Learn the basics aboard a relaxed harbor sail led by a certified instructor
2 hours
Up to 4 people
Boat, instructor, sailing lesson
Explore Oyster Bay Harbor with a certified sailing instructor on a relaxed introduction designed for first-time sailors. Learn basic skills while enjoying a peaceful cruise with your family.
Cancel more than 2 weeks ahead for a refund, excluding processing fees. Cancel 72 hours to 2 weeks ahead to reschedule only. No refund or rescheduling within 72 hours or for no-shows. If the operator cancels for dangerous weather, choose a refund excluding processing fees or reschedule. For weather delays of 30+ minutes, choose a refund excluding processing fees or reschedule; shorter delays may be rescheduled only.
No. Intro to Sailing requires advance booking; walk-ins are not available.
1 West End Avenue, Oyster Bay, NY 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.
Booked 2 single kayaks for 1.5 hours. Easy to book, good price, and we had a very nice time!
Sivan Ertel
July 6, 2026
Booked 2 single kayaks for 1.5 hours. Easy to book, good price, and we had a very nice time!
Sivan Ertel
July 6, 2026