I'm curious to know whether you are an "always, sometimes or never" travel insurance purchaser. I had times in the past where I bought it, and times where I didn't - and the time that I didn't was one occasion where I got sick and had to cancel flights and re-book, as well as extending accommodation. I ended up being out of pocket for a sizeable chunk of money, and from then on I refused to travel unless I had a travel insurance policy. For me it was one of those "better to be safe than sorry" moments - I would have hated for something more serious to have happened (for instance a hospital stay and big medical bills!) So yes - now I am firmly an ALWAYS when it comes to travel insurance. What about you - always, sometimes, or never? Any reason why you feel that way?