Yeah, I mentioned below reading his predictions for 2009 only a couple of years before they were supposed to come about (which he wrote in the late 90s), and many seemed kind of far fetched - and then all of a sudden the iPhone, iPad, Google self-driving car, Siri, Google Glass, and Watson come out, and he's pretty much batting a thousand.
Some of those predictions were a year or two late, in 2010 or 2011, but does a couple of years really matter in the grand scheme of things?
Predicting that self-driving cars would occur in ten years in the late 90s is pretty extraordinary, especially if you go to youtube and load up a commercial for Windows 98 and get a flashback of how primitive the tech environment actually was back then.
Kurzweil seems to always get technological capabilities right. Where he sometimes falls flat is in technological adoption - how actual consumers are willing to interact with technology, especially where bureaucracies are involved- see his predictions on the adoption of elearning in the classroom, or using speech recognition as an interface in an office environment.