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Weekend Caribbean Pilot Jobs (NOW HIRING)

Jet Linx

SIC - Citation XLS+

Opa Locka, FL · On-site

$100K - $150K/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 ...

Jet Linx Aviation

$100K - $150K/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 ...

Tradewind Aviation

Concierge - Bedford, MA

Bedford, MA · On-site

$16.25 - $21/hr

Must be flexible with work schedule and able to work weekends and holidays. Essential functions ... Collects, organizes, and weighs baggage for pilots. * Ensures passenger comfort and keeps ...

Tradewind

Concierge - Bedford, MA

Bedford, MA · On-site

$16.25 - $21/hr

Must be flexible with work schedule and able to work weekends and holidays. Essential functions ... Collects, organizes, and weighs baggage for pilots. * Ensures passenger comfort and keeps ...

Endeavor Air

Training Scheduler

Minneapolis, MN

... the Caribbean. Headquartered in Minneapolis, Minn., Endeavor has hub operations in Atlanta ... Assembles a bid list of pilots to bid for training and works with Crew Planning to assure ...

Endeavor Air

Training Scheduler

Minneapolis, MN · On-site

$21.96 - $30.20/hr

... the Caribbean. Headquartered in Minneapolis, Minn., Endeavor has hub operations in Atlanta ... Assembles a bid list of pilots to bid for training and works with Crew Planning to assure ...

Endeavor Air

Training Scheduler

Minneapolis, MN

$21.96 - $30.20/hr

... the Caribbean. Headquartered in Minneapolis, Minn., Endeavor has hub operations in Atlanta ... Assembles a bid list of pilots to bid for training and works with Crew Planning to assure ...

Jet Linx

SkillBridge Pathway

Omaha, NE

Ability to pass FAA Pilot Records Database (PRD) review * Ability to pass a pre-employment drug ... Availability to work nights, weekends, and holidays as needed Employment Type: Intern

AmNav Maritime

Captain (SoCal)

Wilmington, CA

Work closely with customers, pilots and appropriate government agencies to ensure the proper ... Able to work weekends, holidays, and at night. Willing to take call outs. Minimum Requirements:

AmNav Maritime

Captain (NorCal)

Oakland, CA

Work closely with customers, pilots and appropriate government agencies to ensure the proper ... Able to work weekends, holidays, and at night. Willing to take call outs. Minimum Requirements:

Endeavor Air

Crew Services Coordinator

Minneapolis, MN · On-site

... the Caribbean. Headquartered in Minneapolis, Minn., Endeavor has hub operations in Atlanta ... Ensure efficient utilization of pilots and flight attendants as well as day-to-day tracking of ...

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All JobsWeekend Caribbean Pilot Jobs

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 30, 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:
What job categories do people searching Weekend Caribbean Pilot jobs look for? The top searched job categories for Weekend Caribbean Pilot jobs are:
Weekend Caribbean Pilot jobs near you
SIC - Citation XLS+ Gen 2

SIC - Citation XLS+ Gen 2

Jet Linx Aviation

Eden Prairie, MN • On-site

$100K - $150K/yr

Full-time

Medical, Dental, Vision, Life, Retirement, PTO

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

Job description

Second in Command – Citation XLS+ Gen2 
Full Time – Minneapolis, MN
Jet Linx is seeking qualified Second in Command candidates for our Midsize jet aircraft for Part 91 and 135 flight operations. Applicant must live in or be willing to relocate to the base area. It is expected that the candidate lives, or be willing to relocate, within a 2-hour call out time of their home base.   
Position Summary   
The Second in Command (SIC) reports directly to the Base Chief Pilot. The SIC helps prepare and ensure the safe and efficient operation of company aircraft in accordance with the Federal Aviation Regulations and company procedures.    
Minimum Requirements:   
  • Total Time - 1500 hours
  • Total PIC - 500 hours
  • Total Multi-Engine - 500 hours
  • Total Turbine - 100 hours
  • Total Instrument - 150 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
  • 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 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 $100,000 to $150,000. 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.   

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