Can you adjust your orientation in print setup? For example, your pdf-exported version gets loaded with Adobe Reader. If you go to File, Print Setup and choose Landcape orientation, doesn't it print landscape?

Semi-unfortunately, it seems that rendering and printing features have been completely separated. I would think that Adobe Reader would default the orientation to landscape if the page size was 11 x 8.5, but then that would be logical and not all programs operate that way.