Waypoint/Tailor-made trip
South Africa in 20 daysCape Town, Winelands, Garden Route and Route 62A tailor-made round trip from relaxed bases
Member of VvKR and STO Garant (Dutch travel guarantee)
- Duration
- 20 days, 19 nights
- Travel style
- Self-drive or with a private chauffeur-guide
- Bases
- Cape Town, Stellenbosch, Knysna, Oudtshoorn
- Best time to travel
- March and October to November
- Price
- Price on request (flights not included)
Twenty days, four bases
Twenty days through the most beautiful corners of the Western Cape, without spending weeks on research. You stay at four relaxed bases, so there is no daily packing, and most travel days take no more than an hour and a half.
From Table Mountain and Cape Point to the Winelands of Stellenbosch and Franschhoek, the lagoon and forests of the Garden Route and the wide open Klein Karoo along Route 62. Drive yourself or travel with your own chauffeur-guide. You dream it, we organise it.

What you'll experience along the way
- Cable car up Table Mountain and sunset on Signal Hill
- Chapman's Peak Drive, Cape Point and the penguins of Boulders Beach
- Wine tastings in Stellenbosch and the Franschhoek Wine Tram
- Whale watching in Hermanus (June to December)
- The Storms River Mouth suspension bridge and hiking Robberg
- Cango Caves, the Swartberg Pass and Route 62
Bases and nights
Total driving distance is about 2,400 km; the longest driving day is around 5 hours (days 9 and 17).



The programme
Day 1Arrival in Cape Town
Collect your car or meet your chauffeur at the airport, check in at Sea Point and spend your first evening at the V&A Waterfront.
Day 2Cape Town
An early cable car up Table Mountain, then the colourful Bo-Kaap and Company's Garden. Sunset on Signal Hill.
Day 3Cape Peninsula
Chapman's Peak Drive to Cape Point, the penguins of Boulders Beach and fish and chips in Kalk Bay.
Day 4Kirstenbosch or Robben Island
The botanical garden and its treetop walkway, or a boat trip to Robben Island.
Day 5To Stellenbosch (45 min)
Stroll the oak-lined Dorp Street and enjoy a first tasting at one of the leading wine estates.
Day 6Franschhoek Wine Tram
Hop on, hop off past seven or eight wine estates, with lunch along the way. The car stays parked.
Day 7Day trip to Hermanus (1.5 hrs)
The coastal Clarence Drive, penguins at Betty's Bay and the Cliff Path, with whales from June to December.
Day 8Rest day
By the pool, or a few nearby wine estates at your own pace.
Day 9To Knysna (5 hrs)
Coffee in historic Swellendam and the view over the Map of Africa above Wilderness.
Day 10Knysna
The Knysna Heads, Leisure Isle, a boat trip on the lagoon and oysters on Thesen Island.
Day 11Tsitsikamma and Plettenberg Bay
The Storms River Mouth suspension bridge, Bloukrans Bridge and the beach at Plett.
Day 12Wilderness and Sedgefield
Canoeing on the river, a beach walk and the Saturday market in Sedgefield.
Day 13Robberg
A circular hike on the peninsula, home to a seal colony.
Day 14Free day
The beach, the Knysna forest or simply doing nothing.
Day 15To Oudtshoorn (1.5 hrs)
Over the Outeniqua Pass, a visit to an ostrich farm and ostrich steak for dinner.
Day 16Cango Caves
A guided tour of the caves and, in dry weather, a drive over the spectacular Swartberg Pass.
Day 17Route 62 (5 hrs)
Port in Calitzdorp, a famous roadside stop, Barrydale and lunch in Montagu, on to Stellenbosch.
Day 18Back to Cape Town
A morning tasting, then back to Sea Point.
Day 19Free day in Cape Town
Table Mountain again, Robben Island, a Saturday market in Woodstock or the design market at the Waterfront.
Day 20Departure
Transfer or car drop-off at Cape Town airport.
What's included?
- 19 nights in carefully selected boutique guesthouses, breakfast included
- Rental car with full insurance, or a private chauffeur-guide
- Entrance fees as per the programme and the Franschhoek Wine Tram
- Wine tastings as per the programme
- Personal travel advice and a detailed day-by-day programme with restaurant tips
Not included
- International flights
- Travel insurance
- Lunch, dinner and drinks (unless agreed otherwise)
- Tips and personal expenses
- Single room supplement
- Optional whale-watching boat trip in Hermanus
Good to know
Best time to travel
March or October to November: warm, dry and quieter.
Self-drive
South Africa drives on the left, you need an International Driving Permit and we advise against driving after dark.
Prefer not to drive?
Choose a private chauffeur-guide and enjoy the wine tastings worry-free.
Paying
Cards are accepted almost everywhere; keep some cash for tips.
An example
This programme is an example: we adjust days, bases and pace to your wishes.
Shall we tailor this trip for you?
Tell us when you'd like to travel and who with. We'll put together a proposal that suits you, with no obligation.
