Life and all it's periphery(not all great), is not to be missed in my mind. Sailing is a real passion for me but it doesn't dictate my life. Moving aboard a boat and cruising for a lifetime could be too confining for me. It could be a free spirit life on one hand, on the other, it sounds like a big bag to lug around.
I'd recommend the temporary, "sail away from it all" cruise. That way you can have the best of both. When are you going, Gene?