Hodja - I quite like to see pilots flying around with their family and toddlers, but I agree that my immediate reaction is always the same as yours. But then I have to tell myself that it's not necessarily a riskier thing to do than many other activities. I think it should be encouraged.
It's a bit like when I grew up in the city as a kid. Me and my mates we're alway out on the street with our bikes, climbing scaffolds, up to no good, exploring derelict buildings etc. You simply do not see any kids on the street today because the great paranoia has set in. We as a society see perverts, pedophiles and child snatchers in every person we meet, yet there are no more of those than there were in the 20's when all kids - no matter what age - played in the streets.
I digress, but it's just a sad state of the times we live in that our kids are not allowed to go out by themselves and play, explore and learn. So a little flying with the family, a little risk taking should be encouraged, I think. But then again I'm not a parent, so I might feel differently if they were my kids.