Simone loses respect for Kate after finding out she kissed Tanner. Brian and Courtney have a major argument that causes a giant rift in the crew.
Captain Lee gives the crew an ultimatum, Kevin makes a penis cake for a bachelorette party and Kate seizes an opportunity to strike revenge on an old foe.
Kate sets Kevin up for failure by allowing him to present an erotic cake. Capt. Lee arranges a party on a private beach for the crew's final night. Courtney and Brian try to resolve their issues. Tanner tries to woo Kate. Kevin confronts Kate.
In Part One, Andy sits with Captain Lee and the Valor crew to discuss Season seven's issues. Simone questions Kate's management technique. Chef Kevin opens up and the crew spills the tea.
In Part Two, Andy rejoins the Valor crew to discuss Ashton and Kate's horrifying fight in the van, the dysfunctional crew dynamic and Rhylee's anxiety with the deckhands.
Captain Lee returns to the Caribbean aboard M/Y My Seanna with a brand-new crew and one familiar face, but a critical injury sends Lee to the hospital and puts the fate of the charter season in question.
Shane struggles to adapt to unforeseen responsibilities on deck; Izzy begins to question her dream of being at sea; Rachel lets her emotions get the best of her; Francesca loses her composure in front of Captain Lee.
Ready to let loose in the Caribbean, James instead finds himself disappointed on the first night out; My Seanna welcomes a new crew member; Izzy makes a surprising decision; Francesca comes to grips with the ramifications of her emotional outburst.
Eddie starts to fell the pressure; James struggles to connect with his crew mates; Captain Lee is forced to level with the crew after a series of dangerous mishaps; Shane's repeated follies push Eddie over the edge.
Shane tries to redeem himself after getting caught sleeping on the job; Ashling excels in her duties, as Elizabeth suffers the scrutiny of Francesca; Rachel is excited to finally have refined guests on board, but things are not always as they seem.
The primary's 50th birthday dinner teeters on the edge of disaster after a caviar mishap; Rachel finds herself embroiled in interior drama; as Shane's career hangs on by a thread, Francesca's frustrations with Elizabeth build.
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