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Seeking summer skippers! Sail Montauk is hiring for 2024. We’re hiring full-time, part-time, or weekend warrior captains. Fun job with competitive pay! Hit us up even if you have limited availability, and we’ll work with your schedule to get you out in the Hamptons.

Housing available.


Must hold an OUPV Captain’s license, or willing to obtain one before the start of summer. 



Email us at

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