Games involving some sort of trading practice sorted by release date
If buying and selling goods is your thing, give these games a try. Every one of them involve trading in some form: buying and selling goods and moving them by sea (Ports of Call), stock exchange (Acquire, Black Monday), smuggling items in deep space (Elite, Frontier).
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Pirates! Gold
DOSWindows 3.xMac OS1993protectedremakedemo MicroProse Software
Pirates! Gold is an open world game designed by Paul Murphy, developed and released by MicroProse Software in 1993 for DOS, Windows 3.x, Mac and also Sega Genesis and Amiga CD32. Pirates! Gold is a remake of the game Pirates,...
Protostar: War on the Frontier
DOS1993 Tsunami Media
Rags to Riches
DOS1993 Interplay Productions
Railroad Tycoon Deluxe
DOS1993 MicroProse Software
Seven Cities of Gold (Commemorative Edition)
DOS1993protected Ozark Softscape
Wing Commander: Privateer
Windows XP/98/95DOSMac OS1993protected Origin Systems
Iron Seed
DOS1994freeware
Frontier: First Encounters
DOS1995 Frontier Developments
High Seas Trader
DOS1995 Impressions Games
Machiavelli the Prince
DOS1995protected Holistic Design
Ocean Trader
DOS1995 Software 2000
Uncharted Waters 2: New Horizons
DOS1995 KOEI
Uncharted Waters 2: New Horizons is an abandoned simulation game, sequel of Uncharted Waters, developed and released by KOEI in 1995. The Uncharted Waters series is set in the Age of Discovery and gives the player the freedom to s...
Zeppelin: Giants of the Sky
DOS1995 Ikarion Software
Ever dreamed of running a transatlantic zeppelin empire during the golden age of flight? Zeppelin: Giants of the Sky lets you do just that — and it’s every bit as niche and charming as it sounds. You build, manage, and...
Gloriana
DOS1996 ASCARON Entertainment
Baseball Mogul
Windows XP/98/951997 Infinite Monkey Systems
Baseball Mogul (1997) was the original release that kicked off the whole franchise. Developed by Clay Dreslough and published by Infinite Monkey Systems, this was a pioneer in the world of sports management sims. It was released f...
Capitalism Plus
DOSWindows XP/98/951997protected Enlight Software
Before there was Capitalism 2, there was Capitalism Plus, which basically took the original and added a few bells, whistles, and ways to fail spectacularly. It’s like being handed a multi-billion dollar toy box and told &ldq...
Entrepreneur
Windows XP/98/951997 Stardock Entertainment
Dope Wars
Windows XP/98/951998 Beermat Software
Dope Wars is a text-based simulation game that originated as a DOS program in the early 1980s, but gained popularity in its Windows version released in 1998. The game puts players in the role of a drug dealer navigating the underg...
Patrician 2: Quest for Power
Windows XP/98/952000protected ASCARON Entertainment
Capitalism 2
Windows XP/98/95Mac OS2001protected Ensemble Studios
If spreadsheets are your love language, Capitalism 2 is pure romance. This brutally detailed simulation lets you create your own corporate empire from scratch—manufacturing, retail, real estate, stock markets... even farming...
Port Royale
Windows XP/98/952002protected ASCARON Entertainment
Taipan for Windows
Windows XP/98/952002freeware
Ascii Sector
Windows 10/11LinuxDOS2007freeware
Ascii Sector is what happens when someone takes Privateer, removes the graphics, and replaces them with pure ASCII and sheer willpower. It’s open-world space sim meets roguelike: you trade, fight, explore, get stabbed in sha...
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