seaport Museum provides an exceptional experience to the public, catering to inquisitive students, seasoned New Yorkers, and eager visitors alike. By offering unique opportunity to venture out onto the water, this remarkable vessel grants guests a new vantage point to see the city allowing guests to forge a deeper connection with New York’s maritime past and present, illustrating exactly “Where New York Begins.”
Charter This Historic Vessel
Looking for a unique and unforgettable way to celebrate a special occasion with friends and family or impress your clients with an exciting corporate outing? Look no further than the Seaport Museum’s private charters on the historic 1885 schooner Pioneer.
Get a Taste of Sailing on Pioneer
