Later during the day Hiccup watched as Stoick and the rest of the Vikings set sail for the Dragon's Nest taking a chained up Toothless on the boats to guide them. Once they disappeared from sight Astrid and Ragnar walked up to him.
"It's a mess." Astrid said in a soft voice. "You must feel horrible. You've lost almost everything. You're father, your tribe, one of your best friends."
"Thank you for summing that up." Hiccup said dryly. "Why couldn't I have just killed that dragon when I found him in the woods? Would've been better for everyone."
"Yep, the rest of us would've done it." Astrid nodded turning to face Hiccup. "…so why didn't you?"
"Yeah, I would like to know myself." Ragnar said.
Hiccup just shrugged turning away from Astrid and Ragnar. "I don't know. I couldn't."
"That's not an answer." Astrid said.
"Yeah, because you had Toothless at your mercy." Ragnar said.
"Why is this important to you two all of a sudden?" Hiccup asked getting annoyed.
"Because we want to remember what you say right now." Astrid said.
"Oh for the love of-" Hiccup groaned. "I was a coward. I was weak. I wouldn't kill a dragon."
"You said wouldn't that time." Astrid noticed.
"Whatever! I wouldn't!" Hiccup exclaimed, getting annoyed. "Three hundred years and I'm the first Hairy Hooligan that wouldn't kill a dragon!"
After a small moment of silence both Astrid and Ragnar looked at each other and nodded.
"First to ride one though and no other Hooligan has ever dared to do that. Probably no Viking either." Astrid pointed out.
"You know Hiccup, it's easy to take a life but sparing one, especially when said life is a dragon takes a lot of courage." Ragnar said.
Hiccup turned to face them and took a deep breath. "I wouldn't kill him because he looked as frightened as I was. I looked at him and I saw myself."
"I bet he's really frightened now." Astrid said.
"I've known you for too long Hiccup and I know you're going to do something. The question is what?" Ragnar said.
"Eh, probably something stupid." Hiccup shrugged
"Good, but you've already done that." Astrid said.
"Then something crazy." Hiccup said.
They watched as Hiccup ran back to the village a smile appearing on their faces.
"That's more like it." Astrid said.
"You go and get some more help." Ragnar said running to the village as well.
"What are you going to do?" Astrid asked.
"I'm going to bring a friend." Ragnar said.
Meanwhile Stoick and the over Viking had reached Helheim's Gate and were entering the fog.
"Sound your positions and stay with in ear shot." Stoick ordered.
"Listen Stoick I was overhearing some of the men just now, and some of them… not me… are wondering what it is we are up to here. Not me of course I know you always the man with the plan but some… not me… are wondering if there is in fact a plan at all and what it might be?" Gobber asked nervously as they travelled deeper into the fog.
"We find the nest and take it." Stoick said.
"Ah, of course send them running the old Viking fall back nice and simple." Gobber said. Stoick then noticed Toothless was twitching.
"Shhh!" Stoick ordered. Stoick then moved to the rudder. "Step aside." He ordered and grabbed the rudder. Toothless then started to move his head and Stoick moved the rudder so the ship would go the same way.
Meanwhile Hiccup was at the arena standing in front of the Monstrous Nightmare's cage. Then he heard a noise and saw that Astrid had brought the other Viking teens.
"If you're here to get eaten, I'd definitely go with the Gronkle." Fishlegs said.
"You were wise to seek help from the world's most deadliest weapon." Tuffnut said stepping up to Hiccup. "It's me."
Suddenly Tuffnut was punched by Snotlout. "I love this plan!" Snoutlout grinned until Ruffnut shoved him away.
"You're crazy." Ruffnut said smiling flirtatiously at Hiccup and leaning forwards slightly. "I like that."
Luckily, Astrid grabbed Ruffnut's helmet horn and pulled her away from Hiccup. "So what is the plan?"
"Hey, where's that geek Ragnar is he too scared to show up." Snotlout said.
Suddenly a huge shadow covered them. They all looked up and saw Ragnar riding Skull and enter the arena.
"Say hello, to my little friend." Ragnar said as he jumped off Skull's neck. The Viking teens just stared at him eyes widened and mouths open. "Say hello to Skull."
"That is awesome." Tuffnut said excitedly.
"So, Hiccup, this plan of yours does it lead to agonising pain, certain death and has a little chance of succeeding?" Ragnar asked.
"Yeah, pretty much." Hiccup said.
"Good! I was almost worried for a moment." Ragnar said.
"Guys, you don't have to do this. It's my fault and you don't have to get involved." Hiccup said.
"Hiccup, it's a bit late for that and you're not doing this alone." Astrid said.
"Hiccup, I'm not trying to stop you, but you know what might happen." Ragnar said with eyes closed.
"I know, but that's not going to stop me." Hiccup said.
"What are you two talking about?" Astrid asked.
After telling the Viking teens about his dreams and the one about Hiccup falling into an inferno they looked at them with blank faces.
"You mean you can see into the future?" Fishlegs said.
"Only bits of it in my dreams." Ragnar said.
"That is so cool." Snotlout said.
Astrid looked at Hiccup with a worried looking face. "You mean to tell me that you might die and you wanted to do it alone." She said in shock.
"Astrid don't try and stop me." Hiccup said. Astrid then punched Hiccup in the shoulder.
"That's for keeping secrets." Astrid said. She then kissed Hiccup on the cheek. "And that's for everything else."
Hiccup looked at the over Viking teens and saw that Ruffnut and Tuffnut were looking at them with eyes wide open, Snotlout looked like he just got punched in the face and both Ragnar and Fishlegs just smiled.
"So, what's the first step of your master plan?" Ragnar asked.
Meanwhile Stoick and the other Vikings were still sailing into Helheim's Gate. Soon they pasted a Viking ship trapped in the sea stacks.
"Oh, I was wondering where that went." Gobber joked. They kept sailing on until they hit ground.
"Stay low and ready your weapons." Stoick said. Then he and Gobber looked at the cliff and saw a Monstrous Nightmare's tail before it disappeared. "We're here."
"It's nice to know that Ragnar's visions are coming true." Gobber said.
"True, but he still held back some important information." Stoick muttered.
"But, you know Stoick, if it weren't for him and Hiccup we couldn't of found the nest." Gobber said.
"Nothing is going to change my mind Gobber." Stoick said and jumped off the ship and landed on the ground.
Meanwhile Hiccup had unlocked the Monstrous Nightmare's cage and slowly backed up as the Monstrous Nightmare advanced with his hand held in front of just in front of its snout. He slowly led it into the centre of the arena much to the Viking teens' amazement.
Snotlout however got nervous and started to pick up the broken end of a spear. Astrid stopped him and shook her head and he dropped it. As Hiccup Got closer he grabbed Snotlout's shaking hand and pulled it.
"Wait!" Snotlout yelled pulling his hand back. "What are you-?"
"It's okay." Hiccup assured Snotlout grabbing his hand again. "It's okay."
Soon Snotlout's hand replaced Hiccup's hand which was hovering over the Monstrous Nightmare's snout. Eventually the Monstrous Nightmare purred and pressed its snout into Snotlout's hand. Snotlout just grinned and laughed then he noticed Hiccup was walking away.
"Wait! Where are you going?" Snotlout asked.
"You're going to need something to help you hold on." Hiccup said grabbing some rope.
The other Viking teens turned to face their dragons.