AA 1249 then AA 1324 at Charlotte
Pensacola → Charlotte → Punta Cana
Timetable, Charlotte time
14:49AA 1249 from Pensacola at the gate
08:30AA 1324 to Punta Cana leaves the gate
17 h 41 apart on the timetable, overnight
AA 1324 leaves 17 h 41 after AA 1249 arrives on the timetable: more than half a day, so not a connection we count.