We really enjoyed our stay in Simons Town. Communication with Vincent was always (after booking, before arrival and during our stay) very good and fast. He gave us a very warm welcome and showed us around. The appartment was spottless clean, well decorated and had a great view over False Bay. The bathroom was new and spacious. We really enjoed having our breakfast in the cozy kitchen and watching everything and everybody on the costal road and in the bay (from joggers and cyclists to canoes and marine vessels). The big TV with the netflix account was a big benefit for cozy eavenings in bed.
We can really recommend to go to Dixies restaurant, just a short walk up the road. We have been there several times and it was always great. If you plan to go the Cape Point we recommend to go there early, just at the time the gates open. We did so and enjoyed beeing there allone (just the 2 of us) before all the busses arrived. One advantage of this appartment is that it is more than half way to the cape from the city centre. Boulders beach is just a short drive away. Do not miss to vistit the penguins.
What we really reccomend to do is a township tour with Siviwe Tours. We had a private Tour with Zuzeka. She showed us around, answered all our questions and cared very well about our sprecial interests. We also learned some facts of the history of south africa. This tour had a really deep impact on us.
If you are staying over the weekend you should not miss the Bay Harbour Market at Hout Bay. You will find a lot of craft and really good food there.