Steven Boscarine raised concern about Windows support for AsciiDoc.
I have some concerns that this won't run in Windows since it relies on having programs in PATH. I couldn't get Windows to work the same as Ubuntu.
I respect the concern about running AsciiDoc on windows and would like to suggest some ideas that can begin to close the gap.
First, I'll mention that in the last release (8.6.7), the release notes state that AsciiDoc no longer drops down to a shell when it needs to execute another python script (such as filters). It loads those into the current runtime and invokes them. That fix should save any hassles of using the main AsciiDoc script on Windows.
All Python filters are executed with the same Python interpreter that executes the asciidoc parent (previously filters were hardwired to execute the python interpreter). This prevents Python mix-ups.
I discovered an effort to create a Windows installer for AsciiDoc on code.google.com. It's a few releases old, but it shouldn't be too hard to bring it up to latest AsciiDoc. At the very least, it's a start.
I've recently adopted the position of recommending a virtual machine over cygwin . Virtual machines have gotten so good that there is hardly a measurable difference (in human perception) between using a virtual machine at full screen and a native operating install. I've been using JBoss AS 7, JBoss Tools and Maven inside a virtual machine running Fedora 17 and I can hardly detect the VM sweating. You can have this up and running in < 30 minutes (or faster). Just grab the Fedora 17 (or Ubuntu 12.04) Live CD, use the VM manager of your choice (VirtualBox, Parallels, Virt Manager) and rev it up.
Finally, I think for day-to-day usage nothing more than the AsciiDoc script is needed (asciidoc.py or a2x.py). The callouts to GNU source-highlight or python-pygments, dblatex, etc could all be done on a build server. Those filters and sub-commands are really intended to generate production output. The AsciiDoc script is only needed locally to syntax check and to convert the document into a draft form to check formatting, indentation and missing section breaks (e.g., paragraphs that get merged into source code). A web-based previewer might also be a nice help here.
In summary, I agree that being able to run AsciiDoc on windows is important. I think there are several paths to get there both in the short run and in the long run. And, finally, remember that AsciiDoc is just a markup syntax, not a tool chain, per se. It's possible to write a clean-room parser for AsciiDoc to port it to a different language, which is already underway for Ruby (Ruby is much more JVM friendly, IMO, than python).