Those options are greyed out because they are not available. It is not a MAC thing, I'm on Windows 10 OS and same problem. Example: Select 'Calendar' select to show 'Month' File > Print This opens the 'Print preview' Layout: Select 'Monthly grid', there are other options. Choose whether you want to print Events or Tasks or both etc Select Current view or choose a selected date range click on 'Print' At this point you can choose Properties and select paper size and whether you want portrait or landscape.