like "Route 66"...
and many people DO aspire to live such a life...
making a crisis out of everything these days...
A colleague of mine (energy professional) sold the house around 1980, bought a sailboat, packed the wife and three kids aboard, and sailed the world for a couple of years. They would put in port somewhere and he would do something remote consulting work before pressing on. This was pre-internet, pre-email days, mind you, so it was telex and fax! He is the only guy I know who had the courage to do it.