Hello there. I am a Piperakis myself from Heraklion 20 miles from Hersonissos. The surname however has its roots in Hania with another root in Koutsouras near Ierapetra on the South East of the Island.My family is a mixture of the two branches on my father's side and i have some interesting stories about how the families ended in the two opposite part of the island. I dont know of any Piperakis's in Hersonissos but ill be more than happy to help you out next time i fly over. The musician you are talking about is none other than Harilaos (Harry) Piperakis who had a career as a musician in the US. A simple Google search will reveal alot about Harilaos. Anything else u need drop me an e-mail.