Hoping to find a new activity for the kids, Jen and Bill take Will and Zoey sailing. Will masters steering the boat, but Zoey's first sailing excursion may well be her last. Then, Will throws his friends a sleep-under and things get a little crazy.
It's Jen's birthday and Bill recruits the kids to help plan a surprise party. They decide to make her one-of-a-kind handmade gifts while Jen and her parents take a stroll down memory lane by visiting her childhood home.
Jen is recovering from surgery amidst the business of everyday life in the family. Bill and Will prepare for a Derby contest which is great father/son bonding but the pressure is on to win! Jen isn't able to participate so she and Zoey take a spa day.