A new crewmember arrives but may lack some necessary skills. Capt. Sandy gives it her all trying to persuade a deckhand to stay on the boat. In scenic Portofino, the deckhands face their most challenging docking yet. Interior woes continue when a stew thinks the chef is out to get them.

Capt. Sandy has a difficult conversation with the primary charter guest after someone in their group becomes unruly. The bosun's interior love interest develops feelings for him, but fears that he doesn't reciprocate her sentiments. The chief stew's problems with an interior crew member reach a boiling point, forcing her to seek Capt. Sandy's intervention.