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Caribbean Flight Instructor Jobs (NOW HIRING)

Sun Country

$60 - $80/hr

S., Canada, Central America, and the Caribbean, as well as charter and cargo operations around the ... Develop Training Schedules to integrate with fixed base and full flight simulator training.

TekSky

Chief Operating Officer

Tallahassee, FL · On-site +1

... Caribbean first, then across the U.S. and beyond. You will be asked what is proven and what is ... Flight instructor experience is also valuable. • Military logistics or defense-mission exposure ...

Tradewind

Ground Instructor

Middlebury, CT · On-site

... and the Caribbean. For more details visit www.flytradewind.com Ground Instructor at Oxford ... Collaborate with flight instructors and other staff members to ensure seamless integration of ...

Tradewind Aviation

Ground Instructor

Middlebury, CT · On-site

... and the Caribbean. For more details visit www.flytradewind.com Ground Instructor at Oxford ... Collaborate with flight instructors and other staff members to ensure seamless integration of ...

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Caribbean Flight Instructor information

See salary details

$25K

$94.6K

$145.5K

How much do caribbean flight instructor jobs pay per year?

As of Sep 8, 2026, the average yearly pay for caribbean flight instructor in the United States is $94,620.00, according to ZipRecruiter salary data. Most workers in this role earn between $69,000.00 and $112,000.00 per year, depending on experience, location, and employer.

What is a Caribbean flight instructor?

Caribbean Flight Instructors are licensed pilots who teach student pilots how to fly aircraft in the Caribbean region. They provide ground school lessons, flight training, and safety instruction tailored to the unique weather, geography, and airspace of Caribbean islands. These instructors are essential for helping aspiring pilots earn their certifications and understand the specific challenges of flying in the Caribbean. They often work for flight schools, charter companies, or independently, and must hold appropriate certifications from relevant aviation authorities.

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

To thrive as a Caribbean Flight Instructor, you need a commercial pilot license with instructor ratings, strong aviation knowledge, and familiarity with regional regulations and weather patterns. Proficiency with flight training devices, aircraft systems, and aviation software such as flight planning and simulation tools is usually required. Excellent communication, adaptability, and cultural sensitivity are important soft skills for effectively instructing diverse students in dynamic environments. These skills and qualifications are crucial for ensuring high standards of safety, effective teaching, and successful student outcomes in the unique Caribbean aviation context.

What are some unique challenges Caribbean flight instructors face, and how can they effectively address them?

Caribbean Flight Instructors often encounter unique challenges such as rapidly changing weather conditions, limited infrastructure at smaller island airports, and diverse student backgrounds. To effectively address these, instructors must stay updated on local meteorological patterns, maintain flexibility in lesson planning, and adapt teaching methods to accommodate varying experience levels. Building strong communication with air traffic control and local aviation authorities is also crucial for ensuring safe and efficient training flights in the region.

What is the difference between Caribbean Flight Instructor vs Caribbean Flight Instructor?

AspectCaribbean Flight Instructor

Since the comparison is with the same job title, there is no difference between Caribbean Flight Instructor and Caribbean Flight Instructor. Both roles involve providing flight training, require similar certifications like CFI (Certified Flight Instructor), and operate within the same industry environment. If comparing to a related role like 'Caribbean Flight School Pilot,' the main difference is that a Flight Instructor focuses on training students, while a pilot may operate aircraft without training responsibilities.

What are popular job titles related to Caribbean Flight Instructor jobs?

For Caribbean Flight Instructor jobs, the most frequently searched job titles are:

Infographic showing various Caribbean Flight Instructor job openings in the United States as of September 2026, with employment types broken down into 64% Full Time, and 36% Part Time. Highlights an 100% In-person job distribution, with an average salary of $94,620 per year, or $45.5 per hour.

