After receiving a D.U.I., Chelsea Newman decides it's time to change her life starting with moving into an apartment closer to her workplace, so Chelsea and her best friend Olivia move into the same apartment building their co-worker Rick lives in. Meanwhile, Chelsea's sister Sloane is due to give birth and is unsure if Chelsea will be there for her.

Chelsea accepts an invitation to go deep sea fishing with her new doctor, Dr. Thomas (Tom Parker), and his partner, Dr. Rosen (Josh Meyers), and brings Nikki and Dee Dee along for the trip. As Dee Dee hits it off with Captain Steve (Nate Torrence), Nikki and Chelsea plot to pair off with the eligible doctors, but the girls are in for a surprise when it becomes apparent the doctors are more than just business partners.

Chelsea faces her father's wrath after the minor league baseball player she has been dating is traded to the Yankees.