

Gilbert has gone missing and Caillou is very concerned. A search of the neighbourhood and the local animal shelter turns up nothing. Caillou thinks about what it would be like to have other kinds of pets, but concludes that Gilbert is the perfect pet and he wants him back! Luckily when they return home Gilbert is waiting for them on the porch.
After a day in the park and a visit to an ice cream parlour with Jeffrey and Jason, Caillou realizes that he has misplaced his new toy car. Mom encourages him to remember where he saw it last. The last place Caillou remembers having it is in the ice cream parlour. When they return Caillou is happy to find that the waitress has his missing car!

Caillou learns all about the jungle at playschool, and decides it would be an exciting place for a game of hide and seek. The other children join in - Leo hides, and the others pretend to be birds, snakes, monkeys and even a lion. Caillou follows the clues until he finally finds Leo, and the brave explorer is happy to see his friend.

When Clementine shows up with a swimming ribbon on her chest, Caillou really wants to have one too. Grandma comes up with some very silly games with ribbons for prizes. Winning isn't that easy, Caillou soon finds out, but he imagines he's an Olympic Athlete and has a lot fun trying his best. He finally does win a ribbon in the straight face contest!

When a new, longer set of monkey bars is installed at the park, Caillou is disappointed that he can't climb as far as Leo. He asks his Daddy how he can get bigger and stronger and finds out that eating right, exercising and getting lots of sleep is the best way. Later, when Clementine and Billy join them Caillou finds he can lift up Billy's bike. He couldn't do that last year! Caillou realizes he's getting stronger every day!

With training wheels on his bike, Caillou is having trouble keeping up with Sarah. After imagining himself riding in a real grownup bike race Caillou decides he's ready to try riding without his training wheels. It proves to be harder than he thought, however, and he quits in frustration. Daddy explains it's okay to wait until he's really ready. He goes back to his training wheels and the next day Sarah shows up on her new roller blades - now she's travelling at his speed.

There's been a big storm and the playschool yard is littered with branches and other debris. The children all pitch in to help clean up the playground . When Caillou and his friends, Leo and Clementine, finish their cleanup duties they decide to build a road through the sandlot. Using simple tools and their imaginations they lay out a road, build a bridge, dig a tunnel, and even plant a tree fashioned from a leafy twig.
When Daddy and Grandpa help a charity build a new home for a needy family, Caillou comes along to help hand out sandwiches. He gets to watch the grownups at work, and imagines himself as a construction worker. He also meets a new friend, Frankie, who shows Caillou where his new bedroom will be.
Mommy and Caillou go to visit an old friend of Mom's and her four-year-old son Kevin. Caillou is surprised to find that Kevin lives in a house in the sky - in an apartment building! He's never been in one before and finds it to be quite an adventure. He likes riding the elevator, and how the view of the city below is just like looking down on the ants in his backyard.
Rosie is teething and just can't seem to fall asleep, so big brother Caillou decides to help. He sings her a song and finds her favourite bunny, but it isn't until he tells her a very imaginative bedtime story that she finally drifts off into the land of dreams.

