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.

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.