To install Homebrew, paste the following into terminal:
/bin/bash -c "$(curl -fsSL https://raw.githubusercontent.com/Homebrew/install/HEAD/install.sh)"
Next, install wine-devel by running the following commands in Terminal:
brew install --cask xquartz
brew tap homebrew/cask-versions
brew install --cask --no-quarantine wine-devel
After that, Island Rum should be able to do its magic.