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- The crew's first beach picnic of the season gets off to a very rocky start, ultimately leaving Colin shattered and empty-handed. Meanwhile, Chef Mila faces her biggest challenge yet, baking. And Hannah realizes Mila may not be up to the standard she's used to. Joao continues to have growing pains in his new leadership position as he attempts to get his deckhand Jack in line.
- The Sirocco crew comes to terms with Mila's controversial views. Captain Sandy's good friend, Dr. Jennifer Berman, returns with the expectation of actually leaving the dock this year. Hannah's on high alert making sure Sandy's friends are taken care of and Sandy's toast is butter free. Meanwhile, Joao continues to struggle to motivate Jack. Colin wonders if this new crew might be a little too bawdy for him, and Chef Mila's redemption charter gets off to a choppy start forcing Sandy to think outside the box with a unique plan.
- Joao confides in Captain Sandy about his heartbreak while promising not to let his emotions get in the way of his work. Chef Mila continues to struggle in the galley, forcing Captain Sandy to make a temporary adjustment. Hannah finds herself in familiar territory as she takes on double duty trying to please unhappy charter guests. Meanwhile, the guests lose more than just their patience, and teach Travis a valuable lesson - that there are no pants in the South of France.
- A recording artist charters Sirocco with her family to shoot a music video and uses the crew as her production assistants. Jack begins to develop feelings for Aesha after growing a little closer on the dance floor, and Joao feels the workload pile up. Meanwhile, Colin has a bout with the anchor chain that could leave Sirocco stranded.
- With Anastasia filling the role as Temp Chef and Lead Deckhand Travis helping as her sous chef, the exhausted crew continues to work a person down in each department. Teenage popstar-in-the-making, Ashley continues to have a "Good Mawnin'" as she completes the filming of her new music video. Joao acts quickly in a dangerous situation, involving Captain Sandy's nemesis, the Sirocco anchors.
- Motor yacht Sirocco braces for its most exclusive charter guest yet: The Queen of Versailles (2012). Joao faces his old demons after a drunken night out as well as an increasingly defiant deck crew. A new third stew joins the boat who has Colin swooning, and Hannah hoping she can fill Anastasia's shoes.
- Hannah and Joao have a miscommunication over a guest excursion. In the galley, Anastasia is forced to prepare foods that go against her vegan lifestyle to please the charter guest, the 'Queen of Versailles.' June continues to struggle to impress Hannah, leaving her unsettled through the crew night out.
- Baseball legend Johnny Damon comes on board with a group of his rowdiest friends making the crew work double-time. June struggles to keep her radio on, which leaves Hannah frustrated. And Jack and Travis get in hot water with Captain Sandy when they fail to respond to an alarm. As Anastasia gets more comfortable in the galley, questions arise about her food. Jack takes Aesha on a romantic date. Travis and Joao end up on a dangerous mission to rescue the anchor.
- Captain Sandy continues her on-going battle with Sirocco's anchors, while Joao and Travis continue their deep dive to set the anchors free. Baseball star, Johnny Damon along with his family and friends not only go against the bad weather, but also a feisty neighboring yacht owner. Meanwhile, Aesha and June bond over their mutual losses. And as the guests depart, Sandy is faced with a big complaint making her second guess her decisions.
- The crew enjoys a day off at an exclusive resort in Monte Carlo, but some of them are faced with more than they bargained for. Joao and Hannah have a heart to heart, while June tries to open herself up to Hannah with not so favorable results. Meanwhile, Travis confronts Joao over his treatment of Aesha. A new group of energetic charter guests come on board, and with Anastasia's confidence shaken by poor reviews from the previous charter, she tries to regain her swagger. But when the guests complain about cold food, Sandy begins to wonder whether Anastasia has what it takes.
- Captain Sandy finds one of the crew member's positions redundant. Joao finally confronts Jack on his lack of work ethic giving him an ultimatum. An overwhelmed Anastasia is pushed to her breaking point in the galley, and when Colin learns that someone will have to leave the boat, he makes a bold move.
- Colin faces a tough decision and Anastasia accepts her new role, but Sandy wonders whether if she's now phoning her job in. An all-female group come on board and do their best to flirt with the deck crew. Jack and Aesha move in together making Travis feel isolated. And a familiar face returns that has Hannah on her toes.
- Ben's first dinner doesn't wow the guests as much as he had hoped leaving him questioning if he still has his sea legs. Anastasia has a hard time adjusting back to her old third stew role, while Travis continues to have a difficult time losing Jack to Aesha. And when 20 knots of wind strike, the deck team rushes to secure the vessel leaving Colin in a place which could end his season.
- Ben is determined to regain his sea legs, but Sirocco's faulty galley has other plans. Travis' latest drunken night has Sandy at the end of her rope. Jack ups his romance game by writing poetry for Aesha, while Anastasia's apathy for her old job is starting make Hannah's life more difficult. And rough seas puts the boat in a situation that leaves everyone holding on for dear life.
- The charter guests request a White Party for their final dinner, and Ben goes to great lengths in creating a menu for the theme. Joao's ego gets him in hot water with Captain Sandy, while Jack enlists the crew to help him ask Aesha to be his girlfriend. And Hannah's leadership skills are called into question after Sandy calls out the interior crew for a subpar performance in service.
- The crew prepares for the final charter of the season, and with Joao sidelined with a high fever, Travis is forced to step up. Bad weather rolls into the South of France leaving Sirocco stuck at the dock, adding more pressure on the interior team to perform. And when Anastasia gets on Sandy's bad side, Hannah bares the brunt of the Captain's fury.
- On the final episode of the season, a boat catches fire in port stranding Sirocco with nowhere to go. The interior team grows resentful of Sandy's harsh criticisms, while Jack and Aesha contemplate their future off the boat. And Sandy calls out Hannah's lack of passion for yachting, which leaves both of them wondering if this will be their last charter together.
- Taylor is determined to defeat her arch rival, Corinne, even after being dispatched on the dramatic two-on-one date. So as Nick and the controversial bachelorette attempt to have a romantic evening, Taylor crashes their party to share information about her adversary. Will that change Nick's impression of the provocative woman? After the rose ceremony, nine lucky ladies remain on the journey to the beautiful island of St. Thomas. Particularly curious about one bachelorette's mysterious past, Nick spends the day with her, but will there be enough of a connection between them for her to continue? What starts out as a fun-filled, relaxing group date on a sandy white beach, turns awkward and goes awry, as Nick supplies a surprise ending. After this disaster, Nick is bewildered but continues with another two-on-one date with two women about whom he has been optimistic, hoping for reassurance that love is in his future. An unprecedented turn of events leaves Nick in tears and the remaining bachelorettes heart broken. Is Nick's fourth bid to find his soul mate doomed?
