What are the must see things in South Africa for a 2 week trip?

June is winter in the Southern Hemisphere, this has a huge impact on the types of activities you can perform here in South Africa. Winter in inland South Africa is a dry affair. Gauteng (Johannesburg / Pretoria) gets miserably cold and dry.  But there is an upside... all the deciduous trees lose their leaves and the bush goes dusty-brown, which makes for great game-watching opportunities.  The brush is light and you'll be able to see many animals, so a few days in a game lodge comes highly recommended.  Head out towards the Lowveld (Nelspruit, Kruger Park, etc)  Winter presents a lower risk of Malaria in the Lowveld, though you should still take precautions. [Image from: http://www.sunsafaris.com/safari/south-africa/kruger-national-park/sabi-sand/ ] Else, head up to Pilansberg nature reserve - 3 to 4 hours drive from Johannesburg with the Big Five on offer. All the migratory bird species will have packed up and left for summer overseas, so your bird-watching opportunities will be diminished. Winter in coastal South Africa is only really different for the Western Cape (Cape Town, Langebaan, Hermanus, etc).  It'll be rainy season, temperatures will be mild to cool but everything will be green.  South African wines are excellent and you'll find most of them in and around Stellenbosch, Durbanville and out towards Hermanus.  There are a number of excellent walks / hikes you can do in and around Cape Town.  Table Mountain, Silvermine and Tokai, Jonkershoek, Franschoek all offer excellent trails. [Image from: http://www.throughkathslens.com/index.php/tag/south-african-photos/page/4/ ] Skydiving on a clear day from Cape Town north will be an amazing experience. Route 62 in the Western Cape is arguably one of the most beautiful parts of the country, especially when the rains have subsided. You'll see amazing vistas, orchards, winelands and plenty of great towns on the way.  Barrydale, Montagu, etc. [Image from: http://www.trekearth.com/gallery/Africa/South_Africa/West/Western_Cape/near_Greyton/photo1111029.htm ] As for the rest of coastal South Africa in Winter, it's business as normal.  The warm Benguela ocean current keeps the South-Eastern coast temperate and humid.  Spending time on the Garden Route is a must-do.  Nature's Valley, Storms River Mouth, Plett are all fantastic and offer some great trails through the natural forests surrounding them. (Otter Trail, Tsitsikamma trail) [Image from: http://www.rudeawakenings.co.za/report/hiking/otter-trail ] The KwaZulu-Natal South Coast gets more commercial and tamed as you head north, but it'll also be warmer. Hope that helps. :)