Over the holidays, Jenna's brother visits New York and Brynn connects with her brother in Los Angeles. Sai and Ubah shop for the group's warm-weather getaway to Anguilla, but Jenna's choice to fly separate from the rest of the ladies results in an icy greeting on an island paradise.

Erin catches Brynn up on the newest tension between Sai and Jessel. During the group's picture-perfect boat day, Jessel clashes with Erin and Sai while Brynn and Jenna get closer than ever. Back at the villa, Ubah and Erin's pranks on each other result in a shocking shift in their friendship.