not really somewhere you would want to go for a kilt night. But the last place I would expect a kilt would be in a prison, mainly cause they have a dress code, but even if not, I wouldn't expect it a prisoner to choose to wear a kilt if he could due to the reaction or possible actions from fellow prisoners.

On a more practical note, how about skating at an ice skating rink. I'm sure its been done, but it would be definitely different and not what people would expect. You guys might have to forgo going regimental or as least be careful.