Chef Ben Robinson and eight new crew members undertake a charter season aboard a private luxury yacht in the Greek islands Bryan gets an unexpected promotion the crew scrambles to stream a live football game in the middle of the Mediterranean.
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Lala drops a bombshell on Raquel that shakes the foundation of their newfound friendship Sandoval takes some time away from the bar to play rock star with his cover band Ariana and Katie take the next step in opening their sandwich shop.
Raquel cozies up to Peter in an attempt to get over James Lala opens up about the origins of her last relationship James throws Raquel under the bus to Lisa Katie comes face to face with the bar that led to the demise of her marriage.
Katie and Schwartz attempt to maintain a friendship in the wake of their recent divorce James introduces his new girlfriend, Ally, to the rest of the group tensions between Schwartz and Lala bubble over when one of them commits an act of betrayal.
On the eve of Raquel and James' engagement party, Scheana and Brock make a big announcement that sends shock waves through their friend group, and Sandoval confronts Lisa about her lack of support for the Toms' new bar.
Ariana and Katie meet with Randall about investing in their sandwich shop, while Sandoval gets cold feet about helping Brock with his latest scheme to marry Scheana the gang heads north to a beautiful winery in Santa Ynez.
Ciara gets closer to West the group confronts Jesse about flirting with Paige the dynamic between Lindsay and Carl leaves everyone questioning the strength of their relationship Kyle wonders about his relationship with Amanda.
Carl and Lindsay find themselves in conflict while Amanda and Kyle try to get back on track West consults Paige on taking the next step with Ciara Lindsay drops a bomb as she and Paige agree to move forward in their friendship.
Kyle tries to repair the damage caused by venting to Paige about his future with Amanda Ciara feels a spark with new housemate West Lindsay and Carl return to the packing issues nobody saw coming.
While Kyle's 40th birthday party comes to a dramatic end, Lindsay and Carl throw a housewarming party and Danielle arrives with baggage back in the Hamptons, Sam and Kory's flirtation heats up Carl takes Danielle aside to clear the air.
Kyle celebrates his 40th birthday with a Western-themed rager, and sparks fly between Kory and Sam Lindsay and Danielle confront their issues Paige is surprised by a revelation from Craig.
A confrontation during a girls-night dinner opens a rift between Lindsay and Danielle Ciara considers a fling as a new man joins the house everyone gets ready to send it at Kyle's 40th birthday party.
As Kyle and Carl devise a plan to make Chris feel like one of the guys, a visit to a vineyard continues to strengthen Ciara and Danielle's friendship the girl's night turns sour for Lindsay.
The housemates throw their first big party of the summer as Kyle confronts the fallout from his outburst at the slumber party Sam's encounter with a new man reignites old insecurities.
The slumber party turns into a nightmare when a blowup between Kyle and Lindsay leaves Carl stuck in the middle Gabby leads the charge on the first bash of the summer a confession from Danielle turns Lindsay's world upside down.
Carl returns to the Loverboy offices and his work issues with Kyle come to a head back in the Hamptons, Andrea rejoins the crew with hopes for an Italian dinner do-over a slumber party turns from wild fun into a bad dream for the housemates.
Danielle and Gabby agree to move past shady men Chris takes his shot with Ciara Kyle is frustrated with Carl and Lindsay the girls enjoy an afternoon of sipping and spilling the tea until a revelation from Danielle threatens to derail the party.
After a heated exchange at dinner, the house attempts to undo the damage Craig reveals his intentions with Paige Lindsay admits she may have feelings for Austen with time running out before their wedding, Kyle pressures Amanda for a prenup.
Things between Carl and his crush start to heat up Craig is back in town, and Paige wonders if she's finally ready to take things to the next level Andrea brings an Italian dinner tradition to the Hamptons.
Love is in the air as Lindsay's fairytale birthday continues Carl's new fling seems to be fitting right in, and Mya hits it off with a potential suitor Andrea does his best to put himself back on the market.
Lindsay throws an epic, twisted fairy-tale birthday bash to celebrate turning 35 when Austen arrives, Ciara isn't the only princess in the house who has eyes for this Southern Prince Charming Paige and Craig's relationship moves in a new direction.
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