If WINE works with MACOSX as well as it does with LINUX then it should not be a problem.

For years I have used MPLAB and PBP on a LINUX box and PICSTART+ for the programmer with out problems.

Then a friend of mine told me about
http://www.cannasoftware.com/content/view/32/1
Now the PICKIT2 works with LINUX, the front end is not quite as nice as the software that ships with the PICKIT2, but it works well.

Now all I need a windows machine for is AutoCad