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If you can't decide, or if you're new to the game, then my personal recommendation would be Season Pass 2, since its new content is spread out very well, so you profit off of it all the way from the early to the endgame.
Season 3 adds tourists with tourist infrastructure (hotels, restaurants, buses), skyscrapers for engineers and investors and a new trade mechanic.
Season 2 adds innovations to the farming system, a palace mechanic and a new map with a new questline, not really that great honestly.
Season 1 adds an old world map with a huge island, a new arctic map with a new questline and botanical garden. not the worst, definitely not the best, that's for me at least.
The Definitive Annoversary Edition includes the Year 5 Gold Edition plus the cosmetics DLCs.
Meanwhile, the two DLC packages currently on offer - Efficiency Masters and Aesthetics Artisans - are basically a commercial trap. They don't contain all the DLC, and they're also selected in such a way that they do not contain a complete Season Pass, so you will have to buy piecemeal if you want to complete your collection, later.
I haven't done all the maths on this, but buying these packs and then completing the collection with individual DLC (even at discount) will probably be more expensive than buying the Season Passes at discount.
ITs the exact same content for each. Listed that way in store
I disagree, it's true 1800 it has more dlcs than 1404, but it's not a cash grab because you don't need any specific dlc to fully play the game. The game si complete in its vanilla version and each dlc is stand alone and can properly work alone even without the others and every dlc changes a different aspect of the game.
The mere fact that you have more choice doesn't mean that's a cash grab, there simply is more content to choose from.
And btw in the sales a couple years ago I bought the full game for $80 and all 4 seasons dlcs (except cosmetic) for an other $40. They look a lot on paper because it's 16 dlcs but as far as pricing goes it's like an old school game with a $80 price point and a $40 single expansion pack