The stars confront major life decisions. Hollis learns the truth about Matthew.

Hollis doubles down on her itinerary; the stars open up to each other. Caroline befriends Gigi.

Brooke's marriage troubles show up on Nantucket. The stars come together and rally around Hollis.

Hollis finds out Caroline's secret and reaches a breaking point. The stars hit the town.

The stars go to the spa for some relaxation and it's anything but. Dru and Tatum's history emerges.

Tension builds when the stars go shopping downtown. Dru's cancellation gets real, forcing Hollis and Dru to deal with the reality of their friendship. Tatum and Jack reminisce. Gigi and Brooke connect.

Hollis' stars want her to deal with her grief, but all she wants is a dance party. Gigi's secret weighs heavily on her. Caroline runs into her high school crush. Tatum gets a voicemail from her doctor, pushing her to reconnect with Hollis.

After a devastating loss and a very public breakdown, Hollis decides to host a five-star weekend at her house on Nantucket, with three friends from three phases of her life, plus a brand-new one.