My definition of 'overlanding' isn't the most popular. The following sums up what I think defines 'overlanding'.
When looking at all of these keep in mind that these people did not have, or use, all the fancy gear and gadgets many seem to 'need' today.
Books - look them up:
First Overland: London-Singapore by Land Rover ~ Tim Slessor
12,000 Miles by Land Rover: From Brazil to Canada ~ Mary Orr
Cape to Cairo: The Record of a Historic Motor Journey ~ Stella Court Treatt
Crossing the Congo: Over Land and Water in a Hard Place ~ Charlie Hatch-Barnwell
Sahara Handbook ~ Simon and Jan Glen
The Sahara is Yours: a Handbook for Desert Travellers ~ Jon Stevens
The Hyland family - I think he is one of the founding members here. Article and video below.
London to Singapore: Epic Family Road Trip in an Old Land Rover
Could you survive a nine-month road trip with your family? The Hyland family of five drove from London to Singapore in a 1954 Land Rover. They took the family road trip to all new heights!
gearjunkie.com