On both my work and home computers, I recently upgraded Ruby to 2.3.1, using ruby-install. I use chruby as my Ruby switcher.
ruby-install
chruby
I started seei
Uninstall and reinstall of Vagrant also works. There's an unistall.tool bash script included in the installer .dmg image that will remove Vagrant.
unistall.tool
Found this solution here: Updating Vagrant and Gems Extentions Not Built In