Gorgeous watches! I'm particularly fond of pocket watch cases with birds on them, so I LOVE the Roy case! Although I've seen many cases with birds on them (they seem to have been extremely popular) and have a number of them, I've never encountered a design quite like this one -- the way the eyes are done helps give the birds real personality!
Roy was one of the very finest makers and seemed to have done only 14K and 18K cases. Many of them had elaborate multicolor decoration like yours, precious stones, or enameling. (I have a relatively simple Roy case for a tiny 3/0 PW, with just an engraved bird on it.)
From an article online in the NAWCC encyclopedia I learned that the company was founded in Brooklyn in 1885 and was in existence until 1929. It was named after Augustin X. Roy, one of the people who incorporated it.