Sort by:
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 ...
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...
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...
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...
Black Monday
DOS1987 Starsoft Development
Black Monday (1987) combines economic panic with the thrill of—wait for it—spreadsheet navigation. It's like Wolf of Wall Street without the fun, drugs, or DiCaprio. Yo...
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...
1869
DOS1992 Max Design
If you’ve ever dreamed of becoming a 19th-century merchant sailing the high seas with a suspiciously optimistic outlook on international trade, 1869 is your jam. It throws yo...
Pirates! Gold
DOSWindows 3.xMac OS1993protecteddemo MicroProse Software
Pirates! Gold is a 1993 enhanced version of the legendary pirate adventure game, allowing players to become captains searching for treasure, fame, and opportunities to annoy rival ...
Ports of Call
DOS1989 International Software Development
Ports of Call is a 1989 shipping simulation that puts players in charge of a maritime company where success depends on careful planning and smart decisions. Players buy ships, choo...
Rags to Riches
DOS1993protected Interplay Productions
Rags to Riches is a 1993 DOS business simulation built around the classic dream of starting with almost nothing and ending up with a fortune. Players must make financial decisions,...
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...
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...
China Sea Trader
DOS1989
Forget piracy—China Sea Trader makes hauling porcelain and spices across 19th-century Asia feel like a cutthroat business. It’s part economic sim, part geography lesson...
Merchant Colony
DOS1991 Impressions Games
Merchant Colony turns the romantic idea of building a trading empire into a surprisingly detailed exercise in logistics, commerce, and calculated risk. Players establish colonies, ...
Yuppi's Revenge
DOS1988 Ariolasoft
Yuppi's Revenge is what happens when ‘80s satire meets office rage. You’re a disgruntled ex-yuppie on a rampage through the corporate world—armed with a golf club...
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...
Machiavelli the Prince
DOS1995protected Holistic Design
Becoming a Renaissance ruler is complicated enough without everyone around you plotting something. Machiavelli the Prince transforms politics into an engaging strategy game where d...
Port Royale
Windows XP/98/952002protected ASCARON Entertainment
Port Royale is a 2002 trading and strategy game that lets players experience the life of a merchant in the Caribbean during the age of sailing ships. Instead of becoming a legendar...
Wall Street Tycoon
Windows XP/98/951999
Wall Street Tycoon turns the stock market into a strategy game where the most dangerous enemy is usually your own confidence. Players buy and sell investments, follow market moveme...
Patrician
DOS1992protected ASCARON Entertainment
Patrician is a 1992 trading and economic simulation set within the Hanseatic League, inviting players to build commercial success through careful planning rather than heroic swordp...
Patrician 2: Quest for Power
Windows XP/98/952000protected ASCARON Entertainment
Patrician 2: Quest for Power expands the successful formula of the original with greater depth, richer trading opportunities, and an even more detailed simulation of medieval comme...
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...
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...
Nomad
DOS1993 Papyrus Design Group
In Nomad, you’re a space pilot with a ship full of bad decisions and a galaxy’s worth of trouble. The game throws you into a vast star map to explore, trade, and occasi...
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...
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...
Cutthroats: Terror on the High Seas
DOS1999 Hothouse Creations
Cutthroats: Terror on the High Seas puts you aboard ships where peaceful retirement is apparently not part of the career plan. The game mixes naval action, exploration, and the dan...
Inve$t
DOS1990 Starbyte Software
Inve$t from 1990 transforms financial maneuvering into competitive gameplay, proving money can indeed be entertaining when attached to risk. Players navigate investments, strategy,...
Acquire
DOS1989 IBM
Acquire (1989, DOS) brings boardroom drama to your DOS screen, turning you into a hotel tycoon in a game where the real enemy is... math. It's a faithful adaptation of the classic ...
Xiphos
DOS1990
Xiphos is a space shooter that mixes straightforward mechanics with a slightly more tactical approach, encouraging players to think as well as react. It is not overly complex, but ...






























