Sounds great. We were there twenty years ago.
Started in Cape Town which was fantastic. We also stayed at a winery, Kulls River, which was great.
Stellenbosh was good. Paarl was ok. There's a monument to the Hugenots who brought their wine making expertise with them from France when they were not welcome in France. Although, there was a village made of garden sheds somewhere in town, it's sad that's where the desperate people live.
We just drove down the Garden Route (completely made up name for the tourist market but hey)
Hermanus, ok but we didn't see any whales.
Kynsa - don't know, didn't stop there
Mossel Bay is pretty much just an oil refinery but I could be wrong.
Plettenburg Bay IIRC was great. Locally know as, 'Plett.' We just mooched round, looking for lunch and found a great hotel overlooking the bay. I can't remember the name of it and it wasn't that posh but it was good. Lovely Beach.
We turned around and headed back for Cape Town and didn't make it to Port Elizabeth which I think is known as P.E.
I can't remember where it was but there was a modest take away bar somewhere called, 'Cracklin' Rosie' we got a fairly average take away from there and lived to tell the tale.