Recently got FFXI working on Mac. During the setup I found that most of the guides and threads are somewhat out of date and didn't address the specific issues I ran into. Here's the method that ended up working for me in case it helps anyone.
Mac OS X Yosemite 10.10.4
CrossOver 14.1.4
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Forget about using old CDs. Download the Ultimate Collection: Seekers Edition from http://www.playonline.com/ff11us/download/media/install_win.html
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Move the 4 files to a brand new folder. It should otherwise be empty except for those 4 files.
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Create a new Windows 7 Bottle
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Install "Core Fonts" and "Microsoft .NET Framework 4.0" into your new Bottle from the application installation wizard. You don't need to download anything as CrossOver will do so automatically.
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Now for the actual installation. In the application installation wizard:
Select application to install = "Other Application"
Select an installer = choose the FOLDER where you placed the FFXI files. Just picking the EXE will not work.
Select a bottle into which to install = the new one just created
That's it. The FFXI installer decompresses itself before the installation so you'll need about 16GB of free space during the process.