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The charter season comes to an end and two crew members go all in on a bad decision; a returning visitor has a pleasant surprise; some crew members get happy endings while others exchange harsh words.

The crew takes on a medical emergency. Gen is forced to face the consequences of her actions. Cooper tries a new strategy with Kat. Aesha babysits Kayden.

A new charter begins as the crew welcomes a billionaire, his fiancée and his five other boyfriends. Massi finds interest in Joy. Gen tries to enact a new agenda. Nathan and Joe's relationship begins to reach a point of no return.

Jeff Lewis and Annie Sharp weigh in on Justin's growing hair, sparking a hilarious debate about whether his signature look should stay or go.

Andy Cohen interviews Jeff Lewis and Joe Bradley.

Bronwyn finds happiness in her new relationship with Brandon; Whitney realizes she needs to make big changes in more than one aspect of her life; after Robert Jr.'s Homegoing, Lisa brings the girls together for a ski day to lift their spirits.

Daisy hosts a Seder for the group that ends up being a less-than-festive affair; Hailey divulges the trauma of her past; Erika takes a step towards growing her family; Erin and Jessel duke it out over coffee.

Capt. Lee Rosbach, Kate, Nico, and new crew members set sail on the mega yacht Valor in the waters off the coast of St. Maarten; Kate and Nico have their hands full training inexperienced crew members; Nico deals with a personal tragedy.