Anna and Hiccup never meet due to Hiccup being a DreamWorks character, while Anna is a Disney character.
Both Hiccup and Anna can be rather clumsy and socially awkward at times, as well as being friendly and charming. They're loyal to their friends and families. They were appointed Hiccup and Anna as Berk and Arendelle's new rulers at the end of their second films.
As much as they wanted to keep Toothless and Elsa by their sides, Hiccup and Anna knew that in order to make them happy they'll have to let them go and live their own lives in far away lands. Stoick and Iduna told them as children of a legendary place, that they seek out many years later.
The crossover pairing is one of the ships in the Rise of the Brave Tangled Frozen Dragons fandom, as well as it's sub-fandoms. There have been a few fans who rival the HTTYD/Frozen ship with Hiccelsa. The ship began to slowly grow after the release of How to Train Your Dragon 2.
The ship is commonly shipped alongside Jelsa. In a seasons AU scenario involving these two pairings, Jelsa represents winter while Hiccanna represents summer. While a Viking AU has Anna as a Viking maiden and a dragon rider in training under Hiccup in fanon, where some of the fan art of Viking Anna has her wearing Astrid's clothing or something similar to them, just has there have been fans who have placed Hiccup in Hans' clothes, for the Arendelle setting of the ship; or have portrayed Hiccup as a male version of Anna for a Frozen AU.
Many AU's have the characters never get with their canon love interest, or broken up with them. As the more confident of the two, Anna typically approaches Hiccup in fic, and she would be fascinated by Toothless as well.
On AO3, the ship only has 6 fanfics. As well as it having a small fanbase on Tumbler and DeviantArt.
- Hiccanna posts on Tumblr
- Hiccup is a Viking, while the short story Disney comics of Frozen have featured Viking toys, shields and other Viking-like items.
- Both of their films have their own Christmas specials and short story comic book series.
- Hiccelsanna refers to the ship between Hiccup, Elsa and Anna
|SHIPS||het||Agduna • Hanna • Helsa • Hiccanna • Hiccelsa • Janna • Jelsa • Kristanna • Kristelsa|
|femslash||Elsaba • Elsamaren • Heathelsa|
|poly||Hansoffanna • Kristelsanna|
|friends||Annolaf • Krisven|
|CHARACTERS||m/f||Anna • Elsa • Hans • Kristoff Bjorgman|
|SHIPS||het||Astret • Dagala • Heatcup • Heathlegs • Hiccanna • Hiccelsa • Hicclena • Hiccpunzel • Hiccstrid • Mericcup • Moaccup • NightLight • Stalka|
|femslash||Astriana • Astrunzel • Heastrid • Heathelsa • Meristrid • Valkinor • Valkstrid|
|slash||Dagcup • Eretcup • Hijack • Variccup|
|family||Dagther • Stoccup • Valccup|
|friend||Dagurmaster • Toothcup|
|CHARACTERS||m/f||Astrid Hofferson • Hiccup Horrendous Haddock III|