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Sail in style and comfort on Surprise

Up to 6 guests

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 intimate occasions
Families & Friends
Photo shoots
A special "Surprise"

Private parking at the dock
We are the only charter operation 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.

Morning Sail

2-3 hours

Breakfast option available

Starting at $750


Full Day Sail


9:30 am - 4:30 pm

Starting at $1,750


Afternoon Sail

3-4 hours

Times vary

Starting at $1,150

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Afternoon & Sunset
Combo Sail

6 hours

Times vary

Starting at $1,900


Sunset Sail

2 hours

Times vary

Starting at $750

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Custom Sail


Call to discuss availability

Pricing varies

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

  • Swimsuit

  • Non-aerosol sunscreen

  • Extra layer for wind

  • Non-marking shoes

  • $$ Cash tip for crew (customarily 20%)

What we provide
  • Ice

  • Bottled still & sparkling water

  • Plates, utensils, wine glasses, napkins

  • Serving-ware and bar-ware

  • Swim towels & blankets

  • Bluetooth speaker

Don't forget to check out our FAQ page for more information!


Please ​contact us with any questions.

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