Adult Sailing Instructor

Job Posted 12/12/2023
Columbia Sailing School
111 N Lake Shore Dr Chicago
Chicago, IL 60601
United States
Summer Only
Summer Only
Experience Required
Housing Provided
Job Start Date
Job End Date
Application Closing Date
Job Description
Columbia Sailing School is seeking an Adult Instructor to provide and maintain a safe, fun, welcoming, inclusive, and educational environment for the adult sailors you are instructing at Columbia Sailing School.

We are a 501(c)3 organization housed within Columbia Yacht Club in downtown Chicago. Every year, we welcome over 500 kids ages 5-18 and an Adult Lessons program to the shorelines of Lake Michigan for classes ranging from adventure boating to high-performance racing.

The Adult Instructor will follow the highest standards of safety while instructing your students through the various sailing courses within our 2023 summer Adult Program:

  • First Sail: A ‘taster sail’ experience
  • Learn to Sail: A two-session, Introductory course
  • US Sailing Basic Keelboat Certification: A 20-hour all-encompassing US Sailing curriculum-based course
  • Learn to Race: A seasonal course based on sailors ability (Intermediate/ Advanced)


Sailing is a lifelong sport, and the Columbia Sailing School gives students options once they have mastered the basics. We offer Clinics and Seminars on and off the water throughout the year and a chance to book one of our certified instructors for Private Lessons.

Apply with a cover letter and resume via email to

Job Requirements
Position Summary: A successful applicant must possess strong interpersonal skills, excellent people skills, the ability to provide creative ideas for learning, extensive sailing experience, and strong Powerboat operation experience. A background in racing / race management is an asset. Essential Qualifications: CPR/First Aid training US Sailing Basic Keelboat Instructor Certification US Safe Powerboat handling US Sailing Teaching and Coaching Fundamentals Safe Sport Certification A minimum of two years experience instructing Keelboat sailing Satisfactory completion of an Instructor Orientation Program   Principal Duties and Responsibilities: Include but are not limited to Ensure the safety of sailors present at Columbia Sailing School Foster a positive learning environment Create a fun and enjoyable experience for students Maintain a safe, welcoming, and inclusive environment for students Developing engaging and educational lesson plans Be on time, be prepared Wear a Kill Cord whenever operating a powerboat Maintain your powerboat Safely organize and secure all boats on dock Maintain clean and safe facility Greet members and visiting yachtsmen as they enter and leave club Enforce all safety rules in a courteous and professional manner to your students Keep accurate time records Maintain and improve the quality of Columbia Sailing School Supervison / Reporting: Program instructors will report directly to the Adult Keelboat Coordinator. You will also follow any direction by the General Manager of Columbia Yacht Club, the On Water Director, and Assistant On Water Director. Expected Work Hours: Work schedule and hours depend on the assigned course you will teach. Our peak summer season runs from early May to late September. Depending on circumstances and needs, the schedule includes some evening hours.   Compensation: Compensation shall be based on experience and hours worked. You will be paid hourly according to the course time frame.   Non-Discriminatory Policy: The Columbia Sailing School is an Equal Opportunity Employer with a Non-Discriminatory policy towards both students and employees. Columbia Sailing School Sailing does not discriminate in employment on the basis of race, color, national and ethnic origin, sex, sexual orientation, age, or disability.
Kurt Thomsen
111 N. Lake Shore Dr Chicago
Chicago IL 60601
United States
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