Wineskin Unofficial Update. Contribute to Gcenx/WineskinServer development by creating an account on GitHub. Minimum requirements; mac OS X 10.9 or greater macOS Catalina 10.15.4 or greater No Apple Silicon support at this time Wine. On request I've added WineCX19.0.1-1 engines for download earlier than I was planning too. These function on OS X 10.9 to macOS 10.14 without any changes, however for macOS Catalina 10.15.
Note: I know this is an old thread, and am just posting to help anyone else who stumbles upon this thread.
First of all: Wine (just plain wine) is NOT available for Mac, so that leave you with Wineskin, WineBottler, PlayOnMac, or CrossOver.
Wineskin and WineBottler are intended for creating wrappers, which is basically converting it to a Mac application.
Wineskin gives you more customization over your wrapper.
WineBottler also comes with a system that lets you just run any exe on mac just like that.
PlayOnMac lets you download and run supported apps easily, but isn't good for just any exe.


CrossOver is paid software.
If all you want to do is run exes with right-click>Open With, than install WineBottler.
Wineskin Mac Catalina
Nov 24, 2015 9:19 PM
With 32-bit program support going away on the Mac with Catalina we need to start seriously figuring out how to have WINE run on these newer systems so that reasonable instructions can be provided.Right now we can use VMs (VirtualBox, Parallels, VM Fusion) using other operating systems (Ubuntu, Red Hat, or if you can actually get it to work an older version of the MacOS) thought doing this correctly is kind of 'uhhh, how do you do that?'