"Is that "Sailing" or is that HAL running a sailboat?"
I think we're along way from that.
No, we are not. The technology exists right now, what we need to decide is, how much technology are we going to allow onto the boat? If it turns out that Oracle did indeed install some type of computer system that was trimming the foils for them, well, what's next?
I guarantee you a computer controlled wing and rudder trim system will be better than a human, right up until some programming error causes it to land in the trees, just like that Airbus!
Oh, bye the way, right now, Boeing and Airbus are working with Federal Express on developing a pilotless Cargo airplane, a huge drone if you will. Here, read this, from an aviation info web board:
"Shlomo Tsach, IAI’s director of flight sciences, told the Jerusalem Post the technology already exists to fly passengers without pilots but "the world is not yet ready to be flown without a pilot at the stick.” However, he said, a study by Boeing suggests there’s no such resistance to sending packages without direct human intervention, so the idea of a pilotless cargo plane is gaining some traction."
Will a pilotless Passenger airplane be next?
Would you buy a ticket on such a plane?