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I did a week on Skye a few years ago, was originally planning on going in to the Cullin for a couple of days but slipped and hurt a foot on my first day, so ended up doing some more relaxed routes. The Trotternish Ridge is well worth doing. Most do it in three days going north to south, but I ended up doing it in two going south to north. Really good walk, a little bit of scrambling and despite making up part of the Skye trail, not too many other people around.
I would recommend taking some sort of water purifier, I used a sawyer mini because outside of the cullin a lot of Skye is low level and filled with sheep and cows. There isn't a huge amount of water along the ridge (I went mid-summer), so being able to purify the flowing water that I did find was reassuring.
Finding places to camp is easy enough, no one generally gives a shit if you're away from the path or road. One night I got wrecked in Portree then walked north until I hit a path and some open ground and just set up there. If you get a chance take yourself to the Sligachan Hotel, fantastic hikers pub that does good food. One night I camped about 250m up the stream from there, amazing view of the Cullin but lots of midgies.
For the midgies, I've always found April/early May to be the best times to do Scotland, good weather and the midges aren't out in force yet. I tend to get bitten a lot, so I've always got smidge on (other people will swear by different products, smidge works for me), when the sun starts going down I make sure arms and legs are covered, and once I've stopped to put up the tent I put on the midge hat.
