The only real question here is wether you want to ride north or south.
Having just spent 9 month from Cape Town to Khartoum and having a couple of months left of our trip I can say that going north definitly seems less complicated in terms of visas and paperwork. Not 100% sure on Belgim passports, but with one South African one and one UK one we could get every visa at the border up to Kenya. Ethiopia is a bitch and you have to send your passport to your home country to get that visa, but Sudan costs only $50 in Nairobi instead of $100 in Egypt and takes only 24 hours. Egypt you can get on the Wadi Ferry and then you can take the Alexandria/Venbice ferry to Europe.
As for shipping: As I understadnthings, flying a bike is often worth it as it doesn't cost that much more and is much faster and more reliable.
However, look into shipping to Walvisbay in Namibia as many people have told me that is cheaper than South Africa.
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