AA 5353 then AA 5558 at Charlotte
Wilmington → Charlotte → Sarasota
Timetable, Charlotte time
15:21AA 5353 from Wilmington at the gate
14:19AA 5558 to Sarasota leaves the gate
22 h 58 apart on the timetable, overnight
AA 5558 leaves 22 h 58 after AA 5353 arrives on the timetable: more than half a day, so not a connection we count.