There are 3 Atlantic basin hurricanes on record on this date or later that were cat 5 and they had these lowest pressures/highest sustained winds:
-Mitch of 1998: Oct 26-28; 905 mb/180 mph; but landfall was way down at 80 mph on Honduras. The extreme rainfall though was what made it so deadly.
-Hattie of 1961: Oct 31; 914 mb/165 mph; it weakened slightly at landfall in Belize to 915 mb/150 mph (cat 4)
-Cuba hurricane of 1932: Nov 5-8; 915 mb/175 mph; but it weakened some before hitting land as it was 150/cat 4 on landfall
The latest on record cat 5 landfall was on Cuba on Oct 19 (in 1924) near its peak intensity of 165 mph. So, IF this were to hit Jamaica as a cat 5, it would become the latest on record to make landfall anywhere by 9 days.