Youth Sailing Director

Point O' Woods Yacht Squadron
9 Point O'Woods Avenue
Point O' Woods, NY 11706
United States

Job Start Date
Job End Date
Manages Others
Experience Required
Housing Provided
Employment Type
Summer Only
Work Schedule
Summer Only
No Travel

Job Description
The Point O’Woods Yacht Squadron is looking for a mature, enthusiastic sailor with a strong background in instruction and racing, as well as a demonstrated ability to teach young sailors with varied skills and interests. The position includes housing and is subject to a background check and reference checks.

Point O’ Woods is a private summer community of 130 homes located on Fire Island, which is in between New York’s Great South Bay and the Atlantic Ocean. Our Yacht Squadron operates a sailing program that provides sailing lessons for children and adults, and which owns and maintains a fleet of forty sailboats and powerboats.


  • Competitive salary

  • Room and board at Point O’ Woods Community

Required Qualifications

  • Strong leadership skills

  • Opti / 420 racing experience

  • US Sailing Level 1 Instructor

  • Prior race coach/instructor experience

  • Current CPR & First Aid certifications

  • Keeping boats race-ready and experienced in basic repairs

  • Competent in setting up and towing boats

  • Ability to operate a motorboat safely

  • Comfortable and enthusiastic to teach/manage a class of sailors ranging from 7-18 yrs old.

  • Eager to learn new skills in sailing and teaching

  • Openly shares knowledge and encourages a love for life-long sailing

Preferred Qualifications

  • College racing experience

  • US Sailing Level 2 or 3 Instructor

  • Advanced Lifesaving / Water Safety Instructor

  • Ability to drive and tow a trailer

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