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It is fair to say that Skye has dramatic weather but the island has an unfair reputation for being permenantly wet. Statistically it is drier than both Glen Coe and Fort William. Changes in the weather across the island and through the day can be as dramatic as the scenery itself and should be seen as part of the appeal. Without the weather there wouldn't be such incredible quality of light. So if you wake in the rain don't despair but if you wake in the sun get out and make the most of it!
If the timing of your trip can be varied it is well worth studying weather forecasts. Weather patterns are affected by wind direction in particular; put simply North & East winds are dry, South and West winds can be wet. Local fishermen use XC weather- http://www.xcweather.co.uk/ . Another good rule of thumb is that the weather will be good if the UK national forecast is poor. This was particularly evident in 2012 and is related to the position of the Jet Stream.
Forecasts for precipitation should be examined closely as there is a big
difference between persistent rain and intermittent showers. Modern
forecasts tend to be very reliable for the proceeding 24 hours but, conversely,
long term forecasts are often wrong. Evening weather is frequently better especially through the summer
months. The most accurate picture of approaching rain can be gained by watching the latest video-forecast on the BBC Scotland
Temperatures rarely break 26 centigrade (80F) or drop below zero (32F) with windchill more likely to affect your comfort.
Daylight: In mid-summer, with clear skies, it is never completely
dark and bringing blindfolds to help sleeping may be useful. More positively there's plenty of time to see the views. On December 21st, with cloud cover, useful daylight can be restricted to between 8-30am and 3-30pm and warm fires & whisky will be in order. By January 1st it is already light until 4-30pm and there are 12 hours of daylight again by mid-February.
Winters have generally been colder and drier over the past few years. Really heavy snowfalls that block roads are rare and reliably cleared in less than 24 hours.There are a good selection of Isle of Skye weather cams at Blaven.com
There really are no "best times" of year and reports will always be a matter of personal taste. For photography the best quality light is arguably between October and March with the possible added bonus of seeing northern lights. There are some very good deals to be had with accommodation providers through this period too. The incredible long hours of daylight make May, June & July popular for walking & climbing with May & June statistically the driest months. Campers should be warned about the wee beaties that are at their height in July & August. The Scottish Midge can wreak havoc unless you are fully armed with midgie nets & repellents (of which Smidge is the current favourite).
For naturalists Golden Eagles display from February until they nest in April, Stags rut loud & proud throughout October, Whales tend to be be spotted late summer onward, otters live here all year round and are best spotted at dawn & dusk.