Eight young, single crew members meet one another for the first time aboard the luxury yacht Honor as it prepares to set sail from the beautiful Caribbean island of St. Martin.
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As Thomas adjusts to his new post-election life, Kathryn cannot seem to let go of the past Patricia organizes a charity event to benefit Wounded Warriors Shep and Craig agree to participate in a date auction relationships are pushed to the brink.
Thomas deals with the aftermath of the accusations as election day approaches Kathryn makes a far-reaching decision Whitney suspects Kathryn is behind the allegations the gang gathers at a restaurant to hear the election results.
Landon invites the gang to her hometown for a weekend getaway Kathryn upbraids Whitney after Craig and Kathryn spend a night on the beach alone, an explosive accusation threatens to upend Thomas' political aspirations.
After the Founders Ball, Craig encounters his boss and learns the consequences of his partying ways Kathryn resolves to become a different person when Shep and Whitney head to Delaware, secrets are revealed and friendships tested.
Patricia hosts an all-male dinner party to avoid drama, but Whitney and Thomas wind up fighting Craig invites Shep and Whitney to his parents' house the gang gets dressed in formal attire to attend a ball Kathryn ends up home alone.
As Shep plans his birthday party, Cameran decides it may be time to get a dog so she can put off having a baby Thomas and Kathryn move downtown as the campaign heats up the gang gets together to celebrate at Shep's birthday party.
After another fundraiser goes awry, Thomas realizes it's time for Kathryn to get a hobby Shep decides to stage an intervention for Craig Whitney vows to avoid Kathryn at the fashion show.
After Thomas tells Kathryn about his "Raise the Roof" campaign ad, she ditches him to spend the night with a friend Landon helps Cooper prepare for his fashion show Craig decides not to study for the bar Whitney comes face to face with Kathryn.
The crew goes to Shep's family plantation Whitney reveals a secret to Thomas.
Thomas hosts a dinner to share his thoughts on his friends' lives.
A white tie party for Carolina Day Thomas brings Kathryn as his date Whitney brings his assistant Jenna and Cameran go together Shep doesn't bring MJ.
Kathryn might be pregnant with Shep or Thomas' baby white tie Carolina Day party.
Thomas gives it another try with Danni Shep discusses his future with an old girlfriend Jenna hosts a pool party at her new home Kathryn arrives with Whitney and drops a bomb on Thomas.
Thomas thinks he's found the one until she questions his past cocktails cause Shep to make questionable decisions Whitney starts looking for a place of his own.
Whitney Sudler-Smith hosts a garden party one Charmer brings home a young society girl.
Jordan finally meets a woman he'd bring home to mother Kyle's L.A. buddies, Stassi, Beau, Katie, and Tom, pay a visit Stassi tries to help Lindsay see she deserves better from men Carl and Paige argue over who misled whom.
Carl's mother comes to the summer house and delights Paige Hannah takes the next step with British Dave Lindsay goes on a date with Peyman Jordan tells his housemates what he's been hiding Amanda and Kyle move on from the cheating scandal.
Danielle forgives Jordan, who continues to wreak havoc in the house Kyle woos Amanda the housemates visit a vineyard Hannah attends her grandfather's birthday party Carl and Paige's flirtation leads him to violate his cardinal rule.
Fireworks continue as the party winds down after Danielle and Jordan's tryst, he sets his sights on Paige Lindsay reconnects with Everett Kyle and Amanda work together on their new start-up the women tell Danielle about Jordan's true feelings.
Tensions come to a head during a trip to the beach Kyle and Amanda discuss moving in together Carl struggles with meeting his sales quota the housemates prepare for their annual Fourth of July party Jordan flirts with both Danielle and Lindsay.
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