As shown in How to Train Your Dragon, Death's Head Headland was the site of the Battle at Death's Head Headland. Before the battle, Hiccup came up with a "fiendishly clever plan" to defeat both the Green Death and the Purple Death. The Hooligans used their hunting dragons to lure the Green Death to Death's Head Headland, and the Meatheads used theirs to do the same with the Purple Death. The plan worked at first, and the Green Death killed the Purple Death, but then the Green Death emerged from the sea and started hunting for Hiccup, or "little supper." The Green Death swallowed Hiccup, but Hiccup plugged the Green Death's firehole with his helmet, and the Green Death exploded from all the pressure built up inside.
In the epilogue, and elderly Hiccup stated "The Battle at Death's Head Headland has passed into Viking legend and will be sung about by bards as long as there are bards while there are still bards to sing."