Just to chime in a bit, the only 2 times I've been out and about in public, I've worn my flatcap... Of course, it's a Saffron kilt, which leans a bit more toward being "Irish" than a Tartan kilt would (please, I don't mean to start up the whole Irish kilt discussion again, just making an observation). I didn't think much of it as any time of the year I'm liable to wake up and find frost on the ground, I'm wearing my flat cap when I'm out of doors. I haven't worn it with my Leatherneck kilt and I'm not sure I would. Frankly, I promised my betrothed that I wouldn't wear that kilt until the wedding, which will be in late May in Las Vegas, and I doubt very much that a wool head covering of any kind will be appropriate.

Part of my problem going into summer is figuring out exactly what type of headwear I'm going to need! I need something, as it was deeply ingrained in me whilst at Parris Island that I MUST wear some type of cover when out of doors. Unfortunately, I don't really see a baseball cap as a 'stylish' cover with a kilt. Of course, I could go without, but since the natural covering of my scalp has become quite a bit less dense than it was, that tends to be a bad idea when it's sunny out if you get my drift.