1

Weekend Caribbean Pilot Jobs (NOW HIRING)

Unrestricted ability to travel to all EU, Canada, and Caribbean countries * Ability to release and pass a FAA Pilot Record Database review with a System Chief Pilot * Ability to work nights, weekends ...

Unrestricted ability to travel to all EU, Canada, and Caribbean countries * Ability to release and pass a FAA Pilot Record Database review with a System Chief Pilot * Ability to work nights, weekends ...

Unrestricted ability to travel to all EU, Canada, and Caribbean countries * Ability to release and pass a FAA Pilot Record Database review with a System Chief Pilot * Ability to work nights, weekends ...

PIC - Citation CJ3

Nashville, TN · On-site

$140K - $182.50K/yr

Unrestricted ability to travel to Canada and Caribbean countries * Ability to release and pass a FAA Pilot Record Database review with a System Chief Pilot * Ability to work nights, weekends, and ...

PIC - Gulfstream G200

Houston, TX · On-site

$160K - $245K/yr

Unrestricted ability to travel to all EU, Canada, and Caribbean countries * Ability to release and pass a FAA Pilot Record Database review with a System Chief Pilot * Ability to work nights, weekends ...

Unrestricted ability to travel to Canada and Caribbean countries * Ability to release and pass a FAA Pilot Record Database review with a System Chief Pilot * Ability to work nights, weekends, and ...

PIC - Gulfstream G200

Houston, TX · On-site

$160K - $245K/yr

Unrestricted ability to travel to all EU, Canada, and Caribbean countries * Ability to release and pass a FAA Pilot Record Database review with a System Chief Pilot * Ability to work nights, weekends ...

PIC - Gulfstream G200

Houston, TX · On-site

$160K - $245K/yr

Unrestricted ability to travel to all EU, Canada, and Caribbean countries * Ability to release and pass a FAA Pilot Record Database review with a System Chief Pilot * Ability to work nights, weekends ...

Unrestricted ability to travel to Canada and Caribbean countries * Ability to release and pass a FAA Pilot Record Database review with a System Chief Pilot * Ability to work nights, weekends, and ...

Unrestricted ability to travel to Canada and Caribbean countries * Ability to release and pass a FAA Pilot Record Database review with a System Chief Pilot * Ability to work nights, weekends, and ...

Unrestricted ability to travel to all EU, Canada, and Caribbean countries * Ability to release and pass a FAA Pilot Record Database review with a System Chief Pilot * Ability to work nights, weekends ...

Unrestricted ability to travel to all EU, Canada, and Caribbean countries * Ability to release and pass a FAA Pilot Record Database review with a System Chief Pilot * Ability to work nights, weekends ...

PIC - Challenger 300/350

Dallas, TX · On-site

$195K - $251K/yr

Unrestricted ability to travel to all EU, Canada, and Caribbean countries * Ability to release and pass a FAA Pilot Record Database review with a System Chief Pilot * Ability to work nights, weekends ...

Unrestricted ability to travel to all EU, Canada, and Caribbean countries * Ability to release and pass a FAA Pilot Record Database review with a System Chief Pilot * Ability to work nights, weekends ...

PIC - Lear 75

Austin, TX

$140K - $182.50K/yr

Unrestricted ability to travel to Canada and Caribbean countries * Ability to release and pass a FAA Pilot Record Database review with a System Chief Pilot * Ability to work nights, weekends, and ...

Unrestricted ability to travel to all EU, Canada, and Caribbean countries * Ability to release and pass a FAA Pilot Record Database review with a System Chief Pilot * Ability to work nights, weekends ...

Unrestricted ability to travel to all EU, Canada, and Caribbean countries * Ability to release and pass a FAA Pilot Record Database review with a System Chief Pilot * Ability to work nights, weekends ...

PIC - Lear 75

Austin, TX

$140K - $182.50K/yr

Unrestricted ability to travel to Canada and Caribbean countries * Ability to release and pass a FAA Pilot Record Database review with a System Chief Pilot * Ability to work nights, weekends, and ...

next page

Showing results 1-20

Weekend Caribbean Pilot information

See salary details

$49.5K

$130.9K

$201K

How much do weekend caribbean pilot jobs pay per year?

As of May 29, 2026, the average yearly pay for weekend caribbean pilot in the United States is $130,916.00, according to ZipRecruiter salary data. Most workers in this role earn between $100,000.00 and $155,000.00 per year, depending on experience, location, and employer.

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

To thrive as a Weekend Caribbean Pilot, you need a valid commercial pilot license, strong aeronautical knowledge, and experience with regional weather patterns and airspace regulations. Familiarity with navigation systems, aircraft-specific certifications, and proficiency in flight planning software are typically required. Excellent decision-making, situational awareness, and effective communication are vital soft skills in this role. These competencies are crucial to ensure passenger safety, regulatory compliance, and successful operations in diverse and sometimes challenging Caribbean flying conditions.

What are some common challenges faced by Weekend Caribbean Pilots, and how can they be managed effectively?

