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Sailing Director Jobs (NOW HIRING)

Sailing Instructor

Marblehead, MA · On-site

$20 - $24/hr

Develop daily and weekly lesson plans in partnership with other staff and the Junior Sailing Program Directors, including land-based drills and on-the-water activities. * Assist in the maintenance of ...

Develop daily and weekly lesson plans in partnership with other staff and the Junior Sailing Program Directors, including land-based drills and on-the-water activities. * Assist in the maintenance of ...

Sailing Instructor

Marblehead, MA · On-site

$20 - $24/hr

Develop daily and weekly lesson plans in partnership with other staff and the Junior Sailing Program Directors, including land-based drills and on-the-water activities. * Assist in the maintenance of ...

... Director of Recreation and PE Programs Contact's Phone Number colby.d.sabutis@dartmouth.edu Equal ... teaching of sailing classes * Assist in maintenance of Sailing Facility * Assist in boat ...

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Sailing Director information

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$14K

$61.8K

$143.5K

How much do sailing director jobs pay per year?

As of Jun 8, 2026, the average yearly pay for sailing director in the United States is $61,764.00, according to ZipRecruiter salary data. Most workers in this role earn between $37,000.00 and $91,500.00 per year, depending on experience, location, and employer.

What are some common responsibilities of a Sailing Director during a typical week?

A Sailing Director’s week usually involves overseeing the daily operations of sailing programs, managing staff, and ensuring boats and equipment are properly maintained. Additionally, they coordinate class schedules, lead safety briefings, instruct sailors of various ages and abilities, and organize racing or special events. Sailing Directors also spend time communicating with parents, participants, and local stakeholders to foster a positive, inclusive sailing community. This multifaceted role offers a dynamic work environment with opportunities to develop leadership skills while making a meaningful impact on participants’ experiences.

What are the key skills and qualifications needed to thrive in the Sailing Director position, and why are they important?

To thrive as a Sailing Director, you need extensive sailing experience, leadership abilities, and often certifications such as US Sailing Instructor or similar credentials. Familiarity with marine safety equipment, scheduling software, and boat maintenance tools is also important. Strong communication, organizational skills, and a passion for teaching stand out in candidates for this role. These qualities are critical for ensuring a safe, engaging, and efficiently run sailing program for participants of all skill levels.

What does a Sailing Director do?

A Sailing Director oversees all aspects of a sailing program, including instruction, safety, scheduling, and staff management. They develop and implement lesson plans, coordinate regattas, maintain equipment, and ensure participants follow safety regulations. This role requires strong leadership, sailing expertise, and organizational skills to create a fun and educational environment for sailors of all levels.

More about Sailing Director jobs
What cities are hiring for Sailing Director jobs? Cities with the most Sailing Director job openings:
What are the most commonly searched types of Sailing jobs? The most popular types of Sailing jobs are:
What states have the most Sailing Director jobs? States with the most job openings for Sailing Director jobs include:
Infographic showing various Sailing Director job openings in the United States as of May 2026, with employment types broken down into 7% As Needed, 3% Full Time, 80% Part Time, and 10% Contract. Highlights an 92% Physical, 3% Hybrid, and 5% Remote job distribution, with an average salary of $61,764 per year, or $29.7 per hour.
Sailing Instructor - Yacht Club

Sailing Instructor - Yacht Club

Grosse Pointe Yacht Club

Grosse Pointe, MI • On-site

Other

Posted 14 days ago


Job description

Salary:

Position Title: Sailing Instructor

Department: Sailing Operations

Division: Athletics

Reports to: Sailing Captain/Supervisor Sailing Director Athletic Director

Supervises: None

Company Summary: With over a century of rich history, the Grosse Pointe Yacht Club stands as a proud symbol of tradition, camaraderie, and a love for life on the water. While honoring our legacy, we also embrace a spirit of innovation driven by a desire to enhance our member experience in every way possible. We seek dedicated individuals who share our passion for hospitality and aspire to make a meaningful impact in our community. Whether you're a professional exploring a long-term career, seeking supplemental income, or a local resident looking for a fun summer jobwe invite you to consider charting your course with us.

Position Summary: The position of Sailing Instructor is responsible for instructing members and their children on proper sailing procedures, ensuring the proper maintenance of sailboats, and overseeing the upkeep of dock facilities. Work will primarily be conducted outdoors, with exposure to varying weather conditions.

Employment Status: Most new and returning employees are hired under a seasonal employment status. Seasonal employees can typically expect a consistent schedule from approximately April to October each year. At the end of each respective season, employees are encouraged to submit requests to transition to either year-round part-time or full-time status. Approval of these requests will be contingent upon the needs of the Club and the employee's performance track record.


Qualifications:

  • Minimum high school diploma or equivalent experience
  • Two or more years of experience preferred
  • CPR/First Aid Certification required
  • Ability to work flexible hours, including key holidays, evenings, and weekends
  • Demonstrated strong organizational skills
  • Excellent interpersonal and communication skills
  • Physical capability to withstand prolonged periods of standing, walking, bending, reaching, and twisting
  • Ability to consistently lift over 50 lbs
  • Valid drivers license and a clean criminal record

Duties:

  • Serve as a positive role model by:
    • Embodying Club values and high standards that all members and staff are expected to uphold
    • Effectively utilizing the various digital platforms used by the Club
    • Maintaining a collaborative and friendly demeanor while working to improve the member experience
    • Always representing the Club well
  • Provide key assistance to the Club by:
    • Providing group and private sailing instruction, as directed by the Sailing Director, at all levels
    • Educating students on the proper terminology of spars and rigging, along with the purposes and function of each part
    • Developing and overseeing seaman-like discipline on the water, including safe boat handling and proper care
    • Supervising weekly races following the curriculum established by the Sailing Director
    • Supporting the organization of Sunday Sails, evening races, regattas, and other excursions
    • Communicating important weather information and student learning progress to parents
    • Maintaining accurate records of attendance, injuries, and boat damage
    • Leading, organizing, prioritizing, and delegating tasks effectively
    • Continuously seeking to enhance knowledge and skills
    • Demonstrating self-awareness concerning members, management, and peers
    • Powerboat experience preferred
    • US Sailing Level 1 Certification preferred
    • Knowledge of and ability to perform the required role in emergency situations
  • Evaluation criteria include but are not limited to:
    • Successful alignment with Club values and professional standards
    • Exhibiting a collaborative spirit when working with members and staff
    • Demonstrating the ability to make appropriate choices, especially in stressful situations
    • Maintaining good hygiene and a professional appearance
    • All duties as outlined in this position profile