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It's not historical, it focuses much more on the writing, and is much more difficult. That said, the main loop of the game is very similar, I think, so you may enjoy it.
https://store.steampowered.com/app/371520/Bounty_Train/
http://caravaneer.gamesofhonor.com/
Not exactly like this, but I also enjoy EV-like games (games similar to the escape velocity series, which in short means 2D top-down space trading / shooting games).
I think the best done are Naev, and Endless Sky. Both are free on Steam, or you can get slightly more current copies if you want to complie them from the source on Github.
https://store.steampowered.com/app/598530/Naev/
https://store.steampowered.com/app/404410/Endless_Sky/
There are also a myriad of games similar to Dope Wars. It is a very old game for DOS, buy low / sell high and pay off your loan. You can find all sorts of clones, ports around the web, for your phone, whatever. There is a game on Steam called Arms Dealer that is very much like Dope Wars, but larger in scope and scale.
":/store.steampowered.com/app/325630/Arms_Dealer" (link does not work, but the page is there if you browse to it... may have been pulled from Steam?
edit: adding some links
There is also an old Sid Meier's game called Pirates, which has spawned something of its own genre. You can get a modern remake of it, or you can get a really good game called "Age of Pirates" by the Trese Brothers:
http://www.tresebrothers.com/sail-the-seas-in-age-of-pirates/
https://store.steampowered.com/app/3920/Sid_Meiers_Pirates/
There are bunches of games "Like Sid Meier's Pirates" if you search a bit, you will find a ton of them.
And there is also this stuff that is sort of like "Smugglers" though I'm not sure if I could name the genre exactly. This is Smugglers 5 https://store.steampowered.com/app/291450/Smugglers_5/ and this is Star Traders Frontiers: https://store.steampowered.com/app/335620/Star_Traders_Frontiers/
STF is really great, sort of a mashup of Smugglers and Darkest Dungeon, in a Dune / Warhammer style universe.
The games I mentioned as "genre defining" might not actually be the first in their respective genres, there is always something older.. but they're typically good places to start key-word searches from.