Vintage jewelry has one thing in common, no one wears it any more. So I say, go big or go home. Pick one piece, something big, bright, humorous or glamourous and wear it. Keep other accessories simple or none and focus of that one piece. It it is a brooch, then wear a coat that will make stand out. If it is a necklace then wear a simple top with a good neckline for the length and size of the piece.
Remember with vintage jewelry, less is more.
*clothes were found at BananaRepublic.com and jewelry was found an etsy.com