Braid Beard and his pirate crew return to retrieve the treasure they buried in Jeremy Jacob's backyard, but first they must help calm his baby sister, Bonney Anne, whom they awoke from her nap.

Follows the further adventures and misadventures of Hiccup Horrendous Haddock the Third as his Viking training continues and his father leads a stranger and the Hairy Hooligans to the Isle of Skullions in search of a pirate's treasure.