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Seasonal Sailing Instructor Jobs (NOW HIRING)

Glencoe Park District

Sailing Instructor

Glencoe, IL

$25/hr

This is a part-time seasonal position that typically requires working up to 30 hours per week. The instructor is expected to be available during the entire sailing class season, working mid-June ...

Glencoe Park District

Sailing Instructor

Glencoe, IL · On-site

$25/hr

This is a part-time seasonal position that typically requires working up to 30 hours per week. The instructor is expected to be available during the entire sailing class season, working mid-June ...

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How much do seasonal sailing instructor jobs pay per hour?

As of Jul 19, 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 are seasonal sailing instructors?

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.
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Seasonal Sailing Instructor jobs near you
Infographic showing various Seasonal Sailing Instructor job openings in the United States as of July 2026, with employment types broken down into 1% As Needed, 57% Full Time, 38% Part Time, 2% Temporary, and 2% Contract. Highlights an 99% Physical, and 1% Remote job distribution, with an average salary of $35,266 per year, or $17 per hour.
Seasonal Sailing Instructor

Seasonal Sailing Instructor

Westchester Country Club

Rye, NY • On-site

Full-time

Re-posted yesterday

Job description

WHO WE ARE

Since 1922, Westchester Country Club is an exclusive family-oriented private club located in Rye, New York. Westchester Country Club is among the top country clubs and proudly designated as a Platinum Club of America, ranking #29 out of the top 150 country clubs in the United States.

With over 1,600 members, Westchester Country Club offers world-class facilities including the main club property and the beach club on the Long Island Sound. Club members enjoy two championship golf courses and a 9-hole executive course, comprehensive tennis and squash facilities, various dining options, an on-site fitness facility and indoor pool, and other specialized amenities. Westchester Country Club also has two large banquet rooms, conference facilities, member apartments, and guest accommodations.

WHAT YOU’LL DO

We are hiring a full-time seasonal Sailing Instructor for our Aquatics team.

This position is responsible for providing sailing lessons to members and watercraft “clinics” to camp groups.

  • Conduct sailing lessons and classes in accordance with WCC program standards
  • Ensure Members and Guests are provided with a safe learning environment throughout lessons/clinics
  • Effectively communicate all boat safety rules and ensure you are accessible and identifiable for any and all questions
  • Attend staff meetings and trainings as required
  • Assist with all essential job functions of the boat attendants including but not limited to setting up and stowing away all watercraft, maintain rental logbook, enforcing rules, safety and policies
  • Additional responsibilities may be assigned, as required, by management

WHAT YOU'LL NEED

  • A valid NYS Boating Safety Certificate
  • Experience with kayaks, paddle boards, Hobie Cat, and Sunfish
  • Teaching experience, as well as experience working with kids and adults
  • Be an expert sailor who is comfortable sailing, maneuvering and docking watercraft
  • Excellent leadership skills, be extremely responsible and patient
  • First Aid certification
  • CPR certification
  • Minimum age requirement is 17 to meet NYS Minor Law Guidelines and operate a Club motorboat.
  • Ability to follow routine verbal and written instructions
  • Present professional appearance and attitude at all times, and maintains a high standard of customer service
  • Strong communication skills
  • Availability to work a flexible schedule throughout the summer season, including weekends and holidays

PAY RANGE

$18.00 to $23.00 hourly, commensurate with experience

WHAT WE OFFER

At WCC, we believe that our biggest strength lies in the exceptional people who work for our organization to deliver memorable experiences to our members and their families. We pride ourselves on being a great place to work and providing our team members a meaningful and rewarding career experience with us.

ALL team members enjoy:

  • Complimentary lunch and dinner meals
  • Free parking and uniforms
  • Access to lifestyle discount program and employee assistance program (EAP)
  • Numerous employee recognition events and activities