Bart,
The checkerboard pattern is more noticeable from the air, or in aerial photos, than it is from the tee.
Standing on the tee, on a flat site like Pine Tree, I don't think you can justify the expense in terms of a "perceived" better look.
Having played Pine Tree and a few other courses in SouthEast Florida, I"m trying to recall one that mows their entire fairway in a checkerboard pattern, and off the top of my head, can't think of one.
I think the checkerboard pattern gets its "hype", primarily from Televised PGA Tour events.
But, those courses are financially incentivized to "display" themselves and the checkerboard pattern, as seen from the blimp, gets noticed.
I would also imagine that lies are tighter on the checkerboard pattern, which would probably appeal to the superior golfer.