Jay Baruchel credited as playing...
- Hiccup: It's you and me, bud. Always
- Astrid: So, what are you going to do about it?
- Hiccup: Probably something stupid.
- Astrid: That's the Hiccup I know.
- [last lines]
- Hiccup: Legend says that when the ground quakes or lava spews from the earth, it's the dragons letting us know they're still here. Waiting for us to figure out how to get along. Yes, the world believes the dragons are gone, if they ever existed at all. But we berkians, we know otherwise. And we'll guard this secret until the time comes when dragons can return in peace.
- Hiccup: There were dragons when I was a boy...
- Hiccup: [about Toothless] *Now* you can draw...
- Astrid: Another Night Fury.
- Hiccup: She's more like a Bright...
- Astrid: A Light Fury.
- Hiccup: Yeah, yours is better probably.
- Hiccup: You brought a baby to a battle?
- Fishlegs: I couldn't find a sitter.
- Hiccup: [to Light Fury, as Toothless plummets from the sky] Save him.
- Toothless: Mrooo?
- Hiccup: It's ok,*he hugs Toothless* I love you too, and I want you to be free.
- [Toothless plays with his prosthetic leg]
- Hiccup: You do know my leg isn't a chew toy?
- Hiccup: [to Toothless] I was so busy fighting for a world that I wanted, I didn't think about what you needed. You've looked after us for long enough. Time to look after yourselves.
- Astrid: I thought this was a stealth mission.
- Hiccup: They all start out that way.
- [commenting on Hiccup's plan to save Toothless, Light Fury, and the Berkian dragons]
- Ruffnut: This is the best you got?
- Hiccup: No, you guys are the best I got.
- Ruffnut: Aww...
- [first lines]
- [on a Dragon Trapper ship, in a cage, a dragon roars in frustration; Ivar taps on the cage]
- Ivar the Witless: Quiet!
- [Hiccup comes out of the fog wearing his dragon armor and lights up his inferno]
- Ivar the Witless: What are you?
- Hiccup: Shh.
- [Reaches Toothless to free him]
- Hiccup: I'm sorry, bud. For everything.
- [Releases him]
- Hiccup: [about Light Fury] Now, let's go get her.
- [about Toothless, as he is panting, slobbering, and moving in excitement after meeting Light Fury for the first time]
- Astrid: Isn't it obvious? He's in love.
- Hiccup: [to Toothless] Trust me, relationships are nothing but pain and misery.
- [Hits him]