Where to retire ...
I went through the process starting 4 years ago, and we spent a lot of time driving around the WC looking at the smaller towns. Two things were non-negotiable .. i.e. we only considered (1) Only WC (2) a small town
We travelled (from Jhb) in the WC for those 4 years at every opportunity, and tried to stay a couple of nights in small towns which we liked the look of.
We already owned a free-hold home in a complex in Brenton-on-Sea (we bought it years ago as an investment & potential retirement home) but soon ruled out the Plett / Knysna / Brenton areas because of holiday-time crowding, and ever-rising crime (albeit only of the housebreaking / theft-type currently.
Places like McGregor / Greyton were just too small and out of the way.
Somerset West / Gordons Bay, Hermanus, etc were also just too crowded in holiday periods & long weekends.
We eventually settled on Swellendam (although my SO 'kan nie een word Afrikaans vestaan, of praat, nie' (She was schooled, as was I, in the 'colonies' many years ago). It's midway between George & Somerset West (where we both have family), but far enough away to preclude too many visits.
We bought our SWD home a couple of years before retirement, and we enjoy a serene lifestyle, with beautiful Langberg mountain views from our home.
We have no burglar bars, nor security doors, nor electric fencing, and no alarm system ... but both our motor- and household-goods insurance premiums halved when we arrived here, compared to Joburg (where we did have all the anti-theft measures - it was an insurance pre-requisite)
The ONLY issue (notice I don't say "negative") is the distance from major retail malls & stores & Woolies Food store (my SO loves Woolies) .. and I miss the Makro's / Builders Warehouse type of store if I need to make a major e.g. PC/ appliance / TV /furniture etc. purchase. And with those I now buy online.
We have a smallish Checkers, and a Superspar, and a small Clicks .. so day-to-day supplies are easy to get. It's only a problem if we need the odd speciality item, and then we have to travel to a bigger town / city. Our town has no traffic lights, no parking meters, no traffic jams. Lifes great here!