Sail Oyster Bay Harbor at golden hour and share unforgettable sunset views with up to 24 fellow passengers.
2 hrs
Up to 24 people
Sunset sail, Crew, Life jackets
Board the historic Christeen and glide across Oyster Bay Harbor as the sky shifts into vibrant sunset hues. Relax with friends and family during this two-hour sail.
Children under 3 are not permitted; all minors must sail with an adult 18 or older. The Christeen carries up to 24 guests and requires a minimum of eight confirmed passengers 48 hours before departure.
Cancel more than seven days before departure for a refund minus processing fees. Cancel between seven and two days in advance to reschedule only; no refunds. Cancellations within 48 hours, bookings made within 72 hours, or no-shows receive no refund. Weather-related cancellations are decided by The WaterFront Center; you may reschedule or receive a refund minus processing fees.
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.
this was so cool and so much fun. its truly amazing when you realize you are standing on a boat that was built at the same time of the shootout at the OK Corall. the staff were knowledgeable and friendly. the weather was great. we all helped raise the sails. We are going to bring friends to do it again. We really really loved it!
Ryan Vasey
July 28, 2025
this was so cool and so much fun. its truly amazing when you realize you are standing on a boat that was built at the same time of the shootout at the OK Corall. the staff were knowledgeable and friendly. the weather was great. we all helped raise the sails. We are going to bring friends to do it again. We really really loved it!
Ryan Vasey
July 28, 2025