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Pilot In The Caribbean Jobs (NOW HIRING)

Tradewind

Northeast Regional Chief Pilot

Oxford, CT · On-site

Founded by aviation enthusiasts in 2001 on the premise that all flights deserve the highest quality ... Caribbean. For more details visit www.flytradewind.com Requirements: About the Candidate / Role ...

Tradewind

Southeast Regional Chief Pilot

Oxford, CT · On-site

Founded by aviation enthusiasts in 2001 on the premise that all flights deserve the highest quality ... Caribbean. For more details visit www.flytradewind.com About the Role / Candidate Tradewind ...

Seaborne Airlines

DHC6 Pilot

Saint Croix, VI · On-site

$75/hr

Twin Engine Seaplane Pilot - FAA Part 121 Operations (Caribbean) Location: Caribbean Base - St ... Experience operating in the Caribbean or other tropical maritime environments * Familiarity with ...

Kiewit

Aircraft Co-Pilot/Pilot

Omaha, NE

We are based in Omaha, NE. Our Co-Pilots/Pilots fly on average, 3 days/2 nights each week, depending on travel demand. At Kiewit, the scale of our operations is huge. Our construction and engineering ...

Kiewit

Aircraft Co-Pilot/Pilot

Papillion, NE · On-site

We are based in Omaha, NE . Our Co-Pilots/Pilots fly on average, 3 days/2 nights each week, depending on travel demand. At Kiewit, the scale of our operations is huge. Our construction and ...

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Pilot In The Caribbean information

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$49.5K

$130.9K

$201K

How much do pilot in the caribbean jobs pay per year?

As of May 31, 2026, the average yearly pay for pilot in the caribbean 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 Pilot In The Caribbean vs Commercial Pilot?

AspectPilot In The CaribbeanCommercial Pilot
Required CertificationsCommercial Pilot License (CPL), specific regional certificationsCommercial Pilot License (CPL), often with additional ratings
Work EnvironmentRegional airlines, charter services, private flights in Caribbean regionVarious, including cargo, passenger, and charter flights globally
Employer & Industry UsageRegional airlines, private operators in CaribbeanAirlines, cargo companies, private operators worldwide

The main difference between a Pilot In The Caribbean and a Commercial Pilot lies in their operational scope and regional focus. A Pilot In The Caribbean typically operates within the Caribbean region, often for regional airlines or private charters, requiring specific certifications. A Commercial Pilot, on the other hand, can work in a broader range of industries globally, with similar licensing requirements but often with additional ratings for different aircraft types and operations.

More about Pilot In The Caribbean jobs
What cities are hiring for Pilot In The Caribbean jobs? Cities with the most Pilot In The Caribbean job openings:
What states have the most Pilot In The Caribbean jobs? States with the most job openings for Pilot In The Caribbean jobs include:
What job categories do people searching Pilot In The Caribbean jobs look for? The top searched job categories for Pilot In The Caribbean jobs are:
Pilot In The Caribbean jobs near you
Infographic showing various Pilot In The Caribbean job openings in the United States as of May 2026, with employment types broken down into 60% Full Time, and 40% Part Time. Highlights an 100% In-person job distribution, with an average salary of $130,916 per year, or $62.9 per hour.
Citation Ultra/Encore Pilot in Command - Part-Time

Citation Ultra/Encore Pilot in Command - Part-Time

Silverhawk Aviation

Lincoln, NE • On-site

Part-time

Posted 14 days ago

Job description

Citation Ultra/Encore Pilot in Command - PART-TIME

Charter Lincoln, Nebraska

Citation Ultra/Encore Pilot in Command - Part-time

About Us:Founded in 1991,Silverhawk Aviationis a trusted and respected charter service provider that creates upscale, comfortable, and memorable private charter experiences. We focus on connecting Midwest customerswith destinations across North America, Central America, and the Caribbean. Our growing charter operation is adding pilotswho putPeople First,doWhatever It Takes,andNever Settle.If those values are important to you and you desire a better work-life balance, we would welcome the opportunity to get to know you better and share our vision of the future with Silverhawk.

Company Ownership Program:At Silverhawk, our company ownership program makes you a true partner in the organization. Each year, every participant receives plan units that work very similarly to receiving stock. In short, as the company grows and profits, you are rewarded with an annual profit-sharing bonus that grows with your plan units. In the future, ifit ever made sense to sell or partner with another company, you'd share in the sale proceeds.

Job Description:OurCitation Ultra/Encore PICposition requires a CE-500 Type Rating, 2500 hours total time, and 500 hours multi. Contract pilots may have several nights of their rotation at home. All Citation flights consist of a PIC and SIC. We often cater to dedicated repeat clients to popular vacation destinations across the U.S., Mexico, and the Caribbean.

Benefits:

  • Company Ownership Program
  • Annual profit sharing after first year
  • No Per Diem! Company credit card covering actual expenses.
  • Holiday bonus pay
  • Company-paid CTP course
  • Free empty leg usage

Principal Duties and Responsibilities:

  • Responsible for all aspects of the flight and may delegate various tasks to the Second-in-Command (SIC) but retains responsibility.
  • Obtain and review all-weather and flight planning data pertaining to the flight.
  • Determine the airplane is properly loaded and within the center of gravity and gross weight limitations.
  • Ability to use Electronic Flight Bag and digital planning software.
  • Ascertain the airplane is in airworthy condition by performing a physical inspection of the airplane and referring to the aircraft Status Sheet for compliance with the required inspections.
  • Maintain and monitor flight-time and duty-time to ensure compliance and proper qualifications specified by CFR 135 and Silverhawk Aviation Operations Manual.

Requirements:

  • CE-500 Type Rating
  • 2500 hours total time
  • 500 hours multi
  • Multi Commercial (ATP preferred)
  • Passport
  • 90-day currency
  • Clean FAA record
  • Must be located within a two (2) hour drive from the Lincoln Airport (1751 W Kearney Ave, Lincoln, NE 68524)
  • Must be authorized to work in the U.S.

Silverhawk Aviation is an Equal Opportunity Employer

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