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Seasonal Sailing Instructor Jobs (NOW HIRING)

Lakeside

Tennis-Pickleball Instructor

OH · On-site

$18/hr

Seasonal Salary: $18.00 hour Position Summary: This contract position focuses on providing expert ... tennis, sailing, shopping, dining and much more. For more information, visit lakesideohio.com ...

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Seasonal Sailing Instructor information

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How much do seasonal sailing instructor jobs pay per hour?

As of Aug 7, 2026, the average hourly pay for seasonal sailing instructor in the United States is $16.95, according to ZipRecruiter salary data. Most workers in this role earn between $15.87 and $18.75 per hour, depending on experience, location, and employer.

What is a seasonal sailing instructor?

Seasonal sailing instructors are professionals hired for a specific period, typically during the warmer months, to teach individuals or groups how to sail. They work at sailing schools, camps, or clubs, instructing students on sailing techniques, safety procedures, and boat handling. Their responsibilities include planning lessons, demonstrating maneuvers, supervising on-water activities, and ensuring a safe learning environment. This role requires strong sailing skills, teaching ability, and certifications such as those from the American Sailing Association or U.S. Sailing. Seasonal sailing instructors play a crucial role in helping people develop confidence and competence on the water.

What is the difference between Seasonal Sailing Instructor vs Sailing Coach?

AspectSeasonal Sailing InstructorSailing Coach
CertificationsCPR, First Aid, Sailing Certifications (e.g., US Sailing Certification)Similar certifications, often including advanced coaching credentials
Work EnvironmentSummer camps, sailing schools, recreational programsPrivate lessons, competitive teams, sailing clubs
Employer & IndustryRecreational and educational sailing programsCompetitive sailing teams, sailing academies

The main difference is that a Seasonal Sailing Instructor typically teaches sailing basics to groups or individuals during specific seasons, focusing on safety and foundational skills. A Sailing Coach often works with competitive sailors, providing advanced training and strategy. Both roles require similar certifications and work in sailing environments, but their focus and target audiences differ.

What are the key skills and qualifications needed to thrive as a seasonal sailing instructor, and why are they important?

To thrive as a Seasonal Sailing Instructor, you need solid sailing knowledge, safety awareness, and typically certifications such as US Sailing or ASA Instructor credentials. Familiarity with sailboats, rescue boats, VHF radios, and first aid equipment is essential. Strong communication, patience, and the ability to motivate and instruct diverse age groups are standout soft skills. These qualifications and skills are crucial for ensuring student safety, effective teaching, and a positive learning environment on the water.

What are some common challenges faced by seasonal sailing instructors, and how can they be managed effectively?

Seasonal sailing instructors often encounter challenges such as adapting lesson plans to varying weather conditions, addressing the diverse skill levels of students, and maintaining safety on the water. Effective communication, flexibility, and strong situational awareness are key to overcoming these challenges. Successful instructors often collaborate closely with other staff to ensure smooth operations and may participate in ongoing training to stay current with best practices in safety and instruction.
More about Seasonal Sailing Instructor jobs
What cities are hiring for Seasonal Sailing Instructor jobs? Cities with the most Seasonal Sailing Instructor job openings:
What are the most commonly searched types of Sailing Instructor jobs? The most popular types of Sailing Instructor jobs are:
What states have the most Seasonal Sailing Instructor jobs? States with the most job openings for Seasonal Sailing Instructor jobs include:
What job categories do people searching Seasonal Sailing Instructor jobs look for? The top searched job categories for Seasonal Sailing Instructor jobs are:
Seasonal Sailing Instructor jobs near you
Infographic showing various Seasonal Sailing Instructor job openings in the United States as of August 2026, with employment types broken down into 1% As Needed, 52% Full Time, 42% Part Time, 2% Temporary, and 3% Contract. Highlights an 97% Physical, 1% Hybrid, and 2% Remote job distribution, with an average salary of $35,266 per year, or $17 per hour.

