After a night of partying, the crew prepares for a new group of charter guests; Kate makes a bad decision, putting Amy and Ben in a bind as they struggle to create a special birthday celebration for a guest; Kelley and Jennice reach a decision.

The new charter guests turn the Ohana sky deck into a stock trading floor and Logan turns on the charm towards the primary guest’s model girlfriend.

Captain Lee, Kate, Eddie, and Amy are joined by five new crewmembers as they prepare the luxury yacht, Eros, for a new charter season in Abaco, Bahamas. New personalities bring new challenges as the crew welcomes their first charter guests, a hard-partying hotel owner and his friends. With inclement weather ahead, the crew must keep an on-boat "foam party" planned for the charter guests from turning into a wash.

Rocky and Emile are chastised for their dangerous stunt; Connie receives bad news that jeopardizes her future on the boat. Kate clashes with chef Leon over what to serve to the charter guests for their final dinner.

Charter guest Dean forces Kate to elevate her towel-art game; Kate questions chef Leon's credentials after he is unable to prepare a traditional meal. Don decides to join Rocky for a quick swim, putting his future onboard the yacht in jeopardy.

Rocky uses her mermaid tail to entice Dean and his guests into the sea; Leon claims to have worked on a cruise ship. Eddie's long-distance relationship begins to flounder. Emile decides to take Rocky out on an unforgettable date.

After their date, Emile is dismayed to learn Rocky wants to be his friend. Kate fails to supply a special bottle of tequila for the new guests. A new deckhand arrives. Eddie is distracted from his duties, putting him on thin ice with the captain.

The yacht is left a mess following a whipped-cream bikini party. Meanwhile, Eddie's long-distance romance hits rough waters, the charter guests are former sorority sisters who relive their college antics, and Emile receives a discouraging letter.

Emile fumes when Rocky breaks down the status of their relationship in a very public way. The charter guests are preppy siblings, who request an elaborate multicourse tasting menu. Also, a sudden freak storm creates chaos for the crew and the guests.

The crew enjoys a day off with island antics, but boozy behavior leads to a confrontation. Meanwhile, the charter guests challenge Leon about his meal choices; Capt. Lee must issue a stern warning; and a proposition results in a secret rendezvous.

Sightly charter guests arrive to celebrate a birthday. Meanwhile, Leon makes a culinary mistake; Connie impresses with her deckhand skills; Eddie questions a relationship; and a fire breaks out, putting the entire boat in danger.

Capt. Lee grills the crew while investigating the cause of a gallery fire, leading to a dismissal. Chaos abounds on the boat, but the crew must unite to create a 50th birthday celebration for their charter guest. Also, a familiar face joins the boat.

"The Real Housewives of Atlanta's" Cynthia Bailey and Claudia Jordan board the yacht; while veteran deckhand Dave joins the boat, Emile proves to be a favorite with the guests; Rocky overhears Eddie making derogatory comments about her.

Rocky struggles to maintain her composure as her frustrations mounts; Ben impresses the charter guests with a steakhouse-style dinner; Rocky reveals details about her secret affair with Eddie to Amy and Emile.

The final dinner of the charter season is put in jeopardy after Ben suffers an injury and is forced to rely on Rocky for help; the captain talks to Connie about her yachting future; Eddie and Rocky confront each other at a celebratory bonfire.

Kate and Amy attack Rocky's work ethic; Eddie divulges his personal drama; Emile reveals how he handled Rocky's rejection; Deckhand Don returns; Captain Lee explains why he let Chef Leon go; Kate's accused of drinking on the job.

Eddie and Rocky come clean about their laundry-room affair; Captain Lee delivers doses of tough love to two members of the cast; Rocky claims her fling with Eddie continued after the end of the charter season.

Captain Lee and chief stew Kate welcome seven new crewmembers aboard luxury M/Y Seanna as they travel outside the Caribbean for the first time ever to explore the tropical waters of Tahiti. Kate has high hopes for her experienced interior crew, however, bosun Chandler finds his hands full training a fisherwoman turned-third deckhand. Neither department is prepared for the return of legendary charter guest, Foam Party Steve.

Captain Lee and the crew cater to Steve's unpredictable antics; Chandler struggles to find his footing; cracks are revealed during a busy dinner service; in Tahiti, Ashton proves to be a ladies man; Chandler has an explosive encounter with Rhylee.

Rhylee's outburst with Chandler puts her at odds with the Deck Team; Kate and Josiah comfort Caroline after she receives devastating news from home; Captain Lee and the crew have their work cut out for them when a disgruntled charter guest arrives.

Captain Lee worries that Chandler is mismanaging his deck team after hearing some unsettling news; Ross confronts Rhylee after she oversteps her boundaries; Caroline overhears a conversation that sends her into an emotional whirlwind.

Rhylee struggles to keep her attitude in check; the crew welcomes a group of Silicon Valley investors who are obsessed with social media; Caroline wakes up with a mysterious foot injury; Kate struggles to cater to a guest's odd and naked behavior.

Chandler's decision making frustrates the deck crew; Rhylee and Ashton grow desperate for a change at bosun; charter guests overcome their fears by swimming with some scary ocean predators; Ashton makes on move on Rhylee after a wild night.

The crew welcomes aboard a large group of charter guests with two young children, posing new challenges for everyone; while Chef Adrian jumps through hoops, Chandler tries to redeem himself with Capt. Lee; Caroline's sour mood pushes Adrian to snap.

Chandler is at odds with Capt. Lee and the entire Deck Team after an oversight leaves charter guests stranded at an off-boat excursion without basic amenities.