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 a move on Rhylee after a wild night.
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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.
Ciara gives Alex a chance, while Paige makes a long-distance confession to Craig that leaves him livid. With Kyle and Amanda's rocky relationship on full display, the ladies of the house take it upon themselves to stage an intervention with Amanda. And Lindsay learns some life-changing news with Danielle by her side.
Shep and Craig help Austen move things out of his childhood home Taylor voices concerns about Shep's past infidelity back in Charleston Olivia prepares to throw an oyster roast, and one guest's presence causes Austen to spiral.
Madison and Venita's joint party takes a turn for the worse Paige sets ground rules for her relationship with Craig Shep struggles to get Taylor to trust him while he's away Kathryn sets up a girls' night out to celebrate her new status.
Austen gets emotional when he learns his parents are selling his childhood home Chleb leans on his cousin for support in the wake of his breakup with Kathryn Shep's past comes back to haunt him when Taylor voices her concerns for their future.
Shep tries to charm his way out of the doghouse with Taylor after an apology tour, Kathryn continues to face backlash for her exchange on social media Austen refuses to accept that his relationship with Madison is over.
John cozies up to Madison as she reaches a decision about Austen after Craig debuts his HSN line, Patricia has an announcement of her own Shep and his girlfriend struggle with the pressures of quarantine Leva confronts Kathryn.
Charleston reopens with big changes due to the pandemic and social unrest everyone comes to grips with the new normal.
Despite tensions among the guys, they prepare for Patricia's annual dinner party John follows Patricia's advice and decides to pursue Madison, even though he would be breaking bro-code with Austen Charleston deals with the onset of coronavirus.
Leva hosts a Persian dinner for the girls the boys discover John doesn't honor bro-code Shep and Taylor double-date with Austen and Madison Kathryn finds out a secret about Thomas.
Shep continues to spread gossip at his party, upsetting Madison and ultimately affecting his friendship with Austen Leva comes to Cameran's defense and confronts Kathryn for igniting the rumor mill Patricia suggests John pursue Madison.
Austen and Madison's bond is stronger than ever Kathryn reveals a bit of gossip to Craig with a new girlfriend and a therapist in tow, Shep's new and improved attitude leaves him determined to keep his nose out of everyone's business.
The socialites get ready for another grand event hosted by Miss Patricia battle lines are drawn when Austen learns that Shep and Craig's dates are the women from his infamous threesome video Ashley considers crashing the event.
The guys hit the town in Nashville, Tenn., in their attempt to get Austen over Madison Patricia hosts a female-only dinner party that is even raunchier than the boys' night out, as the women share some secrets of their own.
To get Austen's mind off his ex, the guys rent an RV and head into the great outdoors Chelsea steps up her hair game Eliza tries to mend fences Cam finally asks for help with Palmer Kathryn and Danni's friendship is at an icy standstill.
Kathryn and Danni leave the girls' trip on frosty terms Cameran realizes she needs to get back to work Craig decides to host a party to trick his friends into helping him sew pillows Chelsea lays into Austen for talking behind her back.
Austen has second thoughts about breaking up with Madison Chelsea learns Austen has been badmouthing her around town a shocking experience gives Eliza a new lease on life Kathryn pulls another one of her stunts before the girls' trip.
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