The Fire chief visits Caillou's playschool to teach the children about fire drills. When Caillou is lifted up for a turn sitting in the big fire truck he imagines he is a firefighter himself hurrying though town to save the day. At the end of his turn Caillou announces he will be a firefighter when he grows up! The Fire Chief says he'd be glad to have Caillou on the team.
After a mischievous Rosie hides Caillou’s cars between the cushions on the sofa, Leo and Caillou have a grand adventure pretending that they are tow truck drivers and crane operators rescuing the cars from their hiding places.
The playschool is going swimming, and it’s Caillou’s very first time on a water slide, but he's a little nervous and doesn’t want to slide down it. Miss Martin tells him it’s natural to be afraid of things the first time you try them - why, she was afraid of the swings when she was a little girl. Caillou musters up his courage and, pretending he’s a brave mountain climber, he climbs up the ladder and slides down, discovering how fun water slides really are!
Mommy and Daddy are going out to a party and Caillou is excited to hear that Grandpa is coming to babysit. When Grandpa arrives he brings a couple of surprises - a book about sailing ships and a real telescope. Caillou learns all about the old ships and how to salute when you say ‘Aye aye Captain!’ When a thunderstorm starts to rage outside Caillou is a little scared, until he pretends he’s a very brave sea captain who’s not afraid of storms!
Rosie doesn’t like bugs - she thinks they’re icky! Caillou on the other hand loves bugs since he learned all about them at playschool. He decides to teach his little sister about all the different kinds of insects in their backyard. Thanks to Caillou’s stories and drawings, Rosie soon likes bugs too, almost as much as Caillou does.
Caillou eagerly awaits the first snowfall of winter, and imagines himself building the biggest snowman in the world. When the snowflakes finally start to fall he rushes outside to play. He and Sarah take a close look at some snowflakes, and then go inside to make their own snowflakes out of paper.
Caillou wants to play hockey with Billy and the other big kids. He goes with Daddy to the store to get the equipment he needs, but he finds he just can’t keep up with the big kids. After Daddy gives Caillou his old hockey sweater - which is way too big for Caillou - he tells him that if he keeps practicing he’ll be really good by the time he grows into the sweater. Caillou goes to Leo’s house to practice his hockey skills and dream about the future.
Mommy can’t find Caillou’s toboggan for the playschool tobogganing trip and Caillou is certain he’ll miss out on all the fun. Miss Martin tells him that a cardboard box slides just as well as a toboggan on snow, so he decorates a box to look just like a bobsled. Once they get to the hill his bobsled box works just as well as all the other kids’ toboggans and he has a grand time after all.
Clementine’s big brother Billy has a new drum set and is having lots of fun playing as loud as he can. He won’t let Clementine and Caillou play his drums though, because he says they’re not grown up enough. The two friends set out to prove him wrong, and once they put on their ‘grownup costumes’ he finally relents and lets them play. Caillou pretends he’s a rock and roll drummer playing a big drum solo!
Caillou and his friends are very excited when a real marching band goes by the playschool. They decide they want to be in a marching band too. The kids find some makeshift instruments in the classroom, and Emma makes them matching band hats. After a shaky start, Caillou leads the others by beating on his drum and they march around the schoolyard like a real marching band.
The playschool is having a talent show and Caillou wants to sing a song, but Clementine beats him to the punch, picking the exact song he wanted to sing. When it turns out she’s having trouble remembering all the words, Caillou suggests they work together and the resulting song-and-dance routine is the hit of the show!
Caillou has to decide on a nice surprise to bring to playschool for Show and Tell. The only problem is, he can’t decide between his toy dinosaur Rexy, his kite, or his toy firetruck. However, when Rosie proves to be the best at surprising everyone, Caillou decides to bring his little sister for Show and Tell.
Grandma shows Caillou a simple magic trick, which makes him decide to be a magician. After finding a suitable costume, he practices a new trick - making Rosie disappear! When the time comes to show Mommy and Daddy their trick, Caillou finds that making Rosie reappear might be a challenge, especially when Gilbert gets in the way!
Caillou wants to play castles and dragons, even though Gilbert isn’t very keen on playing the dragon. Mommy asks him to share and play nicely with his sister, so Caillou and Rosie build their very own castle out of empty cardboard boxes. When Gilbert doesn’t want to be the dragon, Mommy and Daddy volunteer for the part and everyone has lots of fun playing make believe.
Caillou is playing with Jeffrey and Jason when he gets accidentally pushed down. He is a little upset about it until he realizes it was an accident. Since it's so hot out Daddy treats them to ice cream and Caillou imagines he's down at the cool cool south pole playing with the penguins!
There's a new girl named Lee Wun in playschool, but she's so shy she won't talk to anybody. Miss Martin brings in a fish tank to show the class. After imagining he's a tiny deep sea diver swimming in the fishtank, Caillou discovers that Lee Wun knows a lot about fish! Encouraged to tell the others what she knows, Lee Wun is able to start making new friends.
The whole family is on the way to the beach but accidentally end up on a trail through a swamp. Caillou is disappointed, he doesn't think a swamp could be very interesting, until he takes a closer look at the creatures who live there. He imagines he's in the Bayou searching for alligators.
