These are the following significant surface sectors I have done (not in conjunction with a OWE but oh well).
* Cuzco to KM88 via bus; to Machu Piccu via the Inca Trail and return to Cuzco by train
* Cuzco to Puno via train
* Puno to LaPaz via bus
* LaPaz to Arica via bus (the train no longer runs this segment as of a few years ago)
* Arica to Calama via bus (10 hrs)
* Calama to Santiago via bus (24 hrs, ouch)
* Santiago to Mendoza via bus
* Capetown to Johannesburg via bus (18 hours)
* Johannesburg to Nairobi via overland truck (Zimbabwe, Zambia, Malawi, Tanzania, Kenya - Drifters Adventours), 30 days
* Christchurch to Queenstown, Kiwi Experience, 6 days
* Cairns to Melbourne, campervan (6 days)
* Jo'burg to Jo'burg via Botswana, Zambia, Zimbabwe, Malawi, Mozambique (Drifters), 24 days
Note, trains no longer run the La Paz to Arica and Puerto Montt to Santiago route..