AA 5374 then AA 3268 at Charlotte
Pensacola → Charlotte → Punta Cana
Timetable, Charlotte time
15:35AA 5374 from Pensacola at the gate
07:10AA 3268 to Punta Cana leaves the gate
15 h 35 apart on the timetable, overnight
AA 3268 leaves 15 h 35 after AA 5374 arrives on the timetable: more than half a day, so not a connection we count.