Tracy is excited to sing about Amelia Earhart at a party, but a cold causes her to lose her voice right before the big event. With Snuffy's help, Tracy discovers you don't have to use your voice to show something special to you.

Today is Picture Day at E.Z. Airlines, and everyone is excited of getting their picture taken, except Snuffy as he thinks his propeller makes him look silly. Snuffy gripes about this all day until Old Oscar helps him discover his propeller is what makes him special, and is glad that he has it.

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.

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.

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's sick doesn't mean they don't like you.

Snuffy is asked to pick up E.Z. O'Malley's cousin Grumpy for their family reunion this afternoon, but upon meeting him, he's too scared to introduce himself. Snuffy soon learns that Grumpy is nice like everyone else, and after sharing his love of skywriting with his similar love for art, the two become friends.

Snuffy is about to go to his first day of school, but he is scared that he hides. Jay Jay, Tracy and Herky have to search all over town to try and find him, and Snuffy is later visited by Old Oscar, who tells him that he was afraid of his first day of school, too.

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.

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.

Herky becomes a famous hero after saving Sam Sticky at Frosty Pines, and suddenly lets it all go to his head. When it comes time to save Sam again, Herky gets stuck himself and soon learns the importance of teamwork.

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.

Tracy discovers a tree has grown in the middle of the runway, and insists it should be protected. Jay Jay and Herky do their best to prevent anyone from landing and ruining the tree as a result, while Tracy tries to find a way to visit the tree more often.

Old Oscar is excited to hear his old friend Winnie Winger is coming out to visit him, but he believes she's coming to see his famous stunt, the Double-Over-Under-Upside-Down-Loop-de-Loop. Jay Jay helps him practice the move so he's ready, unaware of that Winnie is only here to visit her old friend, and she doesn't mind the move at all.

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.

Revvin' Evan learns to fly from Herky after he attaches a balloon to him, so he can fly over the hills to witness a spectacle of hot air balloons. But when all goes wrong and Evan goes out of control, Herky learns that Evan is fine on the ground, and using their own strengths is what makes them both feel special.

Snuffy is practicing for drawing a very big sky picture for We Love Tarrytown Day, but his eyes become blurry and scratchy, resulting in him unable to see anything and fly out of control. Snuffy keeps his ailment a secret so he won't be unable to draw his picture, until he learns it's important to remind someone you're not feeling well.

When Savannah is willing to smell the flowers and Herky wants to travel at 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.

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 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.

Since Tracy isn't used to flying at very high levels yet, she has a lot to learn from Savannah, since it's important to keep trying. Her lessons are suddenly at risk when Snuffy and Herky think she's the best high flyer and believe she can fly over Tippy Toppy Peak, and is unable to admit she can't Tracy soon learns it's important to take some time to learn something new.

While playing Sky Pirates, Tracy decides to join Savannah for a real treasure hunt while following a map that Brenda discovered. During the hunt however, they don't find any treasure at all, until they realize the true friendship they have is their friendship.

When Brenda orders new wheels for the planes, Jay Jay refuses because he likes his old ones and he's had them for a long time. Problem soon arises when his old wheels begin to wear out, causing him to mess up in turn, and he soon learns that it's important to give up old things in order to stay safe.

Christmas has come to Tarrytown Airport, and Jay Jay and his friends have last minute plans before the big day. Snuffy has trouble finding the perfect tree, Brenda tries to help Jay Jay finish a rather long wish list, and Tracy and Herky plan to learn more about Santa Clause and even meet him in person.

It's Christmas Eve, and a big snowstorm hits which disappoints Jay Jay and his friends, and Santa Clause is unable to make his deliveries do to a sick reindeer that very night. To save the day, Old Oscar takes the kids to the north pole where they make Santa's deliveries for him, and learn it's better to give than to receive.

Hoping for a real "grown-up" job, Tracy volunteers to be Snuffy's babysitter for the day, but discovers she has to miss the Air Carnival to do so. Worried that she won't be a good babysitter, she discovers she's wrong when Snuffy enjoys having fun with her and she is the greatest babysitter yet.

Jay Jay has finished his flight training and is about to face his first delivery route alone, but upon waking up early before doing so, he ends up falling asleep when he lands. Jay Jay learns from Big Jake that anyone can make mistakes, which helps him correct the route and get it done in time.