I was in this stage. and the questions in my mind were:
how long can i stay unemployed? (determines the period of the trip)
how much is my budget for travelling.? (determines where you head to)
Maybe the approach will be to stay in Singapore, as this is where your life is based, walk around places you seldom go to (can be industrial estates, wet markets, Little India etc and see the life you dont see in your normal life) and once you have an idea, head to your destination. That way you know what you are looking for.
The other approach is to go overseas, and then being in a foreign place, allow the ideas to flow. Then come back to Singapore and see which of your ideas are applicable in the local context.
It was in the Great Barrier Reef that I saw nature's beauty.
In Maldives that I felt so vulnerable as a human (the vast sea could swallow me anytime)
In Morocco that I felt time has stood still and life was simple and affordable.
In Yunnan that I find life is actually so straightforward, not much of office politics etc, you just mean what you say and do what you said you will.
In Thailand that I found out I dont wanna be an employee for the rest of my life. They population is huge and labour was in abundance.
In Indonesia that I appreciate the readily available services we have in Singapore without having to travel so far.
You may go to these places but have different experiences from me or others who have traversed there.
We have to thank all these people here who suggested destinations which made a difference to their life. They gave you the suggestions hoping that it will do something good for you. But really, the answer still lies within yourself.
Contemplate life, maybe put down on paper what are the problems, causes etc. And what kind of life are you looking forward to. You have to make your own decision. The hardest part is that you have to neglect other people's opinion on the decisions you make in your life (e.g. your parents may frown if you wanna be a social worker, ex-colleagues will laugh at you if you wanna be a kindergarten teacher if you were a lawyer).
Like very soon, i might make a career change (Which will change my lifestyle for the better) but I know that is what I want in life. But have to "bo-chup" what other people think of my change. Because i learnt that when i make my own decisions, i am in charge. enjoy my own happiness and be responsible for my own sadness.