Build team racing skills and strategy on Long Island Sound
4 hours
4 people
Practice structured, high-level team racing with individual sailors and club teams. Build skills, strategy, and community on the water.
Cancel more than 5 days before for a refund (processing fee not refunded). Within 5 days you may reschedule but no refund. Within 72 hours no refund or reschedule. If the operator cancels due to dangerous weather, you may choose a refund (processing fee not refunded) or reschedule. No-shows get no refund.
Arrive 15 minutes before your scheduled start time.
Wear layers appropriate for the forecast. Bring a hat, apply sunblock before you leave land and reapply as needed on the water, and consider bringing a bottle of water.
If the operator cancels due to imminent and potentially dangerous weather, you can choose to reschedule or get a refund (processing fee not refunded). If the operator delays your start by 30 minutes or more, you can choose to reschedule or get a refund (processing fee not refunded). Delays under 30 minutes are reschedule-only.
The WaterFront Center
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
Cruise Oyster Bay Harbor as the sun sets
Build your sailing skills with instructor-guided time on Oyster Bay Harbor
Step aboard CHRISTEEN to see harbor sights and learn its story
Paddle protected Oyster Bay waters and explore the National Wildlife Refuge
Paddle Oyster Bay’s protected waters in a stable tandem kayak
Glide through Oyster Bay’s protected waters on a stable paddleboard