Short answer. As long as its not indoors then, whenever you like.
The longer answer is. The colour matters not, although sober colours are more usual. In truth, most civilian kilt wearers in Scotland in particular and Scots in general usually go bear-headed unless the weather requires the head to be covered. Personally I wear the balmoral fairly regularly kilted or otherwise and quite often when shooting or fishing when there is a stiff breeze blowing and anything with a brim tends to blow away.
In the sun.
In the rain.
In the country.
On the Normandy cliffs(Point Du Hoc)
In the wind.
Usually not at all.
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