Now that he's in Music City, Todd decides to launch his country music career. And while Todd works on a special song for Julie's birthday, he tricks her into planning her own surprise party. However, a nasty cold threatens to derail Todd's plan, and he is forced to go to an unlikely source for help.

Against Julie's wishes, Todd brings the family on their 20th anniversary trip to Hawaii. Savannah and Lindsie are charged with watching Nanny Faye, they get more than they bargained for.

Lindsie challenges Todd and Julie to change their unhealthy habits. When Chase gets his wisdom teeth removed, Todd takes advantage of his altered state of mind.