While I love to hear my bike screaming down the road, I couldn't do the longer rides without music. Singing behind a full face doesn't make me look as dumb as some of the people you see singing to themselves in their cars.
You are definitly correct about everyones situation being differant. I guess as long as you are not having issues with regular, why change? If you think it is running smoother at a higher octane, go for it.