It's a very special holiday for Caillou when he learns about Christmas traditions around the world and the importance of giving and sharing. When Caillou wonders just how many days there are left until Christmas, his Daddy gives him a Christmas calendar featuring holiday traditions from countries around the world in every window. Caillou also goes tobogganing, learns how to ski and plays Hanukah games with his friend Leo. Caillou also gives away some of his toys when he learns about children around the world that are in need of toys such as his old ones he no longer plays with. Caillou's little sister Rosie also gets in on the Christmas fun. When Mom offers to help Rosie with making gifts, Rosie decides to try it on her own.
Wintertime brings lots of new experiences. Sarah teaches Caillou to build a snowman, Dad helps him stay upright on his ice skates (and picks him up when he falls down), and Mom shows Caillou the fine points of downhill skiing, including how not to be afraid of the ski lift. Meanwhile, Rexy has never seen snow and thinks the backyard is disappearing. The shimmering winter blanket inspires Gilbert to write a poem. And, Teddy, in true bear style, just craves a long winter’s nap! But soon, a glorious sight makes everyone sit up and take notice. When Caillou and Dad get to the vendor too late to buy a good Christmas tree, they decorate one in the yard instead. All the beautiful colored lights chase away the winter gloom.
"Caillou and the Big Slide" At playschool, Caillou pretends to be a mountain-climber. It comes time for a trip to the pool. There are swings there and Caillou and his friends enjoy swinging on them. Then, their teacher Ms. Martin introduces them to Mary, the lifeguard. Leo calls Caillou to come try the waterslide. Caillou comes over, but seems a bit scared by it. He climbs up the ladder, but then climbs back down. Ms. Martin tells him that there was a time when she was afraid of swinging on the swings. She suggests that he give it another try. Caillou imagines that he is rafting down a mountain. He gives it a go and finds that he enjoys the waterslide. "Caillou the Sailor" Mommy and Daddy are all dressed up and going out for a party. They tell Caillou and Rosie that Grandpa coming over to babysit and bringing a surprise. Grandpa arrives, carrying a bag. However, when Caillou asks what's in it, Grandpa quips that it's his dirty socks and asks Caillou if he can wash them. Caillou calls him on this and he admits that it is the surprise --- a book about ships and sailing and a small telescope. Caillou has fun looking through the telescope, but Rosie has trouble closing just one eye to look through it. Grandpa reads a story from the book and suggests that Caillou and Rosie can be his crew. There's a storm outside, but Grandpa works the sound of the thunder into the game. Rosie starts to get tired and Grandpa puts her to bed. Caillou fantasizes about being the captain of a ship. Mommy and Daddy arrive home and Caillou shows Daddy the telescope. Grandpa then puts Caillou to bed and "Captain" Caillou says that he's not afraid of thunder anymore. "Caillou and the Creepy Crawlies" Caillou and Rosie are playing in the living room and Gilber's there too. He spots a spider and starts playing with it. Rosie notices this and says that the spider is yucky. Caillou tries to tell her that it isn't, mentioning that he learned all about bugs in playschool. Mommy suggests that they have a picnic outside and Caillou can draw some pictures of bugs and teach Rosie all about them. At first, it doesn't work, but then a ladybug lands on Rosie and she thinks it's kind of pretty. Caillou then shows her ants, noting that his teacher, Ms. Martin, read the class about all of the different jobs that ants have. He shows her a caterpillar and then a butterfly, and Rosie happily states that she likes the "flutterby." Caillou imagines that he's as small as a bug and that Rosie is flying high in the air on a "flutterby." Back in the real world, it would seem that Caillou has in fact taught Rosie to like bugs.