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I do know that in the current storyline which happens in Zemuria, this game is the fourth in the series. And I heavilly recomend you to Play the Trails in the Sky first since this game has an open thread from the Sky games that will be finished here in this one. And it's a big spoiler if you don't play the Sky first.
I think you would take a few months to finish the Sky series however by that point maybe the next game tTrails to Azure will be here already and you won't have to wait to play it after finishing this one.And that's a plus. XD
The order of the games are:
Trails in the Sky.
Trails in the Sky SC.
Trails in the Sky the 3rd. (Yes they could have used numbers, but whatever).
Trails from Zero.
Trails into Azure.
Trails of Cold Steel I.
Trails of Cold Steel II.
TRails of Cold Steel III.
Trails of Cold Steel IV.
Trails into Reverie. (I think that's the adaptation they chose, I forgot).
Kuro no Kiseki (I would bet on TRails from the Darkness or Into Darkness BUT since Hajimari was adapted to Reverie, I have no idea what they will call that.
And Kuro no Kiseki II: Crimson Sin.
So far, both Kuro no Kiseki, Reverie and Azure are still to be released, and Kuro no Kiseki has no date to be worked on, sadly.
Reverie and Azure will be released next year.
so that makes :
----------------------------
Trails in the Sky FC.
Trails in the Sky SC.
Trails in the Sky the 3rd.
Trails from Zero. <--------------- You're here
Trails into Azure. ( release 2023)
Trails of Cold Steel I.
Trails of Cold Steel II.
TRails of Cold Steel III.
Trails of Cold Steel IV.
Trails into Reverie. (release 2023).
Kuro no Kiseki ( no release date yet, probably late 2024 at the latest)
Kuro no Kiseki II: Crimson Sin ( no release date yet, maybe 2025).
-------------------------------
Adding to this:
Legend of Nayuta: Boundless Trails - spin-off, sort of, outside of the main order (eng release in 2023, I think)
Tokyo Xanadu eX+ - not included in this series, but a honorary member of sorts, something like an illegitimate child with Persona franchise, has lots of cross-references
I believe the unofficial translation for Kuro is Trails before Dawn (which doesn't make much sense but whatever)
Hajimari could have been called Trails of Beginnings or something close.
Of course even Cold Steel isn't really translated cause it can't.
Haven't played it yet so don't know where it fits. Probably can be played at any point after sky I'd suppose, since the connection seems very little so it's mostly for world building.
"Hajimari" is officially translated as "Reverie", and it's coming after Azure.
"Kuro no Kiseki" is unofficially "Trails from the Black", and it's coming after Reverie and Nayuta, I think.
Zero/Azure happen concurrently with CS 1 and 2, but were made and released earlier, and the series follows more or less continuous narrative, so for me it's logical to place them before CS.
You get so much more out of the series if you understand where its been.
This series is sort of like the MCU. You wouldn't start up the MCU with Captain American 2 even though Captain America 2 was a great movie
The cliffs notes on who those characters are gets mentioned, yes, so you can intellectually know who they are. But the cliff's notes aren't going to give you an emotional connection to them like playing the games (or at least watching someone else's playthrough) will.
This is especially of note because one character's story arc which started in Sky SC only ends up getting concluded in Zero.