Basically: My bro and I have been thinking about planning this overland trip from Timbuktu to Addis (cities chosen largely for personal reasons rather than anything specific we wanted to see) and were wondering if this is at all possible and how easy/difficult it might be, or if it's a stupid idea and we should give up now!
Hi!
As far as I know the border between CAR and Sudan is closed, it's Darfur region, the same for the border between Chad and Sudan When it comes to the rest. I've been travelling alone in East and West Africa for 8 months using public transport. Mali (if you don't wander North of Timbuktu and Gao) is perfectly safe, the same for Niger (besides the Tenere desert area), Nigeria I don't know but I've met many people travelling with their cars and they did not have any problems in Nigeria. CAR is bribe taking, especially if you travel with your own car (I know it from my friends travelling with a motorbike check www.singapore2poland.com - it's also in English). Ethiopia is perfectly safe.
Best of luck



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