[AdamLein]

It's certainly not "wrong" as I don't think you'll be doing yourself or your family a disservice by cutting the docklines and heading out to sea.

My point though is, from the way you've been talking about your life, it doesn't really sound like it has the sort of "issues" you mention. So maybe instead of asking, "Is it WRONG to risk everything and go cruising?", you should consider asking, "Is it WRONG to enjoy my work, be financially stable, and take my family sailing for four weeks at a time?" Obviously not!

Everybody who's saying, "Only you can answer these questions" is right; I'm not trying to deter you from your dream, but rather, to point out that the life you're living now sounds pretty good!