Christmas Cove CCIA Head Sailing Instructor

Christmas Cove Improvement Association
South Bristol, ME 04568
United States

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

Job Description
Head Sailing Instructor Optis/420s

Christmas Cove Improvement Association, South Bristol, Maine

The Christmas Cove Improvement Association (CCIA) is a summer community in beautiful mid-coast Maine approximately one hour fifteen minutes north of Portland.  The junior sailing program supports young sailors ages 8-16, and participates in local and regional regattas.  The well-maintained instructional fleet currently consists of 18 Optimists, 7 420s and 5 coaches boats.  

This position is a visible and substantial leadership role in the sailing program and in the community as a whole.  Head Sailing Instructors often make deep friendships with families and peers and return to visit for many years after their tenure.


The Head Sailing Instructor assists the Sailing Program Director to manage and lead the Junior Sailing Program (ages 8-16), at the CCIA.  Implementing a robust instructional program that supports the growth of young sailors from beginner Opti through Opti and 420 racing is the central responsibility of this position.  The CCIA Junior Sailing Program has up to 40 sailors a week over the 8 week summer program.

As one of four Head Instructors, the Head Sailing Instructor is highly visible to the community and oversees high school-age and college-age staff.  Therefore, the Head Sailing Instructor must be a positive, mature and authoritative role model for the staff and a friendly, community-oriented face of the Junior Program for member families.  

The position is Monday through Friday (generally 38 hours per week), and includes office and supervisory responsibilities on certain weekends, along with some off-duty time spent as needed developing lessons and meeting the needs of the sailing program.  This position reports to Sailing Program Director and CCIA Club Manager(s) and is supported by the Vice President of the Junior Sports Program and the Junior Sailing Program Committee.  CCIA housing is provided for the three heads and the sailing program director.



  • Conduct and supervise sailing classes at all levels as well as weekly races following the curriculum established by the Sailing Program Director.
  • Supervise the Assistant Head Sailing Instructors and up to six high school and college age staff instructors.
  • Maintain sailing fleet and coach motorboats.
  • Following the lead of the Sailing Program Director, coach the racing team in developing skills in all aspects of 420 and Opti racing.
  • Support, organize and supervise interclub regattas as directed by Sailing Program Director.
  • Create a safe and positive learning experience for our children, developing and overseeing seaman-like discipline on the water, including safe boat handling and proper care of the CCIA equipment.
  • Working with the Sailing Program Director, conducting adult clinics as needed.
  • With the Sailing Program Director, plan and lead the sailing portion of the Junior Sports award ceremony at the end of each session.  
  • Participate with the Program Directors and Head of Swimming in a variety of CCIA activities carried out under the direction of the Club Manager(s).  Such activities include, but are not limited to assisting with Recognition Night, Club social events, including weekends, and Club opening and closing responsibilities.



  • Current college competitive sailor and/or current sailing professional with strong skills and robust competition experience
  • US Sailing Small Boat Instructor Level 1 Certification required and Level 2 Certification a plus
  • Current Red Cross Advanced First Aid and CPR/AED Certification
  • Experience overseeing teen or peer-aged staff in any setting
  • Experience teaching beginner level sailors in Optis and 420s
  • Experienced at all aspects of Opti and 420 races including spinnaker and trapeze use
  • Competency in day-to-day sailing fleet maintenance
  • Valid driver’s license, boat trailering experience if possible
  • Experience working with and motivating children of kindergarten through high school ages
  • Ability to contribute positively as a team member in a working environment and as a housemate in a living environment is essential
  • Able to lead, prioritize, organize, delegate and communicate



* All CCIA Junior Sports Program staff are expected to participate in the Junior Program picnics, Recognition Nights and Swim Days, and to help with clambake preparation and other club activities, if needed.  Also, it is important for all instructors to participate in set-up and clean up days. The Head of Sailing is paid by the hour for these activities.

*CCIA is a vibrant community enriched by diverse perspectives, talents, and experiences.  All CCIA staff must understand that they are role models for the younger members and represent the CCIA.  We expect appropriate behavior that reflects your position of responsibility. Adherence to the rules of the CCIA and the laws of the state of Maine is mandatory. Maturity, consideration, enthusiasm, discipline, skill and safety awareness are attributes needed at all times at work and after hours.

* Housing is provided for three Head Instructors and Sailing Program Director in the CCIA’s waterfront instructor cottage.


The Christmas Cove Improvement Association is a coastal summer community located in South Bristol, Maine approximately one hour and fifteen minutes north of Portland, Maine.  Information about the club can be found at: or on our Facebook page:


Compensation commensurate with experience.  Housing and a small food stipend is provided.


Bruce MacNeil - or 617-680-4840

Holly Welles - or 415-307-2603


Bruce MacNeil
106 Texas Rd
South Bristol ME 04568
United States

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