Use VoiceOver cursor wrapping to navigate on Mac
When you use cursor wrapping, VoiceOver treats the items in a window or column as a continuous loop to make it easier to navigate.
Note: VO represents the VoiceOver modifier.
Open VoiceOver Utility (press VO-F8 when VoiceOver is on), click Navigation, then select “Allow cursor wrapping”.
To use wrapping, do any of the following:
Wrap from the last item in a window to the top of the window: Press VO-Right Arrow.
Wrap from the first item in a window to the bottom of the window: Press VO-Left Arrow.
Wrap from an item at the bottom of a column (such as a list) to the first item in the next column: Press VO-Down Arrow.
Wrap from an item at the top of a column (such as a list) to the last item in the previous column: Press VO-Up Arrow.