While Rob is very, very knowledgeable after working and living here for over 26 years and interestingly enough knows Dr. Wykeham McNeill quite well...
I was thinking that a history teacher that was born and raised in Jamaica would be a good source of information.
I was fortunate enough to take a course offered by the JTB when I first moved down here...this gave me little snippets of Jamaican history, politics etc. and the rest of the students were kind enough to share their day to day lives.
Caferacer59, though the course I took isn't available to the public...it sounds like something similar would be of interest to you. If you like the idea of a history teacher or someone similar to speak with your group...I would be happy to ask some of the teachers I know.