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Big Jake takes Jay Jay, Snuffy and Tracy on a camping trip, but Snuffy is afraid of the noises he hears throughout the night. Jay Jay helps him learn there's nothing to be afraid of, and also learns himself to find his way home by the stars.
Hoping to be in the Tarrytown Book of Records, Jay Jay uses Savannah's super jet fuel to fly really fast. But he goes out of control easily and soon he learns to ask before using someone else's things.
When Jay Jay has a bad dream, he is too scared to go to sleep and refuses to tell his friends why. He later turns to an adult for, which is how he'll feel better about doing something good when feeling bad.
When Big Jake gets a "buzzing" in his head causing him to not fly well, Jay Jay begins to get upset, thinking he is not his friend anymore. Jay Jay, Tracy and Herky set out to find the source of Big Jake's buzzing by retracing the steps of his travel, and Jay Jay learns that just because someone'...
When Big Jake goes off to visit his uncle, Snuffy becomes lonely, especially the fact he'll be back soon, which is long. With Jay Jay's help, Snuffy tries to think of a way to keep him busy so he doesn't feel sad about missing Big Jake so much.
When Snuffy is lonely that the others are busy, he makes a new friend that does whatever he does, unaware that this new "friend" is his own shadow. When it disappears whenever the sun is gone, Tracy helps him discover the real thing and the fact everyone has a shadow of their own.
When Savannah is willing to smell the flowers and Herky wants to travel at a fast speed, the two have a "Switch-Around Day" where they each try out each others jobs. Doing so, however, is not very easy, and they learn that it's important to just be happy with what they can do.
Jay Jay and his friends go on a camping trip, but Jay Jay is intent on hiding his morning Wing Wiggling exercises from everyone, since he worries if someone sees him, they'll think he's silly. He soon learns everyone else has something that seems silly, but it doesn't have to be kept secret.
It's Big Jake's birthday, and after E.Z. sends him to do a long delivery, Jay Jay and friends have to think of what to give him. When Jay Jay cannot think of a present, he turns to searching for something that will give him an idea.
Bad weather forces Big Jake to cancel a trip, so Tracy takes Jay Jay to the library where adventures abound no matter the weather. There, Jay Jay learns to use his imagination to "transport" himself to various places via the books, while learning that books can take him on all kinds of adventures.
While playing a game of Hide and Seek, Snuffy's skywriting smoke ends up giving away his and Jay Jay's hiding places, causing them to lose. Jay Jay has to understand that Snuffy's talent at skywriting is what makes him special, and should use it for a good thing.
On a snowy day, Snuffy doesn't know how to remember the four seasons and what order they're in. Jay Jay, Tracy and Herky help him remember it all by having him reminisce about the fun times they had during those seasons.
Jay Jay has planned a Parade of Lights to celebrate the first day of winter and as a gift for all his friends and the other folks of Tarrytown. But when a snowstorm hits, the parade has to be canceled to his dismay, leaving his friends to surprise him with a parade of their own.
With Fall approaching, Jay Jay hopes to see the foliage change color, but Snuffy misinterprets this and decides to surprise Jay Jay by spraying paint all over the hills. Upon learning the mistake, Snuffy learns that the foliage changes itself.
When Revvin' Evan's cousin Tuffy the Tow Truck comes to Tarrytown for the first time, she has to pass a test which involves pulling one of the planes. When she couldn't do so probably because she is small, Tuffy proves she never gives up and teaches Jay Jay and friends to never judge someone by t...
Revvin' Evan has been appointed Tarrytown Airport's temporary substitute fire engine, and appoints Jay Jay and the others as his team members. But when vigorous training sessions cause the team to sleep through a real fire, Evan is forced to face the fire alone, and learns the prospect of being r...
When Jay Jay starts to believe his chores are harder than everyone else's, he joins Revvin' Evan for his, which turn out to be harder than he thought. When he can't keep up, Jay Jay soon learns to appreciate the hard work everyone does, even if it's hard.
While the E.Z. Airlines fleet is practicing for the annual Tarrytown Sky Parade, Jay Jay and Tracy wonder why Old Oscar leads the parade every year. Big Jake tells them the story of how he and E.Z. O'Malley founded E.Z. Airlines and the kids come up with a way to thank Old Oscar for his work.
Tracy longs to see a shooting star of her own, but when she misses it, she doesn't want to stop until she sees one. All doesn't go well until she turns to Brenda, when she learns waiting is worthwhile.
When traffic grows at Tarrytown Airport, Brenda has the fleet take turns so they don't get in each other's way, but this eventually causes everyone to be slow. Jay Jay decides to get Old Oscar's traffic-controller friend Captain Hightower to fix the mess, and he soon learns that even the most imp...
On a rainy day, Jay Jay and his friends are bored until Savannah suggests they use their imaginations to play a game of pretend. Together, the gang acts out the story of "The Three Little Planes", and learn they don't have to wait to use their imagination.
When a mighty wind carries Brenda's favorite hat away, Herky rushes to catch it, but refuses help from anyone. When all doesn't go well, Herky soon learns to accept the help of his friends in big situations.