Stick to ruby2.3 or else have to install msys2 version of dev kit and the 750Mb of disk space that monster eats up Jekyll now seems to need to compile some native libs so install is a bit more fiddly than it used to be.
Install chocolatey
Install ruby --version 2.3.3
gem install bundler
choco install ruby2.devkit
cd c:\tools\devkit2
ruby dk.rb init
edit the config.ym file to add `- C:/tools/ruby23`
ruby dk.rb review
ruby dk.rb install
gem install jekyll
should be golden