DL 5592 then B6 2065 at Boston
Washington National → Boston → Fort Myers
Timetable, Boston time
16:18DL 5592 from Washington National at the gate
15:55B6 2065 to Fort Myers leaves the gate
23 h 37 apart on the timetable, overnight
B6 2065 leaves 23 h 37 after DL 5592 arrives on the timetable: more than half a day, so not a connection we count.