Episode 338 Is The Love Boat: The Next Wave (1998)

"Smooth Sailing"

The crew of a huge cruise ship awaits its new captain, Captain Jim Kennedy III, who left his US Navy career early for personal reasons. As if this transit weren't hard enough, his ex immediately forces upon him the care for their 15 year-old son Danny, a problem kid with a juvenile record; the captain orders Chief Purser Will Sanders to watch the boy permanently.