Cape Town & Cape Winelands
Table Mountain, Atlantic seaboard and Stellenbosch wine country
About this trip
One of the world's great urban-and-nature pairings. Combine Cape Town's V&A Waterfront, Table Mountain and Cape Point with two nights in the Stellenbosch winelands. Strong fit for executive groups doing a Southern Africa loop, end-of-year incentive trips and longer post-conference extensions.
Why you will love it
Cape Town is the holiday that changes the way you picture Africa. Mornings start with the flat-topped silhouette of Table Mountain over the city bowl, afternoons drift along Atlantic beaches lined with granite boulders, and evenings end with sundowners as the sky turns pink over Camps Bay.
Then the road climbs into the Cape Winelands, where Cape Dutch farmsteads sit beneath blue mountains and long lunches roll into slow tastings. It is a short flight south from Nairobi in travel terms, but it feels a world away: polished, scenic, easy to explore, and generous for couples, families and friends travelling together.
Suggested excursion circuits
Classic Cape circuit
City bowl, Table Mountain, Bo-Kaap, V&A Waterfront, Cape Point and Boulders penguins, finishing with two nights in Stellenbosch or Franschhoek.
Cape and Garden Route
Add a self-drive or chauffeured run east along the coast to Hermanus, Knysna and Plettenberg Bay for lagoons, forests and whale season (roughly June to November).
Cape and safari
Pair Cape Town with a malaria-free Eastern Cape game reserve or a short flight to Kruger for a city, wine and Big Five combination.
Instalment payment plans
Spread the cost of your holiday. Instalment plans are available, subject to quotation and supplier deadlines: airlines and hotels set their own deposit and final payment dates, so we agree your payment schedule in writing when we quote.
Enquire about this holidayHighlights
- Table Mountain cable car ascent (weather permitting)
- Cape Point and Boulders Penguin Colony private day tour
- Stellenbosch and Franschhoek wine estate visits with curated tastings
- Robben Island ferry and ex-prisoner-led tour
Itinerary
Day 1
Arrival Cape Town
Meet at Cape Town International. Transfer to Atlantic Seaboard hotel. Sunset at Camps Bay.
Day 2
City & Table Mountain
Morning Table Mountain ascent, Bo-Kaap walking tour, V&A Waterfront afternoon, dinner at a chef's table restaurant.
Day 3
Cape Peninsula day
Full day with private guide: Chapman's Peak Drive, Cape of Good Hope, Boulders penguins, Kalk Bay seafood lunch.
Day 4
Cape Town → Stellenbosch
Morning Robben Island tour, afternoon transfer to the winelands.
Day 5
Wine tastings
Three estate visits with private host - typically Delaire Graff, Tokara and Boschendal - long lunch in Franschhoek.
Day 6
Departure
Transfer to Cape Town International for onward flights.
What's included
- All private transfers and English-speaking guide for 4 days
- Bed & breakfast at boutique hotels
- Table Mountain cable car, Robben Island ferry, Cape Point entry
- Three winelands tastings with curated pairing notes
- Restaurant reservations at top establishments
Not included: international flights, visa fees, optional activities marked above, personal expenses, tips beyond stated inclusions, and travel insurance (we arrange separately on request).
Best suited for
Let's tailor Cape Town & Cape Winelands to you.
Adjust nights, lodge category, transfer mode and add-ons. One coordinator from quote to homecoming.