Hi,
what i think: don't take your wife to PCA meetings.
A 986 with a hard top and snow tyres is also a good winter car. A 996 4S could also be a nice winter car.
To be honest. Buy a cheap, robust beater for winter time and bad weather and use the 986 in the summer time. From the difference to the Cayman price make your wife a beautiful present.
Regards, Markus