Carlyn Captain

Four Winds * Westward Ho is seeking a Captain for its 61’ yawl, Carlyn. Four Winds is an independent, not for profit, traditional, residential summer camp on Orcas Island, in Washington State. Four Winds operates a Carlyn program in the summer months that consists of one three week long trip from Orcas Island into the Straight of Georgia, along with many overnights and day sails among the San Juan Islands. When sailing for Four Winds, the Captain will supervise three additional staff – a first mate, galley coordinator, and deck hand. Nine campers, ages 14 and 15, go on the three week trip. Campers ages 7-15 go on the overnights and day sails, as appropriate.

The candidate will also serve as the primary Captain for Salish Sea Expeditions ( Salish is a not for profit marine education organization. Four Winds leases Carlyn to Salish for its Spring seasons every year, which operate from mid-March until mid-June. When sailing for Salish, the Captain will supervise sailing and education staff aboard the boat for the purpose of delivering marine science education to school groups, mostly on 3-5 day trips in many locations around Puget Sound. During Salish seasons, there will be relief captains who will sail the boat approximately every other week, giving the primary Captain opportunity for rest and off-boat work.

Please note – the successful applicant for this position must be equal parts sailor and youth development professional. This is a position for someone who wants to positively influence young people, and who sees sailing as a means to that end.

The captain will be an employee of Four Winds, but needs to work well in the Salish Seas organization as well.

This is a year round position, with benefits. The yearly calendar would look something like this:

  1. FOUR WINDS – WESTWARD HO: Mid June – Early September, full time summer program.
  2. SALISH: Early September – mid October; full time fall program. Note that fall seasons are a year-to-year decision made each year between Four Winds and Salish. There were Salish Fall seasons in 2015, 16, and 17. In the future, the boat may be used for short Salish seasons or may be used for other programming in the fall, or the fall may be used for additional maintenance time.
  3. MAINTENANCE: mid-October – Early March, part time boat maintenance either on Orcas Island or elsewhere in Puget Sound (location determined by Four Winds and the captain. If Maintenance Season is on Orcas, housing may be available.)
  4. SALISH: Early March – Mid June; full-time spring program

Requirements for the job include:

  • A USCG 50 ton (or larger) Master’s license with STCW and sail endorsement
  • Experience sailing similar vessels as a captain or first mate, preferably in youth education or youth development programs.
  • Demonstrated strong judgment in a sailing environment.
  • Leadership skills that will steer both staff and youth participants towards positive, safe experiences.
  • Experience and skill in maintaining boats similar to Carlyn.
  • Willingness and skill to help select, train, and mentor other crew, including mates and relief captains for Salish.

The target annual salary for this position is $38,000-$42,000 annually. The position is full time, year round. The position includes Four Winds' standard benefits package, which includes two weeks paid vacation (increasing with tenure), the week between Christmas and New Years off paid, other paid holidays, paid sick/personal leave, a Health Reimbursement Arrangement worth over $9,000/year, and our SIMPLE-IRA retirement plan with 3% company match. We are open to the successful candidate negotiating for more vacation time and less salary. The possibility exists for winter housing on the Four Winds property, should that be desirable to the successful candidate.

Four Winds is an equal opportunity employer. People of all backgrounds are encouraged to apply.

Interested parties should submit a cover letter and resume to Paul Sheridan, Director at Four Winds * Westward Ho, PO Box 140, Deer Harbor, WA 98243 or