Born February 15, 1564, Galileo Galilee was a scientist, philosopher, mathematician, professor, optician, musician, painter, and father of three. Despite all these accomplishments, it is easy to conceive that - like many amateur astronomers of today - one of his greatest loves was to turn eye and telescope upon the wonders of the night sky. In this article by Astro.Geekjoy's Jeff Barbour we retrace a few of his steps and come to a deeper insight into the kinds of questions driving his personal quest for understanding.