Zach is stuck in a rut and still living at home. Matt and Amy struggle to motivate him to move forward in life, but it's the arrival of a new girlfriend that changes Zach's life in immeasurable ways.

The confluence of Amy's 50th birthday and Matt and Amy's 25th wedding anniversary inspires Matt to take Amy on an adventurous and romantic road trip to California. The couple re-trace their honeymoon steps in San Francisco and Matt surprises Amy.