Wanderlust is an excellent web feature by GOOD Magazine where you can trace and explore some of history's most celebrated journeys.
Included are Lewis and Clark's expedition, the flight of Amelia Earhart, Magellan's circumnavigation of the globe, and more: http://awesome.goodmagazine.com/features/011/Wanderlust/ [Flash] - Thanks Jon Jason!
Read up on him - his life was awesome