




Make the historic Ventura your private setting for a daytime sail
2 Hours
Up to 30 people
2-hour charter, Ventura server
Step aboard the historic sailing yacht Ventura for a private daytime charter. Shape the occasion around your group with the option to bring your own food and drinks, served by a Ventura server.
This booking is for the whole experience, which fits up to 30 guests.
Cancel 21 business days ahead for a 75% refund; cancel 14–21 business days ahead for a 50% refund. Cancellations within 14 business days are non-refundable. If weather cancels your sail and you cannot reschedule, you will receive a refund.
Product ID: D8CJX5
Daytime charters are available from 9am, with return to the dock no later than 5pm. Your departure time depends on availability.
Yes. Add a third hour to your private sailing charter.
Yes. Food and beverage service can be arranged for your group, with menu selections available.
59 Chelsea Piers, New York, NY 10011
Sailing aboard this 106-year-old beauty has earned a near-perfect reputation, and it's easy to see why. The crew, including captain Owen, Jake, and John, consistently gets called out by name for being professional, knowledgeable, and genuinely warm. Reviewers repeatedly describe feeling like VIPs rather than just passengers, with the captain sharing history about the harbor and landmarks along the way. The sunset cruise is a fan favorite, drawing repeat customers who come back for birthday celebrations, special occasions, and full moon sails alike. Views of the Statue of Liberty, Governor's Island, and the Manhattan skyline make for a stunning backdrop. One reviewer noted the route occasionally heads toward Staten Island rather than the Brooklyn Bridge, so if a specific view matters to you, it's worth asking ahead of time. Otherwise, the consistent praise across dozens of visits speaks for itself.
Explore Chelsea’s evolving skyline with a licensed architect
Circle Manhattan on a narrated architecture cruise with an AIA guide
Paddle calm coastal waters on premium kayaks and master basic skills in just an hour
Discover Central Park’s landmarks with your own local guide
Trace revolutionary New York through spies, battles and founding-era stories
Ride a horse-drawn carriage through Central Park with an evening city view