I guarantee you that Puerto Rico is very special and near and dear to Madonna's heart.  You shouldn't read anything into her choosing Australia to debut show and not Puerto Rico.  

I think that Lucky Star is a reference to the Puerto Rican flag.  Well that's what it means to me.  Ditto with La Isla Bonita.  For me.  I wish there was a Puerto Rican running for President here in the States.  I have decided I am backing the Cruz campaign.  Orlando Cruz that is.  Orlando Cruz clearly has the intelligence to be a great negotiator but if need be he's also got the guns to backup his positions if need be.  And the Abs.  Orlando Cruz for President 2016.