Tickets Now on Sale for 2026 Summer Sailing Season on Pioneer and W.O. Decker

South Street Seaport Museum announces the 2026 sailing season for the 1885 schooner Pioneer and the 1930 tugboat W.O. Decker, beginning May 29 and running through October. Tickets range from $5–$70 to sail New York Harbor and are on sale now!

Pioneer Tickets

https://southstreetseaportmuseum.org/1885-schooner-pioneer/

W.O Decker. Tickets

https://southstreetseaportmuseum.org/w-o-decker/

This is a unique and unforgettable way to see the Big Apple's iconic landmarks, making it a must-do adventure for both locals and visitors alike. You can even book a private charter for a special sail with your friends and family or co-workers and clients.

Sail the New York Harbor on 1885 Schooner Pioneer

Experience New York City like never before with the Seaport Museum’s thrilling sails aboard the historic 1885 schooner Pioneer! From May through October, the Museum’s daytime, sunset, and programmatic sails offer you the exclusive opportunity to take in the breathtaking views of the Big Apple from the deck of a National Register-listed vessel. As you set sail on an unforgettable journey, you’ll witness some of the city’s most iconic landmarks, including the Brooklyn Bridge, Statue of Liberty, Lower Manhattan’s architectural treasures, Governors Island, Ellis Island, and more. Whether you’re a seasoned New Yorker or a first-time visitor, this adventure promises to be a truly unforgettable experience. But that’s not all––as a guest on board, you’ll have the chance to get hands-on and help raise a sail or simply sit back and relax as you soak up the stunning scenery. And, for the perfect al fresco dining experience, bring along your favorite meal or snack, along with your preferred beverages or even a bottle of wine to sip on deck.

Ride on the 1930 Tugboat W.O. Decker

Get ready for a one-of-a-kind adventure on the last surviving New York-built wooden tugboat W.O. Decker, named “Tugboat of the Year” by the prestigious Steamship Historical Society of America! This 75-minute ride promises to be an unforgettable experience, as you explore the iconic New York Harbor and take in stunning views of the Statue of Liberty, Ellis Island, the Battery, and Governors Island. As you ride on this historic vessel, you’ll feel the thrill of adventure and the excitement of discovering New York City from a whole new vantage point. And, as the only surviving example of its kind that invites you aboard, W.O. Decker offers an immersive opportunity to step back in time and experience a unique age of seafaring. Embark on a thrilling journey aboard W.O. Decker. This experience is particularly popular with tweens, teens, and boat enthusiasts! Book your 75-minute ride today and get ready to see New York City in a whole new way!