What Happens When a Pirate Captain Canât Sleep? Captain Whitney Black McKee is a rowdy pirate! After traveling the seven seas and fighting sea monsters, itâs time to come back to homeport for a rest. But the Captainâs sleep has gone all awry. She desperately closes her eyes, but cannot find sleep. Sleepless. Whatâs a rowdy captain to do? She sends her crew aâthievin for a simple lullaby. But the rowdy heart doesnât always know what it wants or needs. Itâs not till Pappy appears that she finally finds her rest.