I used Wine on Windows to run some early 32-bit Windows games that made trouble with newer versions of DirectX, but I don't think it would let you run a 16-bit app on a 64-bit system, as it would have to either emulate a 16-bit-compatible environment or dynamically recompile the code. WinG was just a graphics/multimedia library for game programmers, a wrapper around GDI (don't know if it was already called that back then). Sort of a precursor to DirectX.
From what I know, all Wine does is provide replacement libraries for the WinAPI, DirectX, WinG, etc., and on Linux system probably some form of repacking PE files into ELF executables. Basically, what 32-bit versions of Windows had was a sort of integrated virtual machine for running 16-bit code (NTVDM). You would need to replace that with something else to get the game to run (in my case, a separate virtual machine).
Edit: Yeah, just to be clear, the GOG release of the second game should run fine on all new systems. We're just talking about the possibility that GOG didn't release the first game because it wouldn't run on 64-bit systems.

I'm running Win7 64-bit and Buried in Time crashed when I went to Save Game :(.
Haven't tried since though. I'll experiment a bit more with XP later.

It'll work fine on XP. Vista and 7 are having issues, though. :(

I remember my dad playing Turbo a long time ago. He said it was "very unforgiving". I might have to check this one out for old times, though.

The first journey man project and the turbo version of it were created using Macromedia Director (like a lot of "cd-rom" games of the same period) so technically it normally shouldn't be to hard for Presto (as they still exists and still own the Journeyman rights) to import the director script into a recent director version and create a new exe that would run on modern system (lots easier than if the game was created in C++ or any other low level programming language).
But then again the same should be also true for Pegasus Prime the enhanced version which I hope GoG will be able to release too.