I remember playing this game way back when it first came out, I added it to my Steam wishlist. Got the notification it was on sale, for $1.99 I had to pick it up. Thought other people might appreciate this!
http://store.steampowered.com/app/3920/
I played it a LOT back in 1989... obviously not this version... my roommate in Okinawa had a Mac, and watching another buddy play, I witnessed him accidentally cause a glitch in the game, resulting in 655300 gold... once I figured out how it happened, I went back in with my character, who had already become a Grand Duke, and went crazy, trying to achieve the rank for all of the nationalities, girls in every port, massive fleets and followers. Funny when you sold off your fleet, and kept most of the pirates, to be down to one sloop with 1200 pirates, apparently hanging off the sides of the boat, on the masts, swimming along side. Good times. I didn't reveal my secret for a week or two, to my great amusement and the great confoundment of my roommates.