The relationship between bad news and vacations

I don't know what is the link between bad news and my decision to go on holidays. It seems I am not meant to enjoy my holidays.
When I first too a long holiday to Taiwan - being the first time I am out of the country, I was told my mentor resigned and I was to take over her position.
After that, I thought to myself: Better do not go overseas to so faraway. Local vacation is not bad. Bad things will happen if I leave Singapore.
And now, when I decided to go Sentosa, I was told by another colleague who was leaving that I "will remember him once in a while, gradually it fades until memories is all that is left."
Upon hearing this, do you know how sad and heart wrenching this sounds?
Who is dictate how this is going to be, for me and for us?
Does that mean that besides work, there is nothing left?
I really resented the resoluteness and conviction in which this sentence was delivered to me.
I am quite angry about it.
I still remember my primary school classmates and keep in touch with some - those really close ones.
Why is it that we cannot maintain the relationships?
Am I too sentimental, a relationship hoarder or I am simply thinking too highly of myself that people want to be friends with me and maintain our relationship because it is worth the time and effort?
Why is it that it seems that I cannot seem to enjoy my vacations because they are all postmarked with departure and sadness?
I really hate dealing with that.
I do not blame people for leaving after all the pastures are greener outside but I resented the timings. I really do.
I have reached my conclusions.
Really. It does not matter if I take my vacation overseas or locally. Bad news just follows.