If vagrant does not run on macOS 11 Big Sur and you’re not able to update it’s plugins, follow this guide.
If you use brew for ansible etc. Make sure brew works under Big Sur:
Fix Homebrew (Brew) on macOS 11 Big Sur
If you encounter issues with brew on macOS 11 Big Sur, than it has a high chance of being a similar issue that I ran…
First make sure you have the latest version of vagrant.
Download the latest version from:
Let’s update the vagrant plugins
vagrant plugin update
You should get a message like
Updated 'vagrant-share' to version '1.1.11'!
Updated 'vagrant-vbguest' to version '0.28.0'!
Now try it again.
It now should work just fine.