The How to Train Your Dragonmovies ranked show how great the trilogy is, and how the live-action remake compares. Under the assured direction of Chris Sanders and Dean DeBlois, the How to Train Your Dragon saga became one of the most critically acclaimed animated series of all time, thanks to its rich stories and stunning animation. Between 2010 and 2019, audiences followed the young, adventuring Viking called Hiccup (Jay Baruchel), whose friendship with the Night Fury Toothless forever transformed the warring societies of Vikings and dragons.