ROYAL AIR FORCE MILFIELD
If you scroll down this link it has the flying career (which started in Trinidad) of a chap from Trinidad who flew in the RAF.
The title says UBoats but your post suggest any involvement from Trinidad in WW2.
The Americans had military bases in Chaguaramas and Cumuto in Trinidad. The later being reffered to as Fort Read or Wallerfield. They were part of the Bases for Destroyers Agreement with the British made in 1940.
Hope these help get you started