Capt. Sandy embarks on a new charter season in Athens, Greece. She welcomes back familiar face Aesha Scott to serve as her chief steward. It's a homecoming until the provisions fail to arrive before the guests and the yacht crew is forced to scramble. When the second stew struggles to wake the chef, the guests get an unexpected surprise.

The charter guests find themselves still without provisions, but two deckhands save the day by securing a surprise from a neighboring boat. Aesha struggles to keep the interior running smoothly as her third stew mismanages the laundry, resulting in guests missing their clothes. Two deckhands make an unsuccessful attempt at sneaking around.

Capt. Sandy welcomes back a charter guest with high expectations. A deckhand and a guest drift too far away at sea, leaving Capt. Sandy questioning her bosun. As the yacht crew scrambles to address the guests' requests, the primary charter guest complains the food has not met their expectations.

As the deck team leaps into action to salvage a chaotic beach picnic, tensions escalate. The chef finds himself in hot water when charter guests complain to Captain Sandy before disembarking. Meanwhile, romance begins to blossom between more than two crew members.

Tensions flare when two stews pursue the same deckhand, causing heated confrontations. With a charter on the horizon, Aesha is rushed to the hospital due to an injury, leaving her interior team in disarray. Meanwhile, the deck team is still recovering from a difficult charter and struggles to maintain order.

To avoid being stranded at sea, Capt. Sandy must make a critical decision that could significantly impact the charter season; Aesha attempts to broker a truce and struggles on the bow lead Capt. Sandy to question the bosun's decision making.

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