Caillou goes into a pirate fantasy and learns a lesson about teamwork.

Caillou grows frustrated when he struggles to shoot a basketball, so he imagines he's a space captain helping his pilot; when Caillou can't get the line dance steps right, he worries he'll ruin it for everyone.

When Daddy brings home a mysterious box for Rosie and Caillou, they pretend to be impatient explorers and learn how to resist the urge to open it; Gilbert decides to sleep in Rosie's room and lonely Caillou imagines he's on a deserted island.

Caillou insists on rocking out loudly like a real rockstar, but his music keeps Rosie from taking her nap; a new family arrives at the park to watch a meteor shower, and Caillou pretends to be a fearless space captain.

Caillou pretends to be an explorer who is startled by an overly enthusiastic Bigfoot and Caillou learns to take a gentler approach; when Caillou thinks his snow buddy isn't as good as Sarah's, he feels inadequate.

Overwhelmed by the task of cleaning his very messy room, Caillou fantasizes about being a Superhero; feeling uncomfortable in an oversized hat, Caillou pretends to be Ace Builder struggling with ill-fitting equipment.