Jess LeGrand brought the Skylanders to the Pirate Seas and told them of her home land, the Coconut Islands, and how it has been captured by Captain Dreadbeard and his pirates. She pleads to the Skylanders to liberate the Coconut Islands from the pirates, who force them to play card games, in which they always cheat.
After defeating Captain Dreadbeard in his card game, he revealed that he had captured Jess LeGrand along with the town's treasure, and the villain fled back to his island hideout - Plunder Island - with Jess in tow. After the Skylanders had chased after Dreadbeard and brought down his island's defenses, they confronted the Captain himself and won back Jess LeGrand by winning his card game, leaving the girl extremely grateful for the Skylanders' help.
- Jess LeGrand has the same character model as Cali, with the exception of her drooped ears, clothing, claws, and darker color.
- She and Woof are the only non-playable characters in Giants that react to being hit by attacks from the player. All of the other non-playable characters in the game do not react to attacks.