Absolutely I would. I have not tried anything newer than my 2001 Box base but would certainly go for a Cayman. However I am well aware that the Cayman I would be buying would be out of warranty and I would be buying a Cayman that the previous owner sold because it was out of warranty. I am afraid to try one right now as I might be smitten but will wait till spring to get smitten. I would certainly miss my 2001 Box but I could easily get used to a newer vehicle.
I am well aware that I would now be into a Cayman for $30k+ without a warranty. Would get a Cayman S if the price was right.
However I am still dazzled by the performance of the Boxster base. I know what I have got, getting the bugs ironed out etc.