Hi there! You're going to have the best time in CT. Usually when we take friends over we have an itinerary like this in any order:
Day 1: peninsula tour (hout bay/chapman's peak drive/muzienburg/simons town/boulders beach/cape of good hope)
Day 2: Wineland tour, If you have a night to spend out in the wine lands then...two days wine tour. Renting a car and driving around is very easy. usually do stellenbosch then into franschoek but wellington has some nice vineyards too.
Day 3: Table Mt. am, Robben Island pm (or climb table mt. and take the cable car down)
Day 4: City Bowl tour...shopping/waterfront/company gardens/castle of good hope, sundowners at Le med
We will usually eat out on Long Street one night, and if you want to do the tourist thing, have dinner at Mamma Africa. Yes, very touristy, but totally worth it for the live music. even worth it just to hit the bar for a drink and some tunes. Loads of choices at the waterfront for dining...quay four has a nice outdoor seating area for fish n chips and fun to watch the boats. Dine out in Camps Bay one night, Blues is very good...almost everything in camps bay is good though!
we've also used roundabout car hire and i have another one if you're interested (very mom & pop but the prices are very reasonable). this past trip (march) we stayed at the Cape Nelson Guest House in Sea Point run by Ronald (tell him holly & graham sent you)...highly recommend it. there are tons of backpackers on long street...plus its an easy way place to get around.
You could do a day trip down to Cape Agulhus, the most southern tip of Africa. or go shark diving in gans baai.
Go up the west coast to the West Coast National Park. No big game but very nice...with loads of sea birds and terrapins.
Kirstenbosch Botanical Gardens are extraordinary if you like plants!
You can rent a bike and ride all over the city bowl.
Good luck with your planning! You're going to have a great time. Holly
Will see what i know about other accomodation options. are you travelling alone?