

Charter the sailing yacht Ventura for a 2-hour private evening cruise for up to 30 guests
2 Hours
Up to 30 people
2-hr yacht charter, server
Book a 2-hour evening private charter aboard the historic sailing yacht Ventura in New York for up to 30 guests. Bring your own food and drinks, with a Ventura server included, or choose a food and beverage option for your group.
A minimum gratuity of 10% applies to all charters and may be charged to the card on file if not provided. If you bring hard liquor or cocktails, Ventura staff must serve them.
This booking is for the whole experience, which fits up to 30 guests.
Full refund or credit within 24 hours of initial booking. If weather is too bad to sail, you can reschedule; if the captain cancels due to weather and you cannot reschedule, you receive a refund. Client reschedule/cancel fees apply: reschedule 25%/50%/75% by timing; cancel refunds 75% (21+ business days), 50% (21–14), none (under 14).
Product ID: 2QFHUY
After you book, the team will contact you to confirm your charter time and any special requests.
Yes. Your 2-hour charter allows you to bring your own food and drinks, and a Ventura server is included.
A minimum gratuity of 10% applies to all charters. If gratuity is not included in your final payment and you do not provide a good-faith cash gratuity, 10% may be charged to the card on file.
59 Chelsea Piers New York, NY US 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.
Our sunset cruise was fantastic. My wife and I took our family out, 7 of us and everyone had a great time. The crew was getting taking care of everything we needed. The boat is a one of a kind experience. If you are looking for a sail trip on NY harbor this is the one.
Jim Baadshaug
August 3, 2026
Our sunset cruise was fantastic. My wife and I took our family out, 7 of us and everyone had a great time. The crew was getting taking care of everything we needed. The boat is a one of a kind experience. If you are looking for a sail trip on NY harbor this is the one.
Jim Baadshaug
August 3, 2026
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