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Weekend Caribbean Airlines Pilot Jobs (NOW HIRING)

Seaborne Airlines

DHC6 Pilot

Saint Croix, VI · On-site

$75/hr

Twin Engine Seaplane Pilot - FAA Part 121 Operations (Caribbean) Location ... Caribbean Base - St. Croix, USVI Job Type: Full-Time Company: Seaborne Airlines About Us: Seaborne ...

SkyWest Airlines

First Officer Pilot

Tacoma, WA

Must be available to work on any day, seven days a week, including nights, weekends and holidays ... SkyWest Minimum Requirements When Counting Helicopter or Glider Time SkyWest Airlines recognizes ...

SkyWest Airlines

First Officer Pilot

Detroit, MI

Must be available to work on any day, seven days a week, including nights, weekends and holidays ... SkyWest Minimum Requirements When Counting Helicopter or Glider Time SkyWest Airlines recognizes ...

Avera Health

Pilot - Fixed Wing

Pierre, SD · On-site

$104K - $156K/yr

Rotating days/evenings/nights/weekends/holidays (United States of America) Pay Range: The pay range ... Airline Transport Pilot License-Federal Aviation Administration (FAA) Airline Transport Pilot (ATP ...

SkyWest Airlines

First Officer Pilot

Boise, ID

Must be available to work on any day, seven days a week, including nights, weekends and holidays ... SkyWest Minimum Requirements When Counting Helicopter or Glider Time SkyWest Airlines recognizes ...

SkyWest Airlines

First Officer Pilot

Milwaukee, WI · On-site

Must be available to work on any day, seven days a week, including nights, weekends and holidays ... SkyWest Minimum Requirements When Counting Helicopter or Glider Time SkyWest Airlines recognizes ...

SkyWest Airlines

First Officer Pilot

Austin, TX

Must be available to work on any day, seven days a week, including nights, weekends and holidays ... SkyWest Minimum Requirements When Counting Helicopter or Glider Time SkyWest Airlines recognizes ...

SkyWest Airlines

First Officer Pilot

Minneapolis, MN · On-site

Must be available to work on any day, seven days a week, including nights, weekends and holidays ... SkyWest Minimum Requirements When Counting Helicopter or Glider Time SkyWest Airlines recognizes ...

SkyWest Airlines

First Officer Pilot

San Francisco, CA · On-site

Must be available to work on any day, seven days a week, including nights, weekends and holidays ... SkyWest Minimum Requirements When Counting Helicopter or Glider Time SkyWest Airlines recognizes ...

SkyWest Airlines

First Officer Pilot

Denver, CO

Must be available to work on any day, seven days a week, including nights, weekends and holidays ... SkyWest Minimum Requirements When Counting Helicopter or Glider Time SkyWest Airlines recognizes ...

SkyWest Airlines

First Officer Pilot

Portland, OR

Must be available to work on any day, seven days a week, including nights, weekends and holidays ... SkyWest Minimum Requirements When Counting Helicopter or Glider Time SkyWest Airlines recognizes ...

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Weekend Caribbean Airlines Pilot information

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$49.5K

$130.9K

$201K

How much do weekend caribbean airlines pilot jobs pay per year?

As of Aug 14, 2026, the average yearly pay for weekend caribbean airlines 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 is the difference between Weekend Caribbean Airlines Pilot vs Part-Time Charter Pilot?

AspectWeekend Caribbean Airlines PilotPart-Time Charter Pilot
CredentialsCommercial Pilot License (CPL), Airline Transport Pilot (ATP) certificate, specific airline trainingPrivate or Commercial Pilot License (CPL), additional endorsements for charter operations
Work EnvironmentScheduled airline routes, airport operations, airline facilitiesVaried locations, private airports, flexible schedules
Employer & IndustryCaribbean Airlines, airline industry, scheduled flightsPrivate clients, tour operators, charter companies

Weekend Caribbean Airlines Pilots typically operate scheduled flights for Caribbean Airlines, requiring airline-specific training and certifications. In contrast, Part-Time Charter Pilots often work flexible hours, flying private or tour charters with different aircraft and clients. Both roles demand a commercial pilot license, but the airline pilot role emphasizes scheduled operations within the airline industry, while charter pilots focus on private, on-demand flights.

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What are the most commonly searched types of Caribbean Airlines Pilot jobs?

The most popular types of Caribbean Airlines Pilot jobs are:

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Weekend Caribbean Airlines Pilot jobs near you
Infographic showing various Weekend Caribbean Airlines Pilot job openings in the United States as of August 2026, with employment types broken down into 1% As Needed, 68% Full Time, 26% Part Time, 4% Contract, and 1% Nights. Highlights an 95% Physical, 1% Hybrid, and 4% Remote job distribution, with an average salary of $130,916 per year, or $62.9 per hour.

DHC6 Pilot

Seaborne Airlines

Saint Croix, VI • On-site

$75/hr

Full-time

Medical, Dental, Vision, Retirement, PTO

Re-posted yesterday

Job description

Job Title: Twin Engine Seaplane Pilot – FAA Part 121 Operations (Caribbean)
Location: Caribbean Base – St. Croix, USVI
Job Type: Full-Time
Company: Seaborne Airlines

About Us:
Seaborne Airlines is the USVI’s premier seaplane airline, providing scheduled passenger service between St. Croix and St. Thomas using De Havilland Twin Otter floatplanes under FAA Part 121 regulations. With decades of experience operating in tropical and marine environments, we pride ourselves on combining operational excellence with the unmatched beauty and culture of the Caribbean region.

Position Summary:
We are seeking a highly qualified Twin Engine Seaplane Pilot to join our team. This role requires extensive multi-engine float experience and the ability to safely operate in tropical marine environments, including congested harbors and coastal areas. You’ll fly scheduled and charter operations to and from iconic Caribbean destinations, bringing safety, precision, and professionalism to every flight.

Key Responsibilities:

  • Operate De Havilland DHC6-300 aircraft in compliance with FAA Part 121 regulations and company SOPs
  • Conduct water-based operations including takeoffs, landings, taxiing, docking, and mooring
  • Perform pre-flight planning and inspections, and post-flight documentation
  • Communicate effectively with dispatch, ATC, ground support, and passengers
  • Adapt quickly to dynamic tropical weather patterns and variable sea conditions
  • Deliver safe, efficient, and exceptional service in a high-visibility passenger-facing role

Minimum Qualifications:

  • FAA Airline Transport Pilot (ATP) Written Test completed
  • FAA Commercial Multi-Engine Land & Sea rating
  • FAA First Class Medical Certificate
  • Prior experience in FAA Part 121 or 135 operations
  • Demonstrated proficiency in seaplane operations in coastal, island, or open water environments
  • U.S. citizenship or legal work authorization for operations in U.S. territories

Preferred Qualifications:

  • FAA Airline Transport Pilot (ATP) Certificate with Multi-Engine Land & Sea rating
  • PIC time in aircraft such as the De Havilland DHC-6 Twin Otter (on floats), Grumman G-73 Mallard, or similar


  • Experience operating in the Caribbean or other tropical maritime environments
  • Familiarity with marine and aviation weather systems common to the region
  • CRM and communication skills suited to a diverse, multicultural passenger base

Benefits:

  • Competitive base salary
  • Health, dental, and vision insurance
  • 401(k)
  • Paid vacation and island-hopping travel privileges
  • Relocation assistance for qualified candidates
  • Opportunities for growth into training, check airman, or management roles

How to Apply:
Submit your resume, a brief cover letter, and copies of your ATP certificate, medical, and logbook summary.