Abandonware DOS title

The most popular trading games

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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Railroad Tycoon Deluxe

DOS1993 MicroProse Software
Railroad Tycoon Deluxe feels like someone took the original game, showered it with confetti, tuned the engine, and handed it back with a wink. Better colors, refined scenarios, and...
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Uncharted Waters 2: New Horizons

DOS1995 KOEI
Uncharted Waters 2: New Horizons takes everything its predecessor attempted and refines it into something richer and more engaging. Released in 1995, it expands the scope with mult...
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Entrepreneur

Windows XP/98/951997 Stardock Entertainment
If you’ve ever dreamed of becoming a ruthless tycoon without being yelled at by shareholders, Entrepreneur (1997, Windows) is your playground. It throws you into a fierce wor...
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Sid Meier's Pirates!

DOS1987protected MicroProse Software
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Frontier: First Encounters

DOS1995 Frontier Developments
If Frontier: Elite 2 opened the door to a vast universe, Frontier: First Encounters in 1995 basically kicked it wide open and invited you to wander in. This sequel expands the form...
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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 ...
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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, ...
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Elite

DOS1987freeware Firebird
Elite isn’t just a game; it’s a lifestyle choice. This 1987 DOS version throws you into a vast, uncaring galaxy and says, “Good luck.” There’s trading...
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Merchant Prince

DOS1993 Holistic Design
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Seven Cities of Gold (Commemorative Edition)

DOS1993protected Ozark Softscape
Released in 1993, Seven Cities of Gold (Commemorative Edition) invited players to explore the New World with a mixture of discovery, strategy and occasional greed. Sailing into unk...
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Moonbase

DOS1990 Wesson International
Moonbase (1990) isn’t about blasting aliens or dodging meteors—it’s about survival, planning, and resource management. You’re tasked with building a functio...
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Frontier: Elite 2

DOS1993 Frontier Developments
Few games capture the feeling of “the galaxy is huge and you are spectacularly insignificant” quite like Frontier: Elite 2. Released in 1993, this ambitious sequel thro...
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High Seas Trader

DOS1995 Impressions Games
High Seas Trader offers a blend of trading and exploration that feels both relaxing and quietly strategic. You navigate the seas, making deals and managing resources, all while try...
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Cutthroats: Terror on the High Seas

DOS1999 Hothouse Creations
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Pirates! Gold

DOSWindows 3.xMac OS1993protecteddemo 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.&n...
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Business Simulator

DOS1987 Reality Development
Do you find spreadsheets thrilling? Does the idea of profit margins make your heart race? Then Business Simulator is your kind of party. It’s all about running a faceless com...
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Ports of Call

DOS1989 International Software Development
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Rags to Riches

DOS1993 Interplay Productions
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Port Royale

Windows XP/98/952002protected ASCARON Entertainment
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Patrician 2: Quest for Power

Windows XP/98/952000protected ASCARON Entertainment
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Uncharted Waters

DOS1990 KOEI
Uncharted Waters invites you to sail the high seas in 1990, back when exploration meant patience, curiosity, and occasionally getting very lost. This isn’t a game that rushes you...
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Protostar: War on the Frontier

DOS1993 Tsunami Media
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Railroad Tycoon

DOSMac OS1990freeware MicroProse Software
If you’ve ever wondered what it feels like to run a railway empire without getting coal dust all over your clothes, Railroad Tycoon is the place to start. This 1990 classic h...
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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...
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Elite Plus

DOS1991 Realtime Games
Elite Plus takes everything intimidating about Elite and polishes it just enough to feel slightly less hostile. The visuals are improved, the interface smoother, but the soul remai...
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Drug wars: a game based on the New York drug market

DOS1984
If you’ve ever wondered what it’s like to be a criminal economist in 1980s New York, Drug Wars has your fix—pun intended. This early DOS classic throws you into t...
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FIFA Soccer Manager

Windows XP/98/951997 Electronic Arts
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Corporate Raider: The Pirate of Wall Street

DOS1988protected SoftServ
In Corporate Raider: The Pirate of Wall Street, you’re not sailing the high seas—you’re sinking companies from the comfort of an office chair. This business simul...
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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 h...
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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 ...