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Sailing Instructor Jobs (NOW HIRING)

LOS GATOS COMMUNITY

Sailing Instructor

Los Gatos, CA · On-site

$23.65 - $35.88/hr

Sailing Instructor should have previous experience racing small boats or experience teaching youth sailing. Includes the following but no limited to: * Develop daily lesson plans making full and ...

Dartmouth College

Sailing Instructor

Hanover, NH · On-site

Position Details Position Information Position Title Sailing Instructor Position Number 0000000 Hiring Range Minimum $16.25 Hiring Range Maximum $18.75 Location of Position Enfield, NH Advertisement ...

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How much do sailing instructor jobs pay per hour?

As of Aug 22, 2026, the average hourly pay for 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 does a sailing instructor do?

A Sailing Instructor teaches individuals or groups how to sail safely and efficiently. They provide instruction on boat handling, navigation, safety procedures, and sailing techniques. Instructors may work at sailing schools, camps, or clubs, guiding students of all skill levels. The role involves both on-water and classroom training, ensuring students gain confidence and competence.

What does a typical workday look like for a sailing instructor?

A typical day for a Sailing Instructor involves preparing boats and equipment, conducting lessons both on land and water, and monitoring changing weather conditions for safety. Instructors spend substantial time mentoring students individually or in groups, demonstrating sailing techniques, and supervising practical exercises on the water. Collaboration with other instructors and staff is common to coordinate lesson schedules and safety procedures, and administrative tasks like student progress reports may also be part of the role. The work environment is dynamic, blending outdoor activity with teaching, and often varies depending on the season and facility size.

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

Sailing Instructors need comprehensive sailing knowledge, lesson planning skills, and basic first aid certification, often supported by certifications such as US Sailing or RYA instructor credentials. Familiarity with various sailboats, safety equipment, navigation tools, and weather monitoring systems is essential. Strong communication, patience, and leadership are vital soft skills for effective instruction and ensuring student safety. These abilities are crucial for fostering a supportive learning environment and managing the responsibilities of on-water instruction.

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Sailing Instructor jobs near you
Infographic showing various Sailing Instructor job openings in the United States as of August 2026, with employment types broken down into 1% As Needed, 67% Full Time, 30% Part Time, 1% Temporary, and 1% Contract. Highlights an 98% Physical, 1% Hybrid, and 1% Remote job distribution, with an average salary of $35,266 per year, or $17 per hour.

Sailing Instructor

Charles River Recreation Inc - Paddle Boston

Stoneham, MA • On-site

$25 - $30/hr

Full-time, Part-time

Re-posted 6 days ago

Job description

Now Hiring: Sailing Instructor – Paddle Boston (Spot Pond) Come join our team if you love being outdoors and want to share your passion for the water with others! Paddle Boston offers a relaxed outdoor work environment with competitive pay and benefits. We are currently looking for a dynamic and engaging Sailing Instructor to lead small classes and private lessons at our Spot Pond location. Beyond the summer season, this role offers the potential for year-round employment opportunities in concert with Weston Ski Track and Community Skating @ Kendall Square.What You'll Be DoingTeaching diverse groups of kids and adults the fundamentals of sailing.Leading instruction in our fleet of Cape Cod Mercury 14 sailboats, as well as one RS Cat.Creating a fun, safe, and engaging environment for all our visitors.What We're Looking ForRequired: Solid sailing experience and some weekend availability.Required: A friendly, outgoing, dynamic, and engaging personality.Reliability: Lessons are scheduled through the summer and fall so reliability and communication is a must!Desirable: Experience working with kids or a background in other paddle sports (kayaking, canoeing).Desirable: Instructor certifications, CPR/First Aid, and MA Boating Safety Course (or NASBLA Certificate). Note: Training is available for the right candidate! Compensation & PerksPay Rate: $25–$30/hour + tips (based on experience).Flexible Schedules: Opportunities for both full-time and part-time work are available.More Hours Available: Need a steadier schedule? We can offer additional hours working as a dock hand or site supervisor through the summer and into the fall.Free use of our boats: staff enjoy the perks of free paddling and use of the sailboats (subject to availability).Start Date: As soon as possible!