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Sailing Jobs in Hawaii (NOW HIRING)

In addition to coaching the Sailing program, the Head Coach will supervise staff within the program, and evaluate and develop High School athletes. This is a temporary, seasonal position that ...

In addition to coaching the Sailing program, the Head Coach will supervise staff within the program, and evaluate and develop High School athletes. This is a temporary, seasonal position that ...

In addition to coaching the Sailing program, the Head Coach will supervise staff within the program, and evaluate and develop High School athletes. This is a temporary, seasonal position that ...

Catamaran Crew

Eleele, HI · On-site

$24.48/hr

Captain Andy's Sailing, Inc. is looking for a Full-Time Catamaran Crew Member to join our team of sea-loving professionals on the stunning coastline of Kaua?i. If you're passionate about the ocean ...

Master 50 Ton Near Coastal with Sailing Endorsement (required for Ali'i Kai) * OUPV (required for Ali'i Nani) * TWIC Card * Current First Aid/CPR certification with AED and Oxygen Provider ...

Captain

HI · On-site

$25 - $30/hr

Master 50 Ton Near Coastal with Sailing Endorsement (required for Ali'i Kai) * OUPV (required for Ali'i Nani) * TWIC Card * Current First Aid/CPR certification with AED and Oxygen Provider ...

Technician III

Eleele, HI · On-site

$39K - $50K/yr

WE'RE HIRING | TECHNICIAN III ??? Captain Andy's is looking for an experienced Technician III to join our Engineering Team! This is a great opportunity for a skilled, hands-on technician who enjoys ...

$34.65 - $38.85/hr

Safely operate and navigate a sailing or power catamaran in various ocean conditions. * Lead daily tours including but not limited to snorkeling, scuba diving support, recreational fishing, and ...

Na Opio Kai (NOK) Instructor

Ewa Beach, HI · On-site

$16.25 - $19.50/hr

Teach basic paddling, sailing, and surfing techniques with a focus on safety and confidence * Integrate cultural awareness and waterman lifestyle values into instruction * Create a positive ...

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Sailing information

See Hawaii salary details

$7

$17

$24

How much do sailing jobs pay per hour?

As of Sep 8, 2026, the average hourly pay for sailing in Hawaii is $17.62, according to ZipRecruiter salary data. Most workers in this role earn between $16.49 and $19.47 per hour, depending on experience, location, and employer.

What are different types of sailing jobs?

Sailing jobs refer to careers or roles that involve working on or with sailboats and yachts. These can include positions such as sailing instructors, yacht crew members, charter captains, deckhands, and maintenance staff. People in sailing jobs may work on private yachts, with charter companies, at sailing schools, or in boat maintenance and repair. Responsibilities can range from navigating and maintaining the vessel to teaching sailing techniques or ensuring the safety of passengers. Sailing jobs often require practical seamanship skills, certifications, and a love for being on the water.

What are the qualifications to get a sailing job?

To get a job in the sailing industry, you need basic safety training and certification. Commercially registered yachts have legal requirements for the crew while other boat qualifications vary. Standards of Training, Certification, and Watchkeeping for Seafarers (STCW) training includes standard fire prevention and firefighting, first aid, and survival techniques. Maritime training is done through various organizations and employers look for applicants with hands-on experience. You also need a passport for any international travel. Other essential skills are knowing proper nautical terminology, physical stamina, and the ability to maintain calm under stress.

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

To thrive as a Sailor, you need strong seamanship, navigation, and safety knowledge, often supported by certifications such as a boating license or STCW (Standards of Training, Certification and Watchkeeping). Familiarity with navigation systems, communication devices, and vessel maintenance tools is essential. Teamwork, adaptability, and quick decision-making are vital soft skills for handling the dynamic environment at sea. These competencies ensure safety, efficient vessel operation, and effective response to changing maritime conditions.

What are some common challenges faced by professional sailors when working as part of a racing crew?

Professional sailors working on a racing crew often encounter challenges such as adapting to rapidly changing weather conditions, maintaining clear and effective communication with teammates, and executing complex maneuvers under pressure. The role requires strong teamwork, as each crew member relies on others for safety and performance. Additionally, long hours on the water and physically demanding tasks can be taxing, but these experiences foster resilience and camaraderie within the team.

What is the difference between Sailing vs Boating?

AspectSailing
Required CredentialsTypically requires sailing certifications or licenses, such as US Sailing certifications
Work EnvironmentOpen water, coastal or offshore locations, often involves navigation and weather assessment
Employer & Industry UsageMarinas, yacht clubs, charter companies, maritime tourism
Common Search & ComparisonOften compared due to similar recreational activities and skills involved

While both sailing and boating involve operating watercraft, sailing specifically refers to navigating boats powered primarily by sails, requiring knowledge of wind and navigation. Boating is a broader term that includes operating motorboats, kayaks, and other watercraft, often with different skill sets and certifications. Understanding these differences helps enthusiasts and professionals choose the right path for their interests or careers.

Can I sail with no experience?

Sailing jobs often require some level of experience, but entry-level positions or training programs may accept beginners. Basic skills such as understanding navigation, safety procedures, and operating equipment are typically learned on the job or through sailing courses before starting a professional role.

How to get a job sailing?

To get a sailing job, gain relevant experience through sailing courses and certifications such as STCW or RYA certifications. Look for opportunities on maritime job boards, network within the sailing community, and prepare a resume highlighting your sailing skills and safety training.

What are the most commonly searched types of Sailing jobs in Hawaii?

