Another season in the Mediterranean gets under way as Captain Sandy Yawn and the crew cruise the Italian coast; chef Adam returns and is ready to redeem himself. Returning chief Hannah finds herself at a crossroads on whether she should settle down.
The crew must fend off demanding charter guests in order to keep Captain Sandy at bay after receiving complaints; a guest excursion to Capri allows Joao and Kasey to get to know each other; an intense storm strikes.
After a tumultuous night out arguing with Hannah and professing his attraction to Brooke, Joao must deal with the consequences of his alcohol-fueled alter ego, Jezabob. Brooke confides in her mother that she’s torn between being single and jumping right back into the dating pool. Sandy’s good friend comes aboard, and the entire crew is on high alert to make sure the Captain’s friend is well taken care of.
Sandy comes down hard on the interior leaving Adam to defend himself by blaming the stews' lack of communication. After weeks of back and forth flirting, Hannah puts her feelings on the line with Conrad. Meanwhile, Joao gets tough on Jamie after she accidentally oversleeps. Now that Kasey's seasickness is under control, Hannah turns her focus and frustrations to her third stew's slow-moving pace.
The primary and her guests continue to turn up the heat on the crew causing tension between Adam and Hannah over communication. Sad about missing her sister’s wedding, Brooke tries to remain professional while still on charter. Meanwhile, Kasey and Joao continue to elevate their game of flirting as Brooke develops a crush on Adam. And during the crew night out, Hannah attempts to take her relationship with Conrad public, putting him to the test. As Conrad gets closer to Hannah, Captain Sandy begins to notice he’s distracted.
Hannah’s ongoing struggle with her underperforming Third Stew comes to a head when she learns Kasey lied on her resume. Meanwhile, Captain Sandy is concerned by Conrad’s growing feelings for Hannah when their romance results in distractions from Conrad’s duties. On the heels of a dining charter from hell, Adam is overjoyed when he learns he has free reign in the galley with his new charter guests. And, much to Conrad’s dismay, Joao’s strong work ethic is rewarded by Captain Sandy.
The love triangle intensifies as Joao continues to send mixed messages to both Brooke and Kasey, which prompts them to confront him. A night out at a Michelin-starred restaurant inspires Adam to step up his culinary game for the rest of the season. Conrad’s feelings for Hannah grow stronger while his relationship with Sandy continues to become more strained. Sandy dishes out high praise to Kasey much to the chagrin of Hannah.
While the crew works hard to pull off a magical picnic for the guests on the island of Capri, Joao earns the praise of Captain Sandy for putting out all the water toys as the solo deckie. Later, rough seas force Captain Sandy to maneuver the boat during dinner service to help a sea sick charter guest. After the guests depart, Captain Sandy announces a crew day off and Brooke throws Hannah a fake 30th birthday dock party. During the celebration, the love triangle appears to be tipping in Kasey’s favor forcing Brooke to either take a chance and go for Joao or risk missing out forever.
Joao solidifies the love triangle, leaving Kasey confused. On the crew day off, Hannah feels slighted by Brooke when she pursues a relationship with Joao. Meanwhile, Adam gets ready for his chance at redemption as he goes foraging for food fretting the return of charter guests from last season. Tensions rise when Hannah doesn’t feel supported by Conrad leaving her stricken with anxiety. And, Jamie becomes very ill and Captain Sandy must pull together a charter with one deckhand quarantined and her chief stew down for a mental health day.
With both Hannah and Jamie down, Captain Sandy steps in to support her crew. Adam feels like his chance at redemption is foiled when charter guest Kenny requests an impromptu beach picnic. As Brooke and Kasey step up to fill the void for being down a stew, they notice that it’s smoother sailing. Meanwhile, Conrad is torn between being a shoulder to lean on for Hannah and assuring Sandy that he’s fulfilling his job on deck. And Hannah crosses a line with Sandy that could end her charter season a lot sooner than she thought.
Captain Sandy’s patience is tested when Hannah disobeys a direct order. Meanwhile, Adam concentrates on delivering another onion-less dinner to complete his redemption with Charter Guests Kenny and Amber. Joao feels betrayed when he overhears Kasey warning Brooke about his flirtatious ways. An argument erupts between Hannah and Conrad over their polar opposite lifestyles.
Hannah and Conrad re-evaluate whether their opposite outlooks on life will be able to coexist off the boat. Brooke and Kasey start to air their grievances over Hannah’s work ethic, while Jamie’s hard work gets recognition. Kasey and Joao resume their friendship, leading Brooke to question his intentions. And when a group of Sandy’s friends charter the yacht, its make or break for Hannah as she puts on her best stew face.
Hannah and Joao’s contempt for one another grows even stronger when Joao ruffles Hannah’s feathers. And, on the first day of charter, strong winds leave the boat stuck at the dock, and Adam must do everything in his power to keep the guests distracted with his cuisine. Meanwhile, Hannah’s leadership skills are challenged by Brooke and Kasey. And Colin finally gets the nerve to reveal his season-long feelings for Brooke.
Hannah confronts Kasey and Brooke about the hierarchy of the interior. The primary charter guest asks the crew to participate in a trust exercise involving arrows that leaves everyone concerned for their safety. Adam not cooking for the crew finally comes to a head, while Colin gets a surprise visit that leaves him in tears. Hannah and Conrad’s relationship hits a tipping point, and Joao finds himself in hot water with Brooke when he gets called out for flirting.
Adam rises to the occasion with his crew meals; on the final charter of the season, a group of self-proclaimed "Daddy's Girls" come on board; Hannah and Conrad deal with the stages of a boat breakup; Joao makes a shocking admission to Kasey.
On the season finale, the Talisman crew pull out all the stops to end the season on a high note; Hannah picks a fight with Joao and Brooke, causing the mild-mannered Brooke to fight back; Adam delivers a final dinner that leaves the guests speechless; Joao’s feelings for Brooke are solidified after his shocking confession to Kasey; and Conrad’s mission to avoid Hannah backfires when she gives him a proposition he can’t refuse.
