In the Ruby installer, tick both Add Ruby executables to your PATH and Associate. The site recommends Ruby 1.9.3, so I went with that I’d tried 2.0.0 previously and ran into some issues. Grab Ruby and the Development Kit from here. So I decided to just nuke it and start from scratch. The bundle worked for the most part, though I ran into issues when trying to get Nokogiri installed. The motivation for writing this was because I had to do this twice recently: once on a new computer, and once on my existing one after clearing out the PortableJekyll bundle. They aren’t really part of the instructions, so feel free to skip them if you’re in a rush. I’ve included some side comments in blockquotes like this. I noticed a bunch of other guides (including the one linked from Jekyll’s site itself) were fairly out of date, so here’s my no-nonsense take on how to get Jekyll up and running on Windows as quickly as possible. (I guess this doesn’t help in that respect either.) Update (12th May 2014): I came across this linked from within an issue on Jekyll’s GitHub repository, which is much more up to date (and well-maintained) than this post. Update (1st Feb 2015): Jekyll 3 beta 1 is out - if you’re interested in running that instead,

Gem install jekyll on windows