Day Sails out of Greenport, NY
Sail in style and comfort on Surprise!
Safe and comfortable
Surprise is a stable, seaworthy vessel. Due to her hull design, she heels over (leans) less than most sailboats, so you don't need to worry about seasickness or spilled drinks. Suitable for all ages and abilities!
Perfect for all occasions
A special "Surprise"
Private parking at the dock
We are the only charter yacht on the North Fork with private parking right at the dock! Avoid the hassle of finding public parking or carrying heavy coolers to the boat.
Maximum 6 guests for all charters
All charters are private (your group only) and professionally crewed.
Choose from the options below and book your charter today!
Check out our weather cancellation policy
Scroll down for more important details
A few more details...
All charters are BYO food and beverage (unless you choose optional breakfast)
Pick-ups are available from other ports upon request.
Prices do not include gratuity (customarily 20%)
We suggest you bring
Beverages, food and/or snacks of choice
Extra layer for wind
$$ Cash tip for crew (customarily 20%)
What we provide
Bottled still & sparkling water
Plates, utensils, wine glasses, napkins
Serving-ware and bar-ware
Swim towels & blankets
Weather Cancellation Policy
Don't let the weather forecast scare you!
Check out our "no-risk" weather cancellation policy:
East End Charters withholds the right to cancel any charter due to unsafe weather conditions, including a high chance of thunderstorms, high winds (over 25kts), or steady rain. We will make this decision at least 2 hours prior to your scheduled charter. We do not cancel for cloudy weather.
If your charter is cancelled by East End Charters, you may choose to reschedule or be refunded your deposit in full.