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In going to 18" wheels you need to brace the steering rack of the 1995 993 if I'm not mistaken as quoted in a Factory Bulletin. Bigger wheels and tires mean higher unsprung weight so I voted no. The newer cars have suspensions and wheel/tire packages that are developed together and tested to work best together. Why risk losing all that benefits just to look cooler.
I don't think they will fit in the rear. I beleive the Cayman offset is the same as the Boxster which is 50 in the front and 52 in the rear for 18" wheels. This will make them stick out by aroun 13mm which is a little more than 1/2 inch.
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