Already know how to sail? Rent a Catalina 22 sailboat for some day sailing. Create everlasting memories when you Sail Montauk. Your rental includes one tank of fuel, cooler stocked with ice & water, required safety equipment including life jackets (children under 12 must wear life jackets at all times) and VHF radio.


Previous sailing experience required. Knowledge of boating safety and operating an outboard engine a must. Bareboat charter skippers will be required to pass an on the water evaluation prior to their rental. They must demonstrate a man overboard drill or ability to pick up mooring under sail, and must be able to anchor and dock the boat without assistance. There is a one time fee of $110 for checkout sail. If you prefer to schedule your checkout sail during your rental slot, the checkout fee may be applied to your rental. 

View the Sailing Area and Sample Day Trips


Rental rates:

$390* half day rental   9am-1pm or 1pm-5pm

$590* full day rental    9am - 5pm

$290* evening rental   5:30pm - 8:30pm

*Plus tax, additional credit card deposit will be required.

For safety, there is a 2 occupant minimum and a

6 occupant maximum on all bareboat rentals.

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Sailing from: Gurney's Star Island Resort & Marina

32 Star Island rd. Slip 412 Montauk, NY 11954  |  Tel. 631-522-5183

© 2020 by Sail Montauk