The peace with the dragons has put Gobber out of business, since his job was making weapons to fight dragons. Stoick asks Hiccup to help find a new job for him ... but unfortunately a change of profession does not seem to go well with Gobber.

Stoick is in need of learning how to ride a dragon, and he quickly insists on riding Toothless all the time. Meanwhile, a mysterious dragon has been attacking fishing ships.

During Berk's annual Bork week celebrations, Hiccup is granted access to Bork the Bold's private and personal archives. When he finds information and a map about an island inhabited by Night Furies within Bork's notes, Hiccup is determined to bring Toothless to his family.

Mildew has betrayed the Vikings of Berk and allowed Alvin the Treacherous to kidnap Hiccup and Toothless. Astrid and Stoick must rescue them from Outcast Island along with help from a new friend.