re: freelancing - if you've got a family situation, I'd suggest getting two things in line before going freelance:
1. Getting a bit more savings - 9-12 months would be better imo (but I'm a bit conservative in that regard) 2. Getting some work lined up ready to go, or ideally that you can work on part time already, even if it's not quite your target of $100/hr. Once you quite full-time, you'll already have some income stream to build on.
I was in your shoes 4 years ago, and have had some ups and downs - an early client didn't pay (~$9k) and I filed a lawsuit - 3 years on its still pending. Be prepared to withstand 'feast/famine' cycles - that's where the > 6 months savings helps out. We've got 18-24 months (depending on how we spend) saved up in an emergency fund, and I'm now looking at expanding out - hiring someone, for example.
Your country may have better social safety nets than the US, but make sure your health stuff is taken care of, and you may want to investigate some business insurance. Will your tax situation change if you become self-employed? It does in the US - well, it doesn't, but the 'employer half' of FICA is something that bites a lot of first-time self-employed.
If it were you on your own, I'd say "go for it" - the fact that you have a family (just a spouse? children?) makes me a bit more cautious. You should also have your spouse on board with you emotionally before you do this - money/work fights can be a big problem if you're not both going in the same direction.
Ultimately, I suspect you can always go back and get another job someplace, although perhaps not as cushy as you have now.
Depending on how antsy you are, you could set a goal of 3 months from now (only 12 weeks) to have another month of runway saved up, and 2-4 paying client projects started or ready to start in October.