Walking the Lions Head is no small feat. It is a hike – a good hike but definitely a hike. Although saying this…I did it in Sketchers/ Trainers.
Let me start at the bottom – get it? It is free to get in, you just need to get an Uber to the base of the walk. It is dusty to wear hiking clothes or clothes you don’t mind getting dusty at least. Many people I saw were wearing Gym clothes and I wish I had done the same in hindsight.
It is about an hour walk or so (depending on breaks, fitness, how fast you want to go), but it is all uphill, some with stairs but initially just a steep slope. 
Once past the stairs you come to the clambering bits up and over rocks, you end up watching your feet constantly.

There is a cave to find on the way up if you wish to, however it is a very narrow and quite cumbersome to get there. Although the view and the pictures are lovely when you get there.
Anyway, you clamber up and you come to a plateau where you can see both sides of Table Mountain, the 12 Apostles, Clifton and Camps Bay and the City too. It is a gorgeous view.
There is a walk up to the very top of the Lions Head (the bit I am looking at in the photo – yes you can climb to the top). However, it is more clambering on hands and feet and not many passing points. Therefore if you are doing this at Sunset as we did I wouldn’t recommend going up unless you are very sure on your feet and have good strong shoes on. It is easier to go during the day as the people traffic is more fluid and less of people wanting to stand or sit and take photos of the sunset.

It is a tough climb, I will be the first to admit I am not in the best shape but I still managed it in Sketchers. I did enjoy it. We stopped a couple of times and took it really easy. It is definitely a walk to do if you are in the vicinity and enjoy your hiking.
Table Mountain at Sunset featuring the Tablecloth