School mathematics sometimes excite and sometimes scare, and sadly, sometimes bore. There is certainly a lack of explanation as to how did all the ideas taught in school come to exist, and how come, since everyone contends that math is absolutely essential we seem to be unable to use our algebraic skills in an everyday scenario. In fact, elementary school arithmetic seems to get us through most situations. So why all the rest? How did it come up and why? This book aspires to give a glimpse into how things started and evolved, and how math can help us from simple measurements to navigating ourselves using mathematically simplified maps. The stories come up roughly in a chronological order and the accompanying activities (some easier and some more challenging ones) aim to get you engaged with what was happening at a given time. There are answers and explanations about all tasks in the end of the book.