Malia and Adam share a romantic moment, but complications arise when she continues to flirt with Wes. The charter guests play dirty as they challenge the Sirocco crew to a relay race. When Hannah finds out Adam intentionally decided to go against the guests' food preferences, the two butt heads once again. Meanwhile, Bugsy feels alienated from the stews as Hannah and Lauren give her the cold shoulder. And when Hannah informs Captain Sandy about Adam's food sabotage, the rebellious chef finds himself in hot water.

Hannah continues to struggle with working under the close eye of Captain Sandy. After a mishap with the anchor, Sandy realizes her new deck crew has a lot to learn if they are going to have a successful charter season. Bobby develops a crush on Malia and rushes to her aid when she suffers a freak accident. As the guests enjoy a uniquely themed dinner, a slip of the tongue by Adam threatens to ruin a carefully planned surprise. And, a wild night of partying leads to a major argument as Bobby clashes with Hannah over interfering with his past relationships.

The naked guests distract the crew as they try to stay focused on their jobs. As Hannah and Bobby hash out their differences, Lauren struggles as the tension mounts between her and Bobby. Meanwhile, Bugsy maintains a stiff upper lip as she deals with the loss of her grandmother. And when Captain Sandy joins the guests for dinner, Adam feels the heat as he strives to deliver the perfect meal. On the last day of charter, a massively twisted anchor chain leaves the crew and guests stranded at sea and threatens to sideline the Sirocco for the rest of the charter season.

Captain Sandy becomes frustrated when the deck crew makes a dangerous mistake. While Adam's working relationship with Bugsy grows stronger, tension mounts between him and Hannah. When a guest is involved in a serious accident, Bobby springs to action with his Firefighter/EMT skills. Meanwhile, an overwhelmed Lauren struggles with her responsibilities and questions her future on the boat. And, an argument between two guests has the crew worried about their tip. Finally, a wild night out sparks romance, leaving Malia in the middle of a complicated love triangle between crew members.

Malia, Wes, and Adam find themselves in uncharted emotional territory as news of their love triangle spreads below deck. The Oklahomans return as charter guests keeping the interior on their toes as they struggle to keep up with their demanding requests. Max misses his girlfriend, while Lauren continues to feel the heat as her duties mount. When Adam deliberately goes against a guest's food preferences and his food is sent back, tempers flare in the galley. And, a low blow from Adam about Hannah's job performance puts Bugsy in the middle of their growing animosity towards each other.

Adam's wedgie prank goes awry, and Wes does everything he can to avoid Adam. A one day charter quickly feels like an eternity when a group of eccentric Texans board Sirocco and keep the demands flowing more than the drinks. Meanwhile, Malia gets on Sandy's bad side when she jeopardizes a routine anchor drop. Bugsy and Lauren become disgruntled about the lack of work that Hannah contributes to the interior. And while Bobby and Malia clash over their responsibilities as deckhands, an unexpected and flirtatious friendship develops between former interior rivals.

The crew of the luxury yacht Sirocco sets sail in the waters off of Croatia. Hannah and Bobby are joined by seven new shipmates. Hannah is used to running the interior her way, but suddenly finds herself at odds with a seasoned new leader - Captain Sandy. Bobby is once again looking for love while also working in close quarters with his ex. Chef Adam brings a chilled-out surfer vibe to the galley, as deckhand Malia finds herself the center of attention with the guys. When Captain Sandy interferes with a picnic, Hannah is left wondering if she will make it through the season.

The rift between Bobby and Hannah grows even wider when Lauren is dragged into a heated debate about the past. A frustrated Bobby calls out Lauren for having an affair with one of his close friends, leaving an emotional Lauren feeling ostracized. Meanwhile, a group of revealing charter guests shed their clothes while the deck crew tries to remain professional. Bugsy learns of a devastating loss back home and must decide whether she should go home or work through her pain. And, a challenging stern tie goes awry as the boat starts drifting into the cliffside potentially leaving the guests safety in jeopardy.

When a hot bachelor charters the Sirocco, a smitten Hannah attempts to keep it professional. Wes struggles with his growing feelings for Malia as fireworks ignite between her and Adam. Bugsy and Hannah’s relationship gets further strained as they question each other’s job performance. Meanwhile, Max anxiously awaits a visit from his girlfriend and Bobby gets special attention from a charter guest. And, with Adam’s job on the line, he tries to redeem himself to Captain Sandy by delivering a challenging 7-course meal.

As the charter season comes to an end, the Sirocco crew struggles to resolve their complicated relationships before they go their separate ways. Bobby finally finds romance in Croatia, but tensions build between him and the primary guest when Bobby takes things too far. Hannah and Bugsy air their grievances and Lauren must choose which side she's on. Finally, Adam has one more shocking salacious detail for Wes, leaving Wes and Malia's relationship on the chopping block yet again.

Wes reveals his feelings for Malia, whose relationship with Adam takes a shock-and-awe turn. Max's girlfriend visits. Bugsy discovers that Hannah has broken yachtie code. Tequila-loving guests arrive. Tension envelops Hannah and Adam.

Bugsy's frustration with Hannah reaches critical mass when she calls Hannah out for not pulling her weight. On the final charter of the season, a former guest returns, this time flanked by six beautiful women who test Bobby's willpower when he matches with one on a dating app. Finally, Wes is blindsided when Adam reveals shocking details of a text message exchange between him and Malia, putting Wes and Malia's future in question.

When Hannah and Adam continue to clash about the quality of his service, a frustrated Captain Sandy insists that Adam step up his game. Despite trying to keep their relationship professional, Wes and Malia share an intimate moment while on the job. Max is excited to prove his worth by taking the boat off the dock for the first time, as Hannah and Bugsy try to work together despite their increasingly tense relationship. Meanwhile, the crew is under pressure to perform to the highest standard of excellence when an influential charter broker arrives onboard that could make or break their careers in yachting. Finally, Captain Sandy puts Wes in a difficult situation by forcing him to choose a lead deckhand.

When bad weather keeps Sirocco at port, the crew scrambles to keep a VIP charter broker and her friends happy. Wes announces his choice for lead deckhand, causing tension to erupt. Despite their differences, Hannah and Bugsy attempt to work peacefully alongside each other. Meanwhile, word gets out that Wes and Malia exchanged a kiss during anchor watch leaving their crew mates outraged about crossing professional boundaries. And frustrated by watching the romance grow between Malia and Wes, a heartbroken Adam reveals to Bugs that he and Malia have a secret past. Finally, on the crew’s day off in the historical city of Dubrovnik, Adam pulls a prank on Wes that goes a little too far for Wes’ liking.

Bugsy and Hannah come face-to-face for the first time since charter and Wes, Malia and Adam discuss THAT love triangle and the penthouse in Santorini.