You may want to read up on Capistrano deployment concepts, it is not a simple cookbook style tool (nothing is in Open source world). There is a book that I found very useful before I started to get a grip on Capistrano based deployment. It is by Pragmatic Programmers and titled Deploying Rails applications. The chapter on Capistrano is very well written. The book also discusses Windows based deployement, though I haven't tested it since I use Ubuntu Linux. If you can afford to find a cheap laptop or desktop, my advise would be to install a Linux distro (Untuntu!) and work with it. Ruby and Rails are not very Windows friendly. Once you do you homework, you will find people here to be quite helpful, I did. But you have to do your homework first.
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