Cruise Oyster Bay Harbor as the sun sets
2 hours
Up to 24 people
Sunset sail, Crew, Life jackets
Spend 2 hours cruising around Oyster Bay Harbor on the CHRISTEEN at sunset. Bring friends and family and take in the waterfront views as the sails go up.
No children under 3 years old, and all children must be accompanied by an adult over 18. No animals are allowed aboard. A liability waiver is required before participation.
Cancel more than 7 days out for a refund (processing fee not included). Cancel within 7 days but more than 48 hours out: no refund; you may reschedule. Cancel within 48 hours: no refund or reschedule. If you book within 72 hours, you waive your right to a refund.
Arrive 20 minutes early. The boat leaves promptly at the start time. If you check in later than 15 minutes before departure, you forfeit your spot and refund. If you arrive less than 15 minutes before the sail, you may be able to reschedule (based on availability).
Bring layers for the forecast, wear a hat, apply sunscreen before you leave, and consider bringing a bottle of water.
Yes. You must read and sign an Assumption of Risk and Release of Liability Waiver before participating. Waivers are sent with confirmation emails.
1 West End Avenue Oyster Bay, NY US 11771
The sailing experiences here get rave reviews, particularly aboard the historic Christeen. Guests consistently praise the knowledgeable captains and crew who share fascinating stories while navigating Oyster Bay's waters. The sunset sails seem especially popular, and many appreciate the hands-on experience of helping raise the sails on a vessel with such remarkable history. Beyond sailing, the kayak rentals and wildlife tours are winners too, with naturalists like Lauren earning special mentions for their expertise in spotting ospreys and other local wildlife. There's a concerning pattern worth noting though. Multiple groups report last-minute cancellations, sometimes just an hour before scheduled departures, with birthday celebrations being particularly affected. Several reviewers describe frustrating interactions with staff during these situations and mention inconsistent explanations. That said, the majority of visitors have smooth, memorable experiences with friendly, helpful staff both on the water and at the front desk. The kayaking, sailing lessons, and scenic tours consistently deliver when things go as planned, making this a solid choice if you stay flexible with your schedule.
We booked a special birthday sail on the Christeen for 20 people. Everyone had an amazing time! Our captain and crew were so fun and knowledgeable-sharing fascinating information as we sailed around beautiful Oyster Bay. The front desk staff is also very welcoming and helpful! We plan to book another sail next summer in the evening. Highly recommend!
Mari D'Alessandro
October 6, 2025
We booked a special birthday sail on the Christeen for 20 people. Everyone had an amazing time! Our captain and crew were so fun and knowledgeable-sharing fascinating information as we sailed around beautiful Oyster Bay. The front desk staff is also very welcoming and helpful! We plan to book another sail next summer in the evening. Highly recommend!
Mari D'Alessandro
October 6, 2025