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Caribbean 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 ...

Makers Air

Chief Pilot

Fort Lauderdale, FL

This hands-on leadership role is responsible for overseeing pilot performance, regulatory ... Must be willing and able to travel to various parts of the United States, Caribbean, and Canada for ...

Makers Air

Chief Pilot

Fort Lauderdale, FL · On-site

This hands-on leadership role is responsible for overseeing pilot performance, regulatory ... Must be willing and able to travel to various parts of the United States, Caribbean, and Canada for ...

Makers Air

Chief Pilot

Fort Lauderdale, FL · On-site

This hands-on leadership role is responsible for overseeing pilot performance, regulatory ... Must be willing and able to travel to various parts of the United States, Caribbean, and Canada for ...

Makers Air

Chief Pilot

Fort Lauderdale, FL · On-site

This hands-on leadership role is responsible for overseeing pilot performance, regulatory ... Must be willing and able to travel to various parts of the United States, Caribbean, and Canada for ...

Jet Linx Aviation

PIC - Gulfstream G200 Floater

Omaha, NE

$195K - $251K/yr

Pilot in Command - Gulfstream G200 Full-Time - Commutable, USA Jet Linx is seeking qualified Pilot ... Unrestricted ability to travel to Canada and Caribbean countries * Ability to pass a pre-employment ...

Jet Linx Aviation

PIC - Gulfstream G200 Floater

Omaha, NE · On-site

$195K - $251K/yr

Description Pilot in Command - Gulfstream G200 Full-Time - Commutable, USA Jet Linx is seeking ... Unrestricted ability to travel to Canada and Caribbean countries * Ability to pass a pre-employment ...

Jet Linx

PIC - Gulfstream G200 Floater

Omaha, NE · On-site

$195K - $251K/yr

Pilot in Command - Gulfstream G200 Full-Time - Commutable, USA Jet Linx is seeking qualified Pilot ... Unrestricted ability to travel to Canada and Caribbean countries * Ability to pass a pre-employment ...

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All JobsCaribbean Pilot Jobs

Caribbean Pilot information

See salary details

$49.5K

$130.9K

$201K

How much do caribbean pilot jobs pay per year?

As of Jul 14, 2026, the average yearly pay for 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 Does a Caribbean Pilot Do?

As a Caribbean pilot, your job is to fly an airplane to and from areas like the Bahamas. Some Caribbean pilots focus exclusively on this region, while other pilots bring passengers to different international destinations as well. In this aviation role, you study weather patterns to determine the advisability of flight routes, communicate any required changes, and guide the crew. Many Caribbean pilots specialize in specific types of planes or passengers. For example, you may work exclusively for a single business to fly its personnel or follow the directions of a dispatcher to provide emergency medical transportation between islands. Caribbean pilots are often members of AOPA and stay involved with aviation activities, but this is not mandatory for the job.

What is a Caribbean Pilot job?

A Caribbean Pilot is a highly trained maritime professional responsible for navigating ships safely through Caribbean waters, particularly in and out of ports, harbors, and challenging coastal areas. They have expert knowledge of local waterways, tides, and weather conditions to prevent accidents and ensure efficient maritime operations. Pilots typically board vessels to assist captains with precise maneuvering, working closely with port authorities and ship crews.

What are some common challenges faced by Caribbean Pilots on the job?

Caribbean Pilots often encounter challenges such as rapidly changing weather conditions, navigating shallow or reef-filled waters, and guiding vessels of varying sizes into busy or less-developed ports. They must remain alert to shifting currents, local maritime regulations, and the presence of other marine traffic. Effective communication with diverse ship crews and local authorities is key, as well as staying updated on port-specific protocols. Despite the demanding environment, the role offers deep professional satisfaction and a strong sense of responsibility in ensuring maritime safety.

What are the key skills and qualifications needed to thrive in the Caribbean Pilot position, and why are they important?

To thrive as a Caribbean Pilot, you need advanced navigational skills, in-depth maritime knowledge, and appropriate licensure such as a pilot’s license issued by the relevant maritime authority. Expertise with vessel traffic management systems, radar equipment, and up-to-date navigational charts is crucial for this role. Excellent communication, decision-making abilities, and situational awareness help Caribbean Pilots coordinate effectively with ship crews and port authorities. These skills ensure safe and efficient vessel movements through complex and sometimes hazardous Caribbean waters.

More about Caribbean Pilot jobs
What cities are hiring for Caribbean Pilot jobs? Cities with the most 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 Caribbean Pilot jobs? States with the most job openings for Caribbean Pilot jobs include:
What job categories do people searching Caribbean Pilot jobs look for? The top searched job categories for Caribbean Pilot jobs are:
Caribbean Pilot jobs near you
Infographic showing various Caribbean Pilot job openings in the United States as of July 2026, with employment types broken down into 91% Full Time, 6% Part Time, and 3% Contract. Highlights an 94% In-person, 3% Hybrid, and 3% Remote job distribution, with an average salary of $130,916 per year, or $62.9 per hour.
DHC6 Pilot

DHC6 Pilot

Seaborne Airlines

Saint Croix, VI • On-site

$75/hr

Full-time

Medical, Dental, Vision, Retirement, PTO

Posted 29 days ago

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.