The latest Vim/GVim package currently available on Cygwin Packages has broken ruby support.
Here is the stackoverflow question about the same: https://stackoverflow.com/questions/47356294/cygwin-installing-vim-with-ruby-support and here is the short list of the status of ruby support on Vim. vim-8.0.1157-1 - vim: Ruby support is working vim-8.0.1216-1 - vim: Ruby support is currently broken vim-8.0.1376-1 - vim: Ruby support is currently broken Currently I am manually using the older version(8.0.1157-1). -- Regards, Ameya Vikram Singh -- Problem reports: http://cygwin.com/problems.html FAQ: http://cygwin.com/faq/ Documentation: http://cygwin.com/docs.html Unsubscribe info: http://cygwin.com/ml/#unsubscribe-simple