Allow me to draw a parallel (with no malice intended... just pointing something out)...

I'm going to be running outdoors in the park during all seasons. What type of jacket should I get that will be cool enough to run in the summer heat, yet will be warm enough to keep me warm in snow?

The answer? 2 or 3 different ones.

I'm not trying to "upsell" into more than one kilt, yet I have to point out that no one kilt can do everything. If you're looking for a kilt to wear in warm weather, then the PV Casual / Semi Traditional is a great choice. If you're looking for a kilt to keep your legs and backside warm, the Premier 8 Yard or 5 yarder will do nicely (along with a thick pair of hose).

If you're looking to start with 1 kilt (and only one for the time being), then I'd likely suggest the 5 yarder, a jacket and some hot coffee for the winter months and a cold soda and a tshirt / polo for the summer months.