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SouthernSurfNZ said..
Cape Town. One of the best windsurfing locations ever, great wind, but also loads to do when the wind doesn't blow. It is impossible to get bored in Cape Town, there's always something to do. Wave sailing, flat water blasting in Langebaan, walking, wine tasting, surfing, diving, game drives.. The list goes on.
I've been on multiple windsurfing trips to Cape Town. In season, if you are prepared to drive south to Cape Point and north to Paternoster (check swell forecast, very sheltered from SW swell so either needs to be a west swell or massive long period SW swell that can wrap in), can sail almost every day. And when you can't sail, there's surfing, hiking (highly recommend Africa Venster(spelling?) going up underneath the cable car for amazing views), wine farms, amazing restaurants, etc. Only downside of Cape Town is the absolutely shocking inequality, and the crime that it breeds. Stick to up market areas, never leave any valuables in your car, or even on the passenger seat while driving, heard of one lady having her window smashed at a traffic light and her handbag grabbed. And don't look like an American tourist.
Best area to stay is Blouberg/Table View. Safe area and nice to be close to areas most likely to sail. And halfway between Cape Point and Paternoster so good location for choosing to drive north or south if no wind locally.