Caillou is playing with the fridge magnets and learns lots of things about them. About what they stick to and what they don't stick to - like Gilbert! He even imagines himself as a human magnet superhero. In the end Caillou is able to apply what he's learned and uses a magnet to help Daddy retrieve a metal peg from behind the workbench.
The whole family goes on a trip to the natural history museum to look at the dinosaurs. Caillou is really enjoying himself looking at the skeletons and learning about the different kinds of dinosaurs. When he momentarily loses the others he knows enough to stay put until Mommy comes back and finds him. And when he realizes he's left Rexy somewhere he learns about the lost and found, and retraces his steps until he finds his dinosaur friend.
Caillou wants to play with both his friends Clementine and Xavier in the playschool playground. Unfortunately Clementine wants to play bears and Xavier wants to play astronauts, and a little argument ensues. At story time Miss Martin tells them more about spaceships and astronauts and Caillou imagines he's zooming around the galaxy exploring stars and planets. Back outside Caillou makes up a new astronaut and bear game so everyone can play together.
Caillou is excited about showing Rosie the ropes when they visit the library. During storytime Caillou imagines he's in the story, riding on a dolphin. Later he and Rosie argue over a book and accidentally tear it. He doesn't want to tell the librarian, but finally musters up the courage to do so. The librarian turns out to be very nice and he helps her fix the book. And Rosie gets her very own library card!
Returning home from the library Caillou is very eager to sit down and enjoy his pirate book. Unfortunately it's a very busy day and he's having trouble finding a quiet place to look at his book. Caillou finally finds the perfect place - in his closet! By the light of his flashlight he finally gets to enjoy his book and pretends he's the pirate in the story digging up a buried treasure.
It's a rainy day at playschool and the children can't go outside. Caillou makes up a funny story about a superhero who makes the rain stop - it's Super Caillou! He tells the story to Jeffrey and Jason, and Miss Martin suggests he make his own storybook. She writes the story down and Caillou draws the pictures. By the time Mommy comes to pick him up, Caillou has his very own book to show her!
Mommy's having a bad day - first she can't find her car keys, then she and Caillou have to shovel the car out, and then the car won't start! At playschool Caillou decides to make her a present to cheer her up. His first two attempts don't turn out but he perseveres and makes her a picture of a sun - to melt all the snow!
Jeffrey and Jason are coming over for dinner - it's a make-your-own pizza party! Caillou feels he is an expert at this and starts to show them how to do it. When the twins both opt for less-than-traditional ingredients Caillou is upset that they're doing it all wrong. In the end, however, their pizzas turn out just fine and Caillou learns that everyone has their own unique way of doing things.
Caillou's got a brand new painting shirt and decides to paint something for Grandma. He has a little trouble deciding what to paint. He wants to use all his colours and paint all his favourite shapes. Mommy tells him that paintings don't have to be about something and he proceeds to make his own abstract painting! Meanwhile Rosie and Daddy are pressing a flower for Grandma. When Grandma arrives she is thrilled with her very artistic gifts.
Grandpa's got a surprise for Caillou on their trip to the park - it's a remote control sailboat! Caillou is eager to race against the other boats on the pond. He imagines himself as Captain of the fastest sailboat ever. In his eagerness to win however, Caillou goes a little too fast and the boat capsizes. Caillou is sorry he didn't win the race, but he still had lots of fun and is eager to try again next week.
Mommy sends Caillou to play outside because he's making too much noise and it's Rosie's nap time. Caillou notices all the loud sounds outside, especially Daddy's lawnmower, and the recycling truck. Daddy says he knows a sound that's even louder than those sounds, and takes Caillou to a road near the airport. Daddy was right - the planes taking off overhead are really, really, really loud! Caillou imagines he's a pilot of one of those planes.
Daddy and Mommy's friend Jonas is getting married. The kids are very excited about the ceremony - Caillou is the ringbearer and Rosie is the flowergirl. Caillou is also looking forward to seeing Jonas' horse Lucky again. Caillou learns to say 'Excuse me' when he wants to get by someone, and it comes in handy when he drops the rings amongst the guests!
Caillou's crayons are all worn down or broken, so Mommy suggests a trip to the store for some new ones. Caillou helps Mommy remember what she needs to buy - he remembers the list of items by making a little song out of them. When they're done they run into Sarah, and Caillou helps her find all her back to school supplies.
Caillou's playschool is on a special field trip to an apple orchard. The children really enjoy learning about apples and picking them too. Caillou imagines himself picking the biggest apple in the whole world. Afterwards they enjoy some fresh apple juice. By the time they get back on the bus to go home, Caillou and his friends are all ready for a little nap!
Halloween is coming and it's time to pick out a costume to wear. Soon Rosie has three costumes she wants to wear, but Caillou still hasn't decided on what he wants to be. And time is running out! Finally a piece of blue fake fur gives him a great idea - he'll be a blue monster! His parents help him fashion an odd but effective monster costume out of bits and pieces they find around the house. When Leo and Clementine arrive they agree that Caillou is a very scary-looking monster indeed!
When birds keep eating the seeds in Mommy and Caillou's newly planted garden, they come up with the idea of making a scarecrow. It's fun picking out the clothes and drawing pictures for the face too. Caillou even imagines he's a scarecrow himself! When they are finished their scarecrow Rosie's noisy pie plates prove to be the final ingredient needed to scare away the birds!
