The family attends the annual school fair and Phil has a big 20th wedding anniversary surprise planned for Claire at the fairgrounds, but unfortunately, she simultaneously has a surprise for him back at home. Gloria signs Jay up to be a fair cop for the day and it gets worse when he’s partnered up with his nemesis. Elsewhere, Mitch, Cam and Lily try to enjoy the fair but Cam is in a funk from the football team’s recent losing streak, and Haley has an awkward first encounter with Andy (guest star Adam DeVine).
Shawn and Gus board a ferry bound for The Channel Islands. They’re volunteering for environmental cleanup, along with other nature lovers and a group of four prisoners on work detail. After Gus gets seasick, he and Shawn take a wrong turn, then run into CRAIG, the prison guard, who has been tied up and gagged. Craig tells them that the prisoners he was guarding escaped and are loose on the ferry. Shawn calls Henry and tells him the news. Craig, Gus, and Shawn find themselves in a standoff with the prisoners, who are demanding to be let go on the life raft.