Sailing Instructor | 2027 Season

The Shore and Country Club•Norwalk, CT

3d•$19 - $24•Onsite

About The Position

The Shore and Country Club is seeking Sailing Instructors for its Junior Sailing Program in East Norwalk, Connecticut, for the summer of 2027. The program serves approximately 40–60 sailors ages 8–17 and offers recreational and competitive sailing using Optis, Lasers, RS Fevas, and Club 420s. Instructors provide a safe, fun, and supportive environment for members to learn to sail and help proficient sailors develop recreational and competitive skills. They mentor young sailors, build confidence, and encourage an appreciation for sailing. This is a seasonal position running from mid-June through mid-August 2027, approximately 8–10 weeks, at approximately 40 hours per week. Compensation is $19–$24 per hour, based on experience and qualifications. The position reports to the Head Sailing Instructor and Sailing Manager. Daily meals and uniforms are provided; the role also offers the opportunity for overtime, ongoing training, social events, and a team-oriented working environment.

Requirements

US Sailing Level 1 or higher certification.
U.S. Powerboat Safe Handling Certification.
Current First Aid, CPR, and AED certifications.
Strong sailing and competitive racing background.
Excellent communication skills and a genuine passion for teaching young sailors.
Ability to connect with sailors of different ages and abilities, inspire confidence, and make learning enjoyable.
Ability to work outdoors for extended periods in varying weather conditions.
Ability to frequently stand, walk, bend, kneel, crouch, reach, and maintain balance on uneven or unstable surfaces.
Ability to safely lift, carry, and move boats, equipment, and other objects weighing up to 50 pounds.
Ability to perform tasks related to rigging, launching, retrieving, and maintaining sailboats.
Ability to safely operate small sailboats and powerboats and respond appropriately to on-water emergencies.
Reliability, punctuality, responsiveness to instructions, and commitment to assigned responsibilities.

Nice To Haves

Previous instructional experience.

Responsibilities

Carry out daily start-up and close-down operations, including rigging and cleanup.
Keep the dock and sailing shack clean, organized, and properly maintained each day.
Provide sailing instruction at all levels in the program and through private lessons as requested.
Run sessions and organize events for sailors, including rainy-day activities.
Coordinate and attend regatta activities.
Maintain boats, inspect them regularly for damage, and make minor repairs as directed by the Head Instructor or Sailing Manager.
Maintain a safe environment by following and enforcing established safety policies and procedures.
Communicate and interact with parents and sailors.
Provide sailors with regular feedback to support learning and development.
Give the Head Instructor daily feedback on program achievements, safety concerns, and other issues.
Support the Head Instructor and Sailing Manager in completing required tasks.
Perform other appropriate tasks assigned by the Head Instructor or Sailing Manager.