Very well structure and informative article.
I have often gone hiking naked here in Florida. In usually pick a less popular trail and then just judge the situation when i get there. If it seems secluded then I'll go for it.
I only go in the cooler days, so mosquitos aren't a concern.
I always go for the more woodsy trails so there is plenty of tree cover and sun burn isn't a concern.
I just have to bring my water and listen out for other hikers as the day progresses.
I have only once encountered a fellow hiker who, after I retreated and covered, apologized to me for interrupting my day! I was pleasantly shocked by that positive encounter.
I always strive to just avoid others as hiking naked in Florida, could be acceptable in some situations, it is not explicitly legal. Due to the strangely conservative nature of most Floridians it is best to avoid them to avoid being charged with some ridiculous sex crime.