PR and Cuba MTS may mess up inflow even if the center doesn’t pass over land,,but as you pointed out the water is even warmer then were it is now...assuming the upper levels remain the same..its possible
Central Cuba is pretty flat, the mountains are in the far SE.
heres barbuda buoy near the antilles
87 degree water
N ( 360 deg true )
5-day plot - Wind Speed Wind Speed (WSPD): 8.9 kts
5-day plot - Wind Gust Wind Gust (GST): 15.0 kts
5-day plot - Atmospheric Pressure Atmospheric Pressure (PRES): 29.70 in
5-day plot - Air Temperature Air Temperature (ATMP): 81.0 °F
5-day plot - Water Temperature Water Temperature (WTMP): 87.4 °F
5-day plot - Wind Speed at 10 Meters Wind Speed at 10 meters (WSPD10M): 9.7 kts
5-day plot - Wind Speed at 10 Meters Wind Speed at 20 meters (WSPD20M): 9.7 kts