I posted a pic in another thread but...
I am running a set of boyds as well. Smoothie IIs. 18x8 in front 20x10 rear. Wrapped in Nitto 555s 255/40/18 and 285/30/20 I measured about 15 times and when I called they told me they wouldnt fit. I told them they would. Proof is in the pics. I did have to roll the rear fender lip, and I have no more than a 1/2 inside and outside. No rubbing!
PS I think running the skirt will not be an option with a larger wheel. Plus why cover up something so pretty. LOL
I believe your car has front drums? If so its a bit easier to fit wheels. My car has the factory big front disks which are a pain to clear. Even with my measurements I had to shave the large ridge that runs down the side of the caliper.
I found this.... hope it helps
http://tunertools.com/articles/Wheel-Fitment.asp