I made the switch two years ago. It is worth doing it, I really enjoy TeX+METAPOST, and others.
Just read this TEX S.E. post.
You will have to face several troubles at the beginning :
syntax is quite different, and you need to get used to it. One typical beginners error is described in one of my first ConTeXt post. But once you got it, you won't have to check as in LaTeX, where each package has its own syntax.
Sometimes, you think your mistake is connected with a macro you don't master, while it is just a typo.
The main issue is finding the good macro. We don't have a ConTeXt cheatstyle yet (well, I'm working on it, but won't be finished before the new year). So you have to dig into the doc.
Look at that post for ConTeXt documentation and Henri Meinke's guide.
You will find more here about LaTeX-ConTeXt switching.
Be aware that this post may be closed, because the answer for documentation has been posted elsewere and the rest is a matter of taste and may be considered off-topic.