Are private jets common in the Caribbean?

Actually, turboprops like the Cessna Caravan are much more common and practical due to the shorter, regional runways on many islands.

Do I have to go through security?

You go through a private FBO. While you do not wait in standard terminal lines, you must still present your passport to customs and immigration officers upon arrival at every single island.

Booking Private Air Travel Between Caribbean Islands

To book private air travel in the Caribbean, you must contract with a regional air charter operator rather than using large international brokers. You will need to coordinate directly with an operator holding an Air Operator Certificate (AOC) in the Caribbean to ensure they are permitted to fly the specific inter-island routes.

Identify a regional operator. Do not search for 'private jets' generally. Search for 'Caribbean regional air charter.' You want companies based in hubs like San Juan, St. Maarten, or Barbados, as they have the local permits to navigate the complex multi-national customs requirements of the Caribbean islands.
Request a 'Point-to-Point' quote. Send your itinerary to the operator including the number of passengers and exact luggage dimensions. Ask specifically for a 'dry' quote (which includes the flight only) or 'all-in' (which includes landing fees, hangarage, and ground handling). Expect the quote within 24 hours.
Verify customs and immigration clearance. Private aviation in the Caribbean requires 'General Declaration' paperwork for every island hop. Confirm with your operator that they handle the 'fbo' (Fixed Base Operator) coordination for your arrival at each destination to ensure immigration officers are present upon landing.
Sign the Charter Agreement. Once the quote is accepted, you will sign a charter agreement. Pay the deposit via wire transfer immediately, as charter slots during peak seasons (December to April) are reserved on a first-come, first-served basis.

Are private jets common in the Caribbean?: Actually, turboprops like the Cessna Caravan are much more common and practical due to the shorter, regional runways on many islands.
Do I have to go through security?: You go through a private FBO. While you do not wait in standard terminal lines, you must still present your passport to customs and immigration officers upon arrival at every single island.