On the season finale, the chief stew entrusts two crew members with the task of organizing an epic foam party for the guests. However, when the guests finally arrive, the party falls short of expectations. The bosun lands himself in hot water when he's caught texting again. The crew's final night out takes a shocking turn, leaving the bosun to make a difficult decision.

Due to inclement weather coming in, the final charter of the season risks remaining docked. The chief stew and bosun work tirelessly to organize activities for the guests, relying heavily on the assistance of the fourth stew. The chef receives a surprising text message from a former crew member.

The bosun's texting with a familiar chief stew turns into a damage control crisis. The chef faces a culinary challenge with a blindfolded dinner. The chief stew's service skills are put to the test. Illness strikes the lead deckhand, leaving Capt. Sandy with the daunting prospect of embarking on the next charter short staffed and potentially jeopardizing their ability to leave the dock.

A returning guest seeks redemption on a charter; a stew tries to find their footing.

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.

Tensions rise as the chef and a crew member clash, dividing the interior team. Romance blossoms, bringing two yachties closer together. The chief stew's frustration grows as her new team member struggles with the workload. Capt. Sandy loses her patience with the bosun after his actions cause a safety issue.

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.

The crew's day off at a beach resort is fraught with tension and division, lingering from the previous night's kerfuffle. The bosun's new romance ignites. A crew member confesses their frustrations and puts Capt. Sandy in a difficult position.

The bosun causes confusion when he shifts his romantic focus. The chef gives into temptation. The charter guests continue the festivities with the crew after the charter ends. An argument between the crew could be the one that ends friendships.

Some of the crew take notice of a group of attractive young women chartering the yacht. A miscommunication between the chief stewardess and the interior department leaves them uncertain. Capt. Sandy has an accident that could impact the rest of the charter season.

The crew orchestrates an intricate pirate-themed day; a tense docking tests the deck crew.

A deckhand's questionable work ethic gets on the rest of the team's nerves, while the Bosun struggles to motivate them. Two stews hope to bury the hatchet for the sake of crew morale. Past charter guests arrive with a new baby and a lot of energy, keeping the crew on their toes. Things get heated between two deckhands during an anchor pull, resulting in Capt. Sandy wanting to intervene.

A stew is torn between their open relationship and a growing onboard flirtation. The deck team's communication is strained during a rough docking. The rivalry amongst stews spills into the workplace and Capt. Sandy is forced to intervene.

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.

A deckhand steps up after a surprise incident. The crew is challenged by seasick guests, which leads to an impromptu excursion to Portofino. Natalya attempts to keep the interior team afloat before she meets her new chief stew, Tumi, for the first time.

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.