Weekend Caribbean Pilots often face unique challenges such as rapidly changing weather conditions, unfamiliar island airstrips, and tight turnaround schedules. Managing these challenges requires staying up to date with meteorological reports, thorough pre-flight planning, and strong communication with ground crews and air traffic control. Building local knowledge of operating procedures at different Caribbean airports and maintaining flexibility in scheduling can also help pilots navigate unforeseen events and ensure safe, efficient flights.

What are Weekend Caribbean Pilots?

Weekend Caribbean Pilots are licensed aviation professionals who operate flights to and from destinations in the Caribbean region, typically on weekends. They may work for commercial airlines, charter companies, or private clients, and are responsible for ensuring the safety and efficiency of each flight. Their duties include pre-flight planning, navigating various weather conditions, complying with aviation regulations, and providing excellent service to passengers. This role often appeals to pilots seeking flexible schedules or part-time work. Weekend Caribbean Pilots must hold valid pilot licenses and meet specific experience and training requirements applicable to the region and aircraft type.

What is the difference between Weekend Caribbean Pilot vs Part-Time Charter Pilot?

AspectWeekend Caribbean PilotPart-Time Charter Pilot
CertificationsCommercial Pilot License, Caribbean-specific certificationsCommercial Pilot License, similar certifications
Work EnvironmentCaribbean islands, private and charter flightsVarious locations, private and commercial charters
Employer & IndustryPrivate owners, charter companies in CaribbeanCharter companies, private clients worldwide

The Weekend Caribbean Pilot and Part-Time Charter Pilot roles both require commercial pilot licenses and involve private or charter flying. The main difference lies in the work environment and geographic focus, with the Weekend Caribbean Pilot primarily operating in the Caribbean region during weekends, while the Part-Time Charter Pilot may work across various locations on a flexible schedule.

More about Weekend Caribbean Pilot jobs
What cities are hiring for Weekend Caribbean Pilot jobs? Cities with the most Weekend Caribbean Pilot job openings:
What are the most commonly searched types of Caribbean Pilot jobs? The most popular types of Caribbean Pilot jobs are:
What states have the most Weekend Caribbean Pilot jobs? States with the most job openings for Weekend Caribbean Pilot jobs include:
PIC - Gulfstream G200

$160K - $245K/yr

Full-time

Medical, Dental, Vision, Life, Retirement, PTO

Posted 6 days ago


Job description

Pilot in Command - Gulfstream G200
Full-Time Houston, TX
Jet Linx is seeking qualified Pilot in Command candidates for our Super Midsize jetaircraft for Part 91 and 135 flight operations.It is expected that the candidate lives, or be willing to relocate, within a 2-hour call out time of the aircraft.
Position Summary
The Pilot in Command (PIC) reports directly to the Base Chief Pilot. The PIC preparesand ensuresthe safe and efficient operation of company aircraft in accordance with the Federal Aviation Regulations and company procedures.
Minimum Requirements:
  • Total Flight Time - 3500 hours
  • Total PIC - 2000 hours
  • Total PIC in Type - 250
  • Multi-Engine - 1000 hours
  • Multi-Engine PIC - 500 hours
  • Turbine Time - 1000 hours
  • Total Turbine PIC - 500 hours
  • Total Instrument - 300 hours
  • Total Jet - 1500 hours
  • Total Jet PIC - 500 hours
Essential Functions:
  • Manage duty, flight, and rest times to requirements of both the company and CFRs
  • Maintain communication with the company for standby duty assignments, trip notifications, position calls, and pre- and post-flight reports
  • Maintain and manage electronic flight bag (EFB) hardware and applications
  • Ensure navigation charts, publications, and company manuals are current
  • Maintain a current 1st Class medical certificate
  • Convey strong, proactive decision-making skills
  • Demonstrate Jet Linx's core values in all interactions
Other Requirements:
  • Initial or Recurrent 142 training in type within the last 24 months is preferred.
  • Ability to obtain a U.S. driver's license
  • Proof of eligibility to work in the US
  • Current passport
  • ATP (ability to obtain ATP)
  • 1st Class Medical
  • FCC Restricted Radio License
  • Ability to pass a pre-employment drug screen and submit to random drug/alcohol testing when required; anyone in a safety-sensitive function will be required to undergo pre-employment drug testing for the presence of marijuana, cocaine, opiates, phencyclidine (PCP), and amphetamines.
  • Unrestricted ability to travel to all EU, Canada, and Caribbean countries
  • Ability to release and pass a FAA Pilot Record Database review with a System Chief Pilot
  • Ability to work nights, weekends, and holidays
  • Bachelor's degree or equivalent work experience required
  • Majority of work is completed in and around aircraft and aircraft terminals
  • Move up to 50 pounds on a frequent basis
Compensation:
Jet Linx offers a competitive compensation and benefits package to team members. Starting base annual salary for this position ranges from $160,000 to $245,000.Actual base salary provided is dependent upon geographic location, aircraft size (crew positions), relevant education, training and experience of the candidate. Our comprehensive benefits package includes health, dental and vision insurance, 401(k) with 6% company match, paid time off and company paid life and short-term disability coverage.
Employment Type: Full-Time