Shawn had been thinking of proposing to Liz for a while and had even started looking at rings back in Madison. Luckily, he hadn't actually bought one yet, because when they found themselves in Disney World, he decided to take advantage of the impromptu trip to propose here. The only thing missing was Riley.
Afraid that she would blow the secret, he hadn't told Maya his plans, but he'd managed to slip away from the girls for a while to pick up a ring.
He felt slightly ridiculous in his Mickey ears, but in front of Cinderella's castle was the perfect place to pop the question. "Hey, let's stop and get a picture," he suggested, looking around and spotting a cast member nearby. "I'll go ask that guy."