@reapinglegion
i will try , Sir but remember that there are much younger and better persons to give you advice , some of the games i will mention are old , i mean have graphics that makes a younger person turn away...
But as you grow older , you cherish the games that gave you much fun without judging the graphics...i will try to place the word " older game " behind the title , not to stigmatize the game as "old and bad looking" but more to warn you to search info before buying...
An older game by the looks of it but one that brought me great adventures when i was young: Sea Dogs , Sea Dogs To each of his own, Sea Dogs Carribean Tales,city of abandoned ships ...in short type Sea Dogs in Steam and you will see a whole list...
Tropico 2 , another " older "game that is more a Pirate Island Sim , where you send out ships on the map but never have shipfights of your own, this is more a tactical game so beware before acquiring...
Naval Action , a nowadays MMO, with many ships to choose or acquire. Watch Steam to get more info
Abandon Ship , an indie game that is fun to play but doesn't has the graphics like SOT.
Assassin's Creed Black Flag...buuuut ...i think you will know or played this one , if you haven't , then go for it , it's good and you didn't had to play a previous AC game to enjoy it.
Blood and Gold : Carribean , may be something for you , but check out first before buying or acquiring
Of Ships and Scroundrels : uhm , somewhat like Sid Meyer's Pirates , i have it but haven't played it yet ,since i have little time at hand ...
Port Royale 4: Not a True Pirate game but a game set in that period of time where you can be a trader or a buccaneer...Search more info before jumping in , Sir
Tempest , a Pirate game where you steer ships a bit like AC Black Flag but the graphics aren't as strong as previously mentioned game .But it's not bad in gameplay
So , and this is just the tip of an iceberg , there are many Pirate Games but you have to use your internet in order to see if a game is suited for you before buying these games blindly , that also goes for the few titles i wrote down...i would regret if you would buy one of these and become angry on me as many don't have that "special" Ingredient that SOT has and they lack....
Oh , just one more but beware this is more a RPG , the first part has totally nothing to do with Piracy and the second part , the one i recommend has a few Pirate ingredients in it , but isn't a total pirate game...That does not mean this isn't a Great Game but it's just not purely a Pirate one ... You can't say i didn't warn you ;) ...Pillars of Eternity 2 : DeadFire...
Hope i helped you a bit , Sir , maybe ,when you search for these titles you may stumble on other Pearls i didn't mention. i wish you good luck in yer search , Sir.