Hi David,
I think you may find some interesting information somewhere in this thread regarding working for Caribbean Airlines.
http://www.pprune.org/caribbean-lati...ml#post4403387
Also, you would need to convert your license to a TT CPL. Run a search on the forum for 'trinidad' and you my find numerous posts regarding the subject matter as well as other information.
P.S. A Caribbean Airlines F/O on the Dash 8 makes roughly $3000USD per month.
Hope that was helpful in some way.
Regards.