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Lets make the plan, weather is a concern though

What problems are there with the weather? Rainy season? I see you're well aware. I will have to prepare carefully and read a lot :). I know there are guys from Capetown

Yes rain is the thing. Other than that, weather stays pleasant there. Its about 15 degree Celsius now in there .
Glad that you have friends there already, that is going to help a lot