ZipRecruiter

Log In

1

Pilot In The Caribbean Jobs (NOW HIRING)

Tradewind

Northeast Regional Chief Pilot

West Harrison, NY · On-site

$155K - $200K/yr

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 ...

Tropic Ocean Airways, LLC

Pilot

Fort Lauderdale, FL · On-site

$80 - $130/hr

PILOT Tropic Ocean Airways is the largest seaplane operator in the Southeast United States. We ... in The Bahamas, the Caribbean and New York. We are looking for qualified candidates who are ...

NetJets & EJM

Pilot in Command Hawker 4000

Englewood, CO · On-site

$200K - $220K/yr

Simons GA, Teterboro, and occasional flights to the Caribbean. This is your chance to join a Part ... Pilot in Command: 2000 hours * PIC MEL: 500 hours * Instrument: 300 hours * Jet: 500 hours

Jet Linx

PIC - Gulfstream G200 Floater

Omaha, NE · On-site

$195K - $251K/yr

Position Summary The Pilot in Command (PIC) reports directly to the Base Chief Pilot. The PIC ... Unrestricted ability to travel to Canada and Caribbean countries * Ability to pass a pre-employment ...

next page

Showing results 1-20

All JobsTravel JobsAviation JobsPilot JobsPilot In The Caribbean Jobs

Pilot In The Caribbean information

See salary details

$49.5K

$130.9K

$201K

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

As of Sep 5, 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 August 2026, with employment types broken down into 86% Full Time, and 14% Part Time. Highlights an 86% In-person, and 14% Remote job distribution, with an average salary of $130,916 per year, or $62.9 per hour.

PIC, Challenger CL300 -- Chicago Private Jet Pilot (Chicago)

EJM

Chicago, IL • On-site

Full-time

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

Job description

Executive Jet Management (EJM) in Chicago, IL seeks a Pilot in Command for a Challenger CL300 based at MDW. The role supports a three-pilot account with a dedicated maintenance technician, primarily domestic flying with occasional international legs to the Caribbean and Mexico for ~200 hours annually.

Candidates must reside within an hour of MDW and hold an FAA ATP with a First Class Medical, plus 4–6 years in corporate aviation and an FAA type rating.

#J-18808-Ljbffr

Apply