On their way to the Battle Palace, Ash & friends stop at Potpourri Island where they learn about the Pokémon Orienteering Contest. The contest is a race around the island where a trainer and one Pokémon must go to five different locations and get the special stamps at those locations. The winner will receive a special medal along with a ton of fruit. As the contest begins, Ash goes with Pikachu, May with Eevee, Brock with Bonsly, Max with Munchlax, James with Mime Jr, and Jessie with Meowth. Who will win the contest and win all that fruit? That is if Jessie and Meowth don't succeed in stealing it along with Ash, May, and Brock's Pokémon!