The problem with that is that, well, we're supposed to be over it by then and it's mostly always been depicted that way right back to TOS.
In a TOS episode the crew meets a recreation of Lincoln who greets Uhura as a "stunning nigress" and then corrects himself on using such a term, it being a product of his time and that he simply was trying to say she was a beautiful woman. Uhura is lost at this! She doesn't know to be offended she actually laughs and she and Kirk explain she has no problem who she is, that she's just as capable as anyone else and that humanity doesn't worry about that kind of stuff anymore. It's supposed to show humanity, all of humanity, had gotten over it. Black people were no longer upset over it and white people were no longer ashamed of it. (As much right as both, today, have to be. Particularly the black people.)
You could argue this is a more disturbing product of the time the show was made and it's even reflected today in aspects of society where people say, "If we just get over it we can all move on and be happy." When, come on, they have a LOT to be upset about and continue to to this day.
But the ideal future is what we see in TNG everyone has gotten past it and perfect equality is achieved.
But, here's Sisko, pouting in his room because the unfair holodeck program set 300 years ago isn't accurate when it's supposed to just be an entertainment program centered around Vic and not an accurate representation of 1960s Earth and the social politics of the time.
Granted, his mood could be someone influenced by the prophet vision he has as a oppressed writer living in mid-20th century Earth so his experiences with the segregation and racial politics of the time are fresher.
Good point, and I'll say the concept from Savage Curtain is very forward thinking. I would even call it a genus concept. It's hard to argue with the logic of it.
With that said, it can be argued that just being disturbed by the time period itself is enough to justify why Sisko wouldn't want to participate, and feels uncomfortable when he sees other people are.
Just studying history or reading history books or biographies can be enough to make a person disgusted at a time period. You don't really need an alien induced vision.
The simple fact is, when he thinks of the time setting of the casino and sees the people, the decor, he associates it with the actual, real ugly history that it was based on.
He's not regressing backwards- he's an (relatively) enlightened 24th century human expressing disdain at a specific time period when black americans were treated badly.
If anything it shows empathy-- perhaps he felt guilty seeing a gambling adventure set during a time he knows was hard for his ancestors, or just that it was an awkward cos playing subject, given the background.
If Professor Gill (Patterns of Force) had the same attitude about the mid 20th century, he may have avoided the catastrophe that almost killed millions and ultimately cost him his own life.
Ironically, TOS (progressively) acknowledged it for what is was, by condemning Gill for ignoring the real aspects of history.
I always found the various holodeck recreations of things like Vic to be problematic in this context as well. And I think there is no contradiction between the Uhura smiling over Licoln's language and Sikso (rightfully) complaining about the Vic Fontaine program.
One shows that the word doesn't have power anymore because it belongs to a bygone era humanity has managed to resolve and move past.
The other shows objection to a glorification of such an era.
I think it's perfectly possible that Uhura might have reacted similarly to Sisko if her shipmates had dragged her into a "fun" recreation of the Antebellum South, for example that shows it as a "fairy tale country of fair ladies and gallant kngihts" ala Gone with the Wind.
Good point, again.
Conceivably, someone could invite her to "romantic" recreation of the antebellum south where she could wear the finest dress, and pretend to be a southern bell waiting for her hero to sweep her off her feet.
According to how some interpret human progress in Trek, she's from an enlightened society from the future so far distanced from that history that she should not be bothered by it. But, if she has any inkling of history, or that time period, she would probably refuse or at the very least, feel awkward. No matter how much you tweak the program or setting.
Funny thing but a lot earlier, when drunk Sulu grabs her and calls her a "fair maiden" Uhura responded,
"Sorry, neither!" Something changed quickly.
