Too be honest, I'm not sure it's so much the actual handling of a high performance aircraft as the work load required to fly long distances with very changable weather and having to make decisions that mean you and your family could end up a very long way from home with no easy means of getting there. Personally with your means id get ir(r) then do some consolidation and then do my twin rating and buy one of those. Personally I would never, ever, fly my family or friends over water I couldn't glide clear of unless I had an engine on each wing.