Pippi Longstocking arrives in a small Swedish town to take up residence in her Villa. The young girl lives with her companions, Horse and Mr. Nilsson (a monkey). All the townsfolk agree that the village will never quite be the same again. Annika and Tommy, Pippi's new neighbors, are excited about the adventures they are sure to share with their new friend; and the adults are certain that this eccentric little girl with her wild imagination, incredible strength and lack of parental supervision will cause no end of trouble.

Captain Longstocking docks in the village to pick up Pippi and take her with him to the South Seas. Annika and Tommy are given permission to go along and they all set sail for adventure on the high seas. Pippi teaches the Settergren's about life on board, teaching them to be look-outs and how to manage a pirate attack. Unbeknownst to the Captain and crew, Thunder Karlson and Bloom are castaways yet again in search of their fortunes. Unfortunately, they get very sea sick and the fortune is not as easy to access as they had hoped.

Pippi finds a hot air balloon in the attic and decides to try it out with Annika and Tommy. They fly to the next town and inadvertently manage to assist in the capture of two crooks.

Two city slickers decide they want to buy Villa Villekulla. Thunder Karlson and Bloom set themselves up as real estate agents and try to sell Pippi's house, without her knowledge or consent. Pippi appears to be playing along, but all the while she is on top of the game and gets everyone so confused that the city folk vow never to step foot in a small town again. Thunder Karlson and Bloom are escorted to jail.

When the Hoptoad docks on an exotic island, Pippi, Tommy and Annika are left in charge of the Island pearls. They have to use their wits and strength to outsmart a pair of Pearl Poachers. They travel the island foraging over the waterways and jungle to protect the pearls and their won safety.

Local crooks Thunder Karlson and Bloom are always looking for an easy and fast fortune. When they catch sight of Pippi's chest of gold, they are determined to get a share for themselves. Pippi proves to be more of an obstacle than they had bargained for.

Pippi befriends an inept, but good-natured carpenter and manages to help him find work in the village. When his poor workmanship puts the town at risk, Pippi must step in to do some hasty renovations.

Pippi's first Christmas on land proves to be a special one. Thunder Karlson and Bloom have nowhere to go for Christmas and even their attempts to get arrested are bungled. Pippi comes to their aid and helps them to understand the true meaning of Christmas.

Thunder Karlson and Bloom consult a Criminal Manual in hopes of accomplishing the perfect crime and getting Pippi's gold. The Manual offers a lot of creative ways to carry out a crime. However, the Manual obviously didn't take into account Pippi Longstocking and her eccentric habits.

Tommy and Annika are intrigued and their curiosity peaked by Pippi's tales of personal encounters with shipwrecks. They consider Pippi very lucky and their own lives quite boring. She tells them not to despair. If it's a shipwreck they want, then they'll just go find one right that very day. Pippi pulls a rowboat out of the sea, proceeds to repair it and they set off to encounter a shipwreck.

When the Old Folks Home is being torn down and replaced by a newer, colder, less humane structure, Pippi comes to the rescue of the town's senior citizens. Not only does she prove that you can fight City Hall, but she also manages to save the lives of the Chairman's children in the process as the new building comes tumbling down.

Annika and Tommy introduce Pippi to a local custom, the annual town fair. It is all a bit confusing to Pippi and she has her own unique interpretation for everything she encounters, including the fire breather, snake charmer, card reader, bumper cars and Ferris wheel. When Adolphe, the world's strongest man, challenges to take on anyone, he is not aware that Pippi Longstocking is in the audience. He regrets the challenge.

Pippi suddenly realizes that she is eventually going to grow up. This is not a prospect she likes and as she thinks about her future, we see her fears realized as we flash forward to a bleak future as a grown-up.

Pippi discovers that she is missing out on certain holidays because she doesn't go to school, so there is nothing to take a holiday from. She joins Annika and Tommy and attends the local school, much to the amusement of the other students and the dismay of the teacher.

Pippi and her friends join Captain Longstocking on a journey to a remote Northern Community to deliver supplies. It is a trip full of adventure as they team up with the natives to battle storms, icebergs and ""poachers.""

The field trip up North continues and Pippi and her ""crew"" must outsmart Poachers to save the rare green whales from extinction.