In 1959, the US media portrayed Fidel Castro as a Latin American land reformer leading the struggle against Cuba’s brutally repressive Fulgencio Batista.  By 1960, Castro had become a dangerous Communist.  Contradictory narratives about Castro and Cuba have been the norm ever since.  Expatriates denounce the one-party police state that has impoverished its populace.  More sympathetic observers point to Cuba’s universal, free public education system and developed-world health care outcomes.  A 2010 Havana choir festival provided the opportunity for a month-long, 10 city trip through the Island.  Cuba in Transition combines traditional travel narrative with the author’s observations of Cuba and thoughts about possible directions for its evolution, fifty-plus years after the Revolution.