While Pasacale finds success with her jewelry line, Jay tries to find the perfect surrogate for his baby plan. Tara is forced to make a decision about her future with her boyfriend when she finds out Vince and his girlfriend are moving in together.

As the summer comes to an end, Tara invites the group to her family cabin in Wisconsin for what is supposed to be a relaxing weekend. But after Vince angered Ray by not attending a charity event in memory of his mother, road trip rage and a confrontational dinner threaten to end their friendship.

The cast reveals fun and formerly unseen secrets as they comment on more memorable moments from their 100 days of summer together.