Sailing Instructor

Job Description

Sailing Instructor

Great Island is seeking applications for the 2022 summer season. Our sailing fleet consists of Optimists, 420's and Lasers. The program runs from Late-June to Early-September.

Job Description:

Looking for experienced sailors to instruct a small group of grade school students in the techniques of sailing. We are mainly a recreational program but have entered several regattas (Opti Green and 420).

Instructors will also be expected to oversee the care and maintenance of our fleet and depending on our staffing, some off-water camp activities.

Anyone with an interest in working 20 40 hours a week is encouraged to reach out to us for more information.

Job Requirements:

o  US Sailing Level 1 preferred

o  Experience with power boats

Work schedule

Seasonal Full-Time Job (6/26/23 - 9/8/23)
Monday - Friday 9:00 am to 3:00 pm (lunch provided daily except Tuesdays)


Based on experience:

Senior Instructor (500 - 900/week) candidate should  ideally have at least Level 1 certification and be 20+ years of age
Instructor ($16/hr - 500/week) - ideally 18+

About Great Island Homeowners Association

Private Residential Beach Club with a Tennis and Sailing Program serving 6 lunches and 1 dinner a week


Craig Fleming

(508) 775-0259

Type: Temporary

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Great Island Homeowners' Association

Great Island Homeowners Association is a serene and beautiful private, summer-oriented residential community of approximately 600 acres in West Yarmouth, Massachusetts on the south shore of Cape Cod. The island, which is accessible by road, consists of pristine beaches on Nantucket Sound and Lewis Bay, marshland, fields, forested conservation land, a sheltered cove, a historic lighthouse, and 41 privately owned homes. The Homeowners' Association manages a small seasonal restaurant (The Beach Club), a 10-hole rustic golf course, four tennis courts, two docks, and a children's summer activities program.

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