Flight Operations Ground Instructor

Endeavor Air

Eagan, MN • On-site

$53K - $63K/yr

Full-time

Medical, Dental, Vision, Life, Retirement

Posted 19 days ago

Endeavor Air rating

8.0

Company rating: 8.0 out of 10

Based on 34 frontline employees who took The Breakroom Quiz

6th of 26 rated airlines

Job description

About Us
Endeavor Air is a wholly-owned subsidiary of Delta Air Lines. Flying as Delta Connection, Endeavor operates 141 regional jets on 750 daily flights to 122 destinations in the United States, Canada, and the Caribbean.
Headquartered in Minneapolis, Minn., Endeavor has hub operations in Atlanta, Cincinnati, Detroit, Minneapolis, New York, and Raleigh-Durham, and 11 maintenance bases across our network.
Our Culture
We know that our people are our greatest assets, and we are committed to building a culture where employees love coming to work each day. At Endeavor Air, we foster a diverse, culturally-rich and safe workplace where employees are treated with dignity and respect. With a culture built on safety, excellence, and teamwork, Endeavor offers limitless potential for aviation professionals looking to start or continue their careers.
Our team promotes an inclusive environment in all aspects of the airline and our operation. As an EEO employer, we provide opportunities for all qualified candidates without regards to race, color, religion, sex, sexual orientation, gender identity, national origin, age, protected veteran, or disabled status.
Overview
Non-Seniority List Ground Instructors prepare and present initial, transition, upgrade, recurrent and requalification pilot training. Assist in the creation and execution of classroom training for current and new hire pilots.
Responsibilities
  • Assist in the planning, coordination and scheduling of classroom training.
  • Aid in development courseware, outlines, training modules, lesson plans, and associated graphics and training aids.
  • Ensure course content meets regulatory requirements.
  • Coordinate with the Fleet Manager to ensure standardization.
  • Prepare and maintain accurate, error-free training records and documentation.
  • Maintain classrooms and other training facilities in a clean, neat condition.
  • Continuously review company, industry, government and related publications to keep current on methods, procedures, policies and regulations.
  • Participate in the development and presentation of any special department or company training efforts.
  • Maintain a personal appearance, conduct and demeanor consistent with the professional, customer-oriented manner expected of flight crewmember personnel.
  • Instruct curriculum segments common to other training programs.
  • Other duties as assigned.

Other Duties
  • Other duties as assigned.

Competencies Required
  • Ethics and Values - Supports positive change and diversity that will support healthy organizational growth. Serves as a champion for projects and programs that are beneficial to the company.
  • Knows our Business - Is informed and knowledgeable about trends in the field. Is willing to use own knowledge to constructively challenge institutional practices and systems that might be improved to increase organizational results.
  • Building Trust & Decision Making - Treats all team members in a respectful, courteous, and professional manner, and values the input of all. Recognizes when analysis is sufficient to proceed with making a good decision.
  • Drives For Results By Inspiring Others - Develops clear workable plans with timelines, goals, and ways to measure results. Fosters engagement across different teams.
  • Know your Team & Leading People - Works inclusively with others on the team and across the organization to reach common goals. Is approachable and friendly. Is skilled at valuing differences; recognizing others; and listening for understanding.

Qualifications
  • Bachelor's degree or a combination of education and related experience
  • FAA Private Pilot license
  • 1 year of experience in airline or aviation operations or equivalent
  • Previous 121 flight crewmember experience preferred
  • Commercial pilot license with instrument and multi engine ratings and/or Certified Flight Instructor (CFI) license preferred
  • Previous airline or aviation classroom teaching experience preferred
  • Reliable and self-motivated
  • Analytical, interpretive and organizational skills
  • Ability to multi task efficiently and effectively to meet deadlines
  • Interpersonal, written and verbal communication skills and able to work with all levels of an organization
  • PC proficient in Microsoft Office software, specifically Word, Excel, PowerPoint and Outlook

Work Environment & Physical Demands
  • Position involves long periods of standing in a training classroom environment.
  • Occasional teaching activity around aircraft equipment in hangars or outdoors on airport ramp which may be hazardous and noisy.
  • Ability to work additional hours including evenings, weekends, and holidays as needed
  • Position requires some physical exertion such as pulling, pushing, reaching, bending, standing, walking and light lifting of boxes, bags, files, etc. not in excess of 30 lbs.
  • Up to 5% travel

What We Offer
Providing world-class service to our customers starts with providing world-class benefits to our employees. Endeavor Air employees receive a competitive total compensation package which includes a variety of benefits to choose from and some of the best perks around.
  • Free or reduced-rate travel privileges on Delta Air Lines and 80+ air carriers worldwide for employees and eligible family members
  • Comprehensive Medical, Dental, and Vision Plans
  • 401(k) with Company Match starting on Day 1
  • Operational Performance Rewards (OPR) Program
  • Life and AD&D Insurance, Short and Long-term Disability, Flexible Spending Accounts (FSA), and voluntary supplementary benefit options

FLSA Status
Salary
Minimum Position Pay Range
USD $53,800.00/Yr.
Maximum Position Pay Range
USD $63,000.00/Yr.
New York City 30% Cost of Living Adjustment (COLA) Eligible
No

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