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EDIT:and i meant (Mac 1996,...)
http://www.mobygames.com/game/oregon-trail-ii

In this sequel to Oregon Trail you can do much more than its predecessor. In Oregon Trail you can travel to Salt Lake city or Oregon City, you can start at several different places. You also have to deal with problems along the way, including starvation, broken appendages, and those sort of things. Heck, you'll probably even lose several people in the process. But that's ok.