Orlando is a pirate who sends some dubloons to one of of his aspiring pirate friends.
I got me a whole 2 dubloons this plunder! I'll be sending ye one with this note here, so if it's missin' you got yerself a mail man ta go after! Off ta swab the decks. Don't forget ta practice yer yarrs.
Orlando's name is likely a reference to Orlando Bloom, an actor in the Pirates of the Carribean series.