Having worked with iText's old HTML->PDF code, I can suggest that you:
- Accept more answers to your questions. :P
- Don't do that. iText's HTML->PDF converter is acceptable, but its CSS support is still spotty. The new XMLWorker is an improvement, but there's still Much Better Options available to you.
I've been a committer on iText for a couple years now. HTML->PDF conversion is not its strength. Getting better, still a long way to go.
In particular, I'm quite happy with the results from WKHTML2PDF. I was able to render an HTML page with a GOOGLE MAP to PDF. You won't find that anywhere else (other than a browser's theoretical "current page to PDF" function, which I haven't heard of as yet).