One fine day the family is going on a car trip. Daddy says he doesn't know where they're going, they'll just see what they can find. Caillou thinks this is very strange and isn't sure it will be any fun at all. After playing a car game, they stop at a gas station for lunch and Caillou sees a really big truck. Then they ride on a ferry boat, and the captain lets Caillou blow the horn. Caillou decides that car trips are even more fun when you don't know where you're going!
There's a special visitor at Caillou's playschool - a boy named Alan who has Down's Syndrome. Caillou helps him with the things he has trouble with, like climbing and swinging on the swings. Then, when Caillou and his friends put on a little play Alan brings the house down as a very believable dragon. Caillou realizes that Alan has his own special talent - acting!
When Caillou accidentally breaks Mommy's favourite cup, Grandma suggests they make her a new one. Caillou goes to Grandma's pottery class where he learns how to make a cup, paint it with glaze and fire it. He's a little impatient about waiting overnight for it to be ready, but the final result is worth the wait. And Mommy loves her new cup!
When Caillou finds out that Miss Martin's birthday is coming up, he wants to do something very special for her. He, Leo and Clementine decide to throw her a surprise birthday party. Mommy helps them make cupcakes, then shows them how to make flowers out of coloured paper. The party is a huge success - Miss Martin is very surprised, she loves her flowers, and the cupcakes are delicious!
Sarah is playing at Caillou's house when a sudden rainstorm causes a power outage. It's a little scary at first, but when the candles are lit the situation turns into a fun adventure. Sarah's mom says she can sleep over so they make a little tent and pretend they're camping.
While pretending to be a jet pilot Caillou falls down and scrapes his knees. Even though it hurts, he likes the extra attention from Mommy and Rosie. He's not sure he can run anymore, until he looks out the window and sees Leo and Clementine heading to the park!
When the traffic lights near school stop working a policeman comes to direct traffic. Caillou loves watching him and learns from Miss Martin about lots of different ways that police officers help people. Caillou decides he wants to help people too, and finds a whistle for directing traffic. Unfortunately his friends aren't very willing to be directed, but he does get to put Leo the bank robber in jail under the slide. He even finds a way to help the police officer… by bringing him a cool drink when he's done his work.
Grandpa takes Caillou to the park one find day to meet his friend George. George has lots of funny stories about Grandpa when he was young. Caillou learns to play croquet, and even convinces the elderly pair to play one of his games – hide and seek!
It’s Valentine’s Day and Daddy surprises Mommy with a bouquet of roses at breakfast. Caillou is intrigued by the cupid on his card from Mommy. At playschool the children make valentines for all their friends. Caillou imagines he’s cupid when he is delivering his cards to the appropriate mailboxes, but is upset to find he’s lost his special card for his best friend Leo. Luckily, with Miss Martin’s help he makes a new one and Leo really likes it!
Caillou is very sad when his snowman melts away in the warm spring sunshine. He doesn’t want winter to end. He helps Daddy clean up the yard and learns about composting. And during a walk in the park he is reminded of all the good things about spring – the birds returning, the warm weather, the fun things he can do outside. By the time they return home and Caillou finds the first crocuses of spring, he has decided that he’s glad spring is here.
Daddy plays an April Fool’s trick on Mommy, setting all the clocks ahead one hour. They explain all about April Fool’s Day to Caillou, who is determined to join in the fun. The hard part however, is thinking of a good trick to play. After a couple of unsuccessful attempts, Caillou plays a couple of good tricks on Mommy and on Daddy too. April Fool!
Caillou is helping Grandma water her flowers and fill the birdbath. When they get thirsty and need a break from gardening, Grandma finds there’s no juice to be found in the fridge. No matter, Grandma shows Caillou how to make fruit juice from scratch, and it tastes so good that Mommy asks for seconds.
Caillou and his friends Jason and Jeffrey make finger puppets at playschool and decide to put on a puppet show for the rest of the class the next day. The next morning, however, Caillou is disappointed to find that he’s caught the measles from Rosie and can’t go to playschool. All is saved when the whole class comes to wish him well and the puppet show goes on as planned – through the living room window!
In the park Caillou starts a new hobby – collecting rocks! He finds out that Grandpa has a rock collection too, and they go to the quarry where Caillou watches a worker break up big stones into smaller ones. Caillou gets to pick out a rock for Grandpa that ends up in Grandpa’s new rock garden. Which gives Caillou an idea for the perfect spot to put his own rocks.
Caillou goes out caroling for the very first time with Mommy, Daddy, Rosie, Grandpa and Grandma. He finds out caroling is lots of fun – you get to stay up late and surprise your friends with carols, and you even get treats! They finish up the night with a big finale at the seniors’ home and Caillou imagines he’s really ‘dashing through the snow’ in a horse and sleigh.
It’s a very special day at playschool as they celebrate the many ways of celebrating the holiday season. The children bring various seasonal objects for show and tell – Caillou brings his Christmas stocking to show. After a potluck feast the children go outside and build a snow fort together.
It’s finally Christmas Eve and Caillou just can’t wait for nighttime. He’s planning to stay up all night to see Santa, but when the time comes he finds this to be a lot harder than he thought it would be. Just as he’s dozing off he faintly hears Santa calling out “Merry Christmas!” And in the morning his stocking is full of treats!