Program Supervisor - Assistant Head Sailing Coach

City of Lake Forest, IL

Lake Forest, IL • On-site

$52K/yr

Full-time

Medical, Dental, Vision, Life, Retirement, PTO

Posted 26 days ago

Job description

Salary: $52,061.00 Annually
Location : Recreation Center; 400 Hastings Rd, Lake Forest, IL
Job Type: Full Time
Department: Recreation Department
Opening Date: 07/13/2026
Description
Are you passionate about sailing, coaching, and helping sailors grow? The City of Lake Forest is seeking an energetic Program Supervisor - Assistant Head Sailing Coach to help lead Lake Forest Sailing's community programs, youth racing teams, rentals, regattas, clinics, and special events.
Lake Forest Sailing is a U.S. Sailing Certified Community Sailing Center focused on growing the sport and helping sailors reach their full potential. This full-time role works closely with the Lakefront Program Manager and Head Sailing Coach to support program planning, coaching, staff supervision, waterfront operations, and continued program growth.
With coach boats, prams, Optis, ILCAs, 29ers, C420s, small keelboats, and recreational watercraft, Lake Forest Sailing offers a dynamic environment for someone who loves coaching, thrives on the water, and wants to help shape the future of a nationally recognized community sailing program.
Examples of Duties
  • Assist with planning, coaching, and supervising community sailing programs, youth racing teams, rentals, regattas, clinics, and special events
  • Coach and support race team participants while promoting a positive, safe, and welcoming sailing environment
  • Recruit, train, schedule, supervise, and support seasonal sailing staff, dockhands, race coaches, and volunteers
  • Coordinate youth racing logistics, seasonal training, travel, and race-related operations in partnership with the Head Sailing Coach
  • Support Sailing Center operations, including equipment, supplies, rentals, facility use, setup, and maintenance coordination
  • Assist with program budgets, purchasing, records, participation tracking, and program evaluation
  • Respond to participant, parent, and patron questions or concerns in a timely and professional manner
  • Help promote and grow Lake Forest Sailing through community engagement, marketing support, staff development, and program improvement
  • Support citywide and department special events as needed

Qualifications
  • High school diploma or GED required; bachelor's degree preferred
  • Experience teaching, coaching, or supporting sailing programs required; previous youth sailing coaching experience strongly preferred
  • U.S. Sailing Level 1 Instructor certification required; Level 2 or Level 3 certification preferred
  • SafeSport certification required, or ability to obtain
  • Additional U.S. Sailing certifications, including Instructor Trainer, Powerboat Instructor, or advanced Keelboat training, preferred
  • Strong communication, leadership, organization, customer service, and problem-solving skills
  • Ability to train, motivate, supervise, and support seasonal staff and volunteers
  • Ability to work effectively with participants, families, staff, community organizations, and other City departments
  • Ability to travel frequently, tow trailers, and work weekends, after-school hours, and seasonal peak periods, especially during the March through November sailing season
  • Valid driver's license required
  • CPR, AED, and First Aid certification required within 90 days of hire and must be maintained

Supplemental Information
Why Join the City of Lake Forest?
  • Be part of a recreation team that creates meaningful, active, and welcoming experiences for residents of all ages.
  • Help lead a U.S. Sailing Certified Community Sailing Center that is focused on growing the sport and supporting sailors at every level.
  • Play a leadership role in shaping the future of sailing in Lake Forest and continuing the growth of a leading community asset.
  • Work in a beautiful lakefront setting with a team that is passionate about sailing excellence, community recreation, and high-quality instruction.
  • Support staff development, continued education, program expansion, youth racing, community sailing, and waterfront opportunities that make Lake Forest a vibrant place to live, work, and play.

Full Benefits Package
  • Full salary range: $52,061 - $74,675, depending on qualifications
  • Insurance: Medical (PPO/HMO), dental, vision
  • Leave: 13 paid holidays, front-loaded vacation and sick time, parental leave
  • Retirement: IMRF pension, plus 457(b) and Roth options
  • Additional Benefits: Tuition reimbursement, Employee Assistance Program, legal and life coverage, Public Service Loan Forgiveness eligibility, longevity bonuses, and annual merit bonus opportunities based on exceptional performance

The City of Lake Forest is an Equal Opportunity Employer.
We welcome applicants of all backgrounds and experiences.
City Benefits Include:
  • BCBSIL PPO and HMO insurance options, Delta Dental, and VSP Vision Insurance
  • 40 hours of vacation time and 48 hours of sick time front-loaded to employees and available for immediate use
  • Vacation, Sick, Floating Holidays, Emergency Leave, and Paternity Leave Available
  • 457 and RHS accounts through Mission Square
  • Pension funded by IMRF
  • Education Reimbursement, Employee Assistance Programs, Legal Shield and Norton LifeLock Discounts, Public Service Loan Forgiveness
  • $50,000 Guaranteed Life Insurance for employee through Securian, Supplemental available for employee, spouse, and children
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