The first adventure of the season sends the charter on a caving expedition, but it's Kyle who ends up digging himself into a hole by flirting with Kasie in front of guests. When Capt. Kerry gets word of Kyle's behavior, red flags are at full-mast and he orders his easygoing bosun, Lewis, to get control of his team. Communication issues between the stews and the galley continue to mount, putting meal quality in jeopardy and sparking distrust between Jess and Faye. After taking ill on Day 1 of charter, Oriana strives to prove herself worthy to Faye. Nathan clashes with Kyle over life jacket safety and Mike gets a crash course in Charter Yachting 101.
