Sid Meier's Pirates! was a fantastic game in which I spent a ton of time. I still find it hard to believe it was written mostly in C64 BASIC [1] (I suppose not the dueling scenes though).
I think everyone who was a gamer back then knows the game, so it's not really a hidden treasure. It may be lost now to modern audiences, though. By the way, I also enjoyed the remake, with one caveat: I absolutely cannot stand the "simlish" language they speak; I understand they did it to aid in localization, but so much is lost with that nonsense... they should have just used subtitled English with pirate-y voices (or Spanish, but I suppose the English-speaking world was their primary audience).
Another game which is fantastic in a similar sense than Pirates! is MicroProse's "Sword of the Samurai" [2], apparently made after the resounding success of the former. It's probably the most tasteful and "authentic" samurai game ever made. Yes, even more than the Total War series. It chronicled your rise from a lowly no-name samurai, to Hatamoto, to (hopefully) Shogun. It has duels, marriages, rescues and kidnapping, loyalty and betrayal, tactical battles and strategy, and (taking into account its pixelated era), the graphics are really appropriate.
I often wish for a remake of Sword of the Samurai, but maybe it's best that nobody did a half-assed attempt and botched it.
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[1] https://www.youtube.com/watch?v=WJOjSQ0yv8U
[2] https://www.mobygames.com/game/246/sword-of-the-samurai/