Hiccup is banished from Berk for befriending a dragon, a Vikings mortal enemy, rejected for the last time, Hiccup leaves Berk after the Vikings spit on his vision of peace with dragons and he is the only one who knows where the dragons nest is and the monster that sleeps within its mountains. Ten years later, the Barbaric Archipelago has heard of a new tribe called the 'Strike Clan' which is led by Hiccup and the island has become very prosperous for both man and dragons. With the dragon raids growing worse however each village pays a visit to the Strike Clan because they posses one man, that can end this madness. That man is the Dragon Master. However not all the tribes wish for the raids to end, the Outcasts and the Berserkers ally themselves and plot something that spells disaster for both man and dragons. Hiccup and his Strike Clan will protect the dragons to death if they have to, but can they stop the alliance between the two deadly tribes? Or is there something darker lurking in the shadows?

Five years after the defeat of the alliance between the Outcast and Berserker tribes, Hiccup and his allies discover that Cutthroat and Dagur do indeed have powerful allies. To be on guard, Hiccup and his Strike Clan establish a new fortress called Dragons Edge. A beachhead beyond Berk and the Isle of Night, where the riders can prepare for any outside threat. The mysterious figure who rescued Cutthroat and Dagur from being killed is the second in command of a man who has vowed to rise above the fear of dragons. Now, Hiccup and all his allies face Drago Bludvist and his army of both man and dragons. They will be pushed to their breaking point and for the sake of all they hold dear, they must face this enemy together; or the world will be conquered by a madman.

Four years after the end of the Dragon Wars, Vikings and dragons have forged an everlasting peace with each other. Greater Berk is the crown jewel of the Barbaric Archipelago, Chieftain Hiccup Horrendous Haddock III has unified every tribe in Norway, together, the Northman have made their nation more powerful then its ever been before. Unfortunately, the peace that has thrived throughout the North has drawn its dying breath. The reputation of the North and its dragons has reached far and wide, particularly to someone who despises the very idea of human and dragon coexistence. Enter, Grimmel the Grisly, he's the darkest threat that Berk and the North now face. He holds great prejudice towards dragons and is of the firm belief that they must be either imprisoned or eliminated. Any alternate ideas that involve existence are unacceptable to him. So, Grimmel brings with him an armada of elite Dragon Hunters, and with him, enemies, both old and new join Grimmel to exact revenge and destroy everything Hiccup and his people hold dear. To make matters more complicated, Toothless discovers the infamous Light Fury- a subspecies of the Night Fury, the Light Fury draws Toothless to a exotic place called the Hidden World- a secret sanctuary of underground tunnels and chambers where dragons can thrive in under Midgard. If Grimmel and the enemies of Berk and the Northman succeed in their mission, dragons will be killed and enslaved and all of Norway will be left in ashes. This war will change the world, and it will forever be immortalized in history. Witness the end of the Dragon Master's story, the end of dragons living along side humans, and witness the war that changed everything.

The golden age of the Vikings is coming to an end, Scandinavia has become uninhabitable; thousands of Vikings die of plague, famine, and starvation. And so, what's left of the Viking people have rallied to Hiccup Horrendous Haddock III, the greatest hero of their time to lead them into a new land where the Viking people can endure. With this new burden, Hiccup must ensure his bloodline is secured, he'll need heirs to carry on the name Haddock long after he's dust and bone. And so, he will devise a harem that consist of women he's familiar with, women who are not Viking, and even women beyond Scandinavia. Hiccup will now embark on an epic quest of ensuring the survival of the Viking people and of sexual exploits, this will undoubtedly be the greatest chapter of his life.

Snotlout Jorgenson and his lackeys do the unthinkable and assassinate Stoick the Vast and frame Hiccup for the crime, thereby banishing the heir of Berk from his home. Hiccup is sent to Outcast island and meets Alvin the Treacherous and his hordes, but the Outcasts soon learn that Hiccup has a gift. The ability to tame dragons. Hiccup tames a Night Fury with all the Outcasts watching, and with that, they all vanished without a trace. The boy finds the most ruthless and most bloodthirsty Vikings in the Archipelago for one goal. Conquest. Hiccup's army of Vikings and dragons invade Europe and their goal is to become the most infamous and legendary Vikings in history, and Hiccup himself will prove to the world he's made himself strong and becomes a conquer. Hiccup Horrendous Haddock III will become 'Hiccup the Accused.'

Hiccup Haddock was branded as an outlaw for befriending a dragon, now he's out in the world and offers his services as a dragon rider and warrior to those who can pay a handsome price. When the disgraced Viking heir and his Night Fury settle in Germany, it's here where Hiccup stumbles upon the Kingdom of Corona, whose rulers had lost their only child at her infancy. With King Frederic and Queen Arianna willing to pay any price to have their daughter returned to them, Hiccup decides to find the lost princess and then move on from Corona and Germany. However, when Hiccup meets the lost princess, Rapunzel, he's not prepared for her to turn his world upside down in the best ways possible.