Sensible choice? The only sensible choice is not to fly single-engine at all.
D'you really think you've got a fighting chance of getting an R22 into autorotation if the engine quits cold? A rattlesnake on speed might, but I wouldn't bet on it.
I get edgy crossing the Channel, even in summer. Cross the Atlantic? You've got bigger cojones than me mate. Round the world in an R44? I'll leave that to people like Jenny Murray and Q Smith.
The question of choice is a curious one. I sometimes think private aviators, who pay to fly because they must, have less choice than professionals, who can often be jaded and cynical and who could happily walk away from flying.
So if you're sensible, and you have the choice, stay on the ground. Me, I'm crackers.