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South Africa, Namibia plans

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We are planning our fourth joint trip to Africa this September: South Africa and Namibia.
I'm particularly interested in knowing what weather to expect.
Our itinerary:
Sep 3 - Arrive Jo*burg
Sep 5 - Rovos Rail Pretoria to Cape Town
Sep 7 - 14 - Cape Town, Hout Bay, Hermanus, Stellenbosch
Sep 15 - Cape Town to Windhoek, pick up driver
Sep 16 - Cheetah Conservation Fund - Babson House
Sep 17 - Etosha, Ongava Lodge
Sep 19 - Damaraland - Grootberg Lodge
Sep 21 - leave driver and fly to Sossuvlei, Sossuvlei Dessert Lodge
Sep 23 -overnight Windhoek
Sep 24 - Cape Town, Richards Bay, transfer to Phina Vlei Lodge
Sep 26 - transfer to Ngala Tented Camp, Kruger area
Sep 29 - return to USA

Thoughts, suggestions are welcome.

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