The crew enjoys a day off with an island hideaway, but Dane's drunken behavior leads to a confrontation with Eddie that puts Dane's future on the boat in jeopardy. When the charter guests, founders of a multi-million dollar apparel company, challenge Leon on his meal choices, he has to make a quick fix for the sake of the crew's tip. After witnessing Kate's failed attempts to smooth things out with Leon, Captain Lee issues the crew a stern warning.