Capt. Sandy embarks on a new charter season on the beautiful waters of the Italian Riviera, but this time she's facing uncharted challenges. Two of her stews have unprecedented issues getting to the yacht, so a familiar face is called in to help. The deck team faces unforeseen obstacles. Capt. Sandy has no choice but to make a difficult decision.

Tumi and Natalya grapple with differences in management styles. Steward Kyle and a new deckhand join the crew on board. While stuck at the dock with unhappy guests, the interior team scrambles to keep everyone happy. Tumi and Chef Jack have trouble with communication.