On the boat, Max spies Cassidy and Alex kissing, causing Max to retaliate by kissing Tamira. Sean tries to teach Tamira to dance but she's torn over her relationship with Sean and her attraction to Max.
In New York, Max catches Cassidy cheating on him and runs away from the ship. Sean pretends that he is Mr. Big Shot City Guy who knows everything. Denise takes Jimmy out to lunch with her and her family and a Harvard recruiter.
On the boat, Alex thinks Ashley's cheating on him with Max, when Max is innocently painting Ashley's portrait as a present for Alex. Sean announces that he's over Tamira and decides to hold a Seandezvous. However, when a boy named Brent asks out Tamira, Sean panics and asks out a girl named Kerry. Brent and Kerry ditch their dates for each other, leaving Tamira and Sean together wallowing in their own grief.