Porco Rosso,
Your comments about weather and winds and ceilings in Iceland are very interesting. I think we are all agreed that by doing the crossing in less than very favourable conditions is inviting trouble and creating an adventure where one need not have existed with a more cautious attitude to actually when to fly.
The moral is quite clear. It is a pretty safe bet in a single that is well prepared for the trip and if the the pilot is really prepared to wait and wait and wait for the right weather.