The most popular types of Sailing jobs in Hawaii are:

Infographic showing various Sailing job openings in Hawaii as of August 2026, with employment types broken down into 1% Locum Tenens, 1% As Needed, 78% Full Time, 15% Part Time, 2% Temporary, and 3% Contract. Highlights an 96% Physical, 1% Hybrid, and 3% Remote job distribution, with an average salary of $36,640 per year, or $17.6 per hour.

Recreation Assistant (Sailing Instructor) - Hickam Harbor Marina

Commander, Navy Installations Command

Honolulu, HI • On-site, Remote

$19.19 - $22.50/hr

Full-time

PTO

This job post has expired today. Applications are no longer accepted.


Commander, Navy Installations Command rating

8.3

Company rating: 8.3 out of 10

Based on 7 frontline employees who took The Breakroom Quiz

11th of 49 rated military and defense


Job description

Summary
This position is assigned to the Non-Appropriated Fund (NAF) Community Programs (N922) Branch; Morale, Welfare, and Recreation (MWR) Recreational Fleet and Family Readiness Support Services (N94); Commander, Navy Region Hawaii, at Joint Base Pearl Harbor Hickam (JBPHH), Honolulu, HI. The purpose of this position is to perform a variety of duties in support of the MWR recreation program. The incumbent provides instruction on boating safety, sailing and windsurfing.
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Duties
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Major Duties:
Provides instruction on boating safety, sailing and windsurfing.Prepares lesson plans associated with sailing instruction for beginners, intermediate and advanced students. Teaches private one on one and group lessons with no more than 12 students per class. Teaches basic sailing skills, rules of the road; care and maintenance of sails, lines, safety equipment; defines storm signals, navigational aids and buoys.Performs other related duties as assigned.
Supervisory Controls:
Works under the general supervision of the Outdoor Recreation Manager. Works independently with minimal supervision under the confines of departmental and organizational guidelines, plans and policies. Refers questionable or unusual problems to Management.
Guidelines:
Incumbent complies with prescribed procedures and follows oral and written instructions. Incumbent is able to keep up with the normal flow of work. All duties are accomplished in a thorough, accurate, and timely manner.
Complexity:
Incumbent is expected to learn, apply and comply with procedures applicable to the day-to-day operations of the Outdoor Recreation Program. Incumbent is to put forth extra effort during busy periods. Incumbent must know the rules of the Harbor and provide accurate information to customers/students.
Scope and Effect:
Provide accurate sailing/windsurfing instructions through individual and group lessons. Teaching individuals to respect and follow safety procedures at all times while in the water.
Personal Contacts:
Incumbent will have one on one contact with customers/students in a safe and professional outdoor setting.
Purpose of Contacts:
Incumbent will provide guidance and proper procedures to customers/students teaching sailing and windsurfing.
Physical Demands:
Long periods of sitting and standing may be required. Pushing/pulling and manual labor required.
Work Environment:
Incumbent works mainly outdoors with exposure to all environmental and weather conditions to include but not limited to wind, rain, storms, high waves, and unusual ocean conditions.
Requirements
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Conditions of employment
  • Must pass all applicable records and background check.
  • Must successfully pass the E-Verify employment verification check. Any discrepancies must be resolved as a condition of employment.
  • Must Demonstrate Proficiency in sailing and windsurfing.
  • Must have knowledge of navigational aids, water safety, lifesaving and first aid principles and practices.
  • Must know the rules of the Harbor and provide information to customers/students.
  • Must be able to work nights, weekends, and holidays.

Qualifications
Resumes must include information which demonstrates experience and knowledge, skills, and ability (KSAs) as they relate to this position. Applicants are encouraged to be clear and specific when describing their experience level and KSAs.
A qualified candidate must possess:
  • Applicant must demonstrate proficiency in sailing and windsurfing.
  • Applicant must have knowledge of navigational aids, water safety, lifesaving and first aid principles and practices.
  • Must be able to communicate clearly and show ability to instruct.
  • Must know the rules of the Harbor and provide information to customers/students.
  • Must be able to work mainly outdoors with exposure to all environmental and weather conditions but not limited to wind, rain, storms, high waves, and unusual ocean conditions.

*** Must be willing to work weekend, nights and holidays***Physical Demands:
  • Long periods of sitting and standing may be required.
  • Pushing/pulling and manual labor required.

Education
This position does not have a positive education requirement.
Additional information
Salary is dependent on experience and/or education.
Executive Order 12564 requires a Federal workplace free of illegal drugs. According to the Executive Order, all Federal employees are required to remain drug free throughout their employment. Commander, Navy Installations Command is a Drug-Free Federal Workplace. The use of illegal drugs will not be tolerated, and use of or intoxication by illegal drugs will result in penalties up to and including removal from Federal Service.
Some positions have special requirements. Selection may be tentative pending the completion of these requirements. Applicants may be required to submit proof of education, participate in medical screening, drug testing, etc. All selections are contingent upon satisfactory employment reference checks. Employment is subject to successful National Agency Background Check. Occupants of this position must maintain the privacy of official work information and data and demonstrate the highest level of ethical conduct.
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Candidates should be committed to improving the efficiency of the Federal government, passionate about the ideals of our American republic, and committed to upholding the rule of law and the United States Constitution.
Benefits
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A career with the U.S. government provides employees with a comprehensive benefits package. As a federal employee, you and your family will have access to a range of benefits that are designed to make your federal career very rewarding.
*Eligibility for benefits depends on the type of position you hold and whether your position is full-time, part-time or intermittent. Contact the hiring agency for more information on the specific benefits offered.
*Intermittent / Flexible Scheduled employees are ineligible for benefits and paid time off.
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