South Africa Cape Town, Winelands, and Garden Route, 14 nights

This South Africa itinerary focusses on iconic highlights of the eastern part of the country. Utilising a 2×2 sedan vehicle, perfect for self-driving South Africa’s well maintained tar roads, this adventure starts & ends in Cape Town and includes four nights exploring the beautiful city of Cape Town, the wine region of Franschhoek, the whale watching capital of Hermanus, the historic Garden Route, and the seaside town of Plettenberg Bay.


Day 1 – 4

On arrival at Cape Town International Airport, clear passport control, collect your luggage and make your way to the arrivals hall where you will be met by a company representative. He/She will welcome you to South Africa and assist you to your car hire collection. Once ready set out for Four Rosmead for your 4-night stay in Cape Town. You have four nights to explore Cape Town under your own arrangements. Options include a trip up the cable car to the top of Table Mountain, visiting the V&A Waterfront to explore the shops, markets and wonderful Two Oceans Aquarium, exploring the Cape Peninsula stopping off at the famous Boulders Beach for an exciting close up encounter with African Penguins, or visiting Kirstenbosch Botanical Gardens – browse these magnificent gardens set on the slopes of Table Mountain before returning to the guesthouse.


Day 5

Today depart Cape Town and continue on your journey through to the beautiful Franschhoek Wine Valley. The drive today is approximately 1 hour. On arrival in the village make your way to Chapter House, your hotel for the next two nights.


Day 6

A full day to explore the various wine farms around the Franschhoek and Stellenbsoch wine valley.  The Franschhoek Wine Tram hop-on hop-off tour is one of the best ways to discover the true essence of the Franschhoek Valley – picturesque vineyards, breath-taking scenery, warm hospitality, world-class cuisine, fine wines and a 300 year history. Passengers aboard the hop-on hop-off tour will experience a unique and leisurely way to see the Franschhoek Valley as they journey through rolling vineyards in an open-side tram and open-air tram-bus stopping in at some of South Africa’s oldest and most distinguished wine estates.



Day 7

Today, you will bid the Winelands farewell as you begin your journey along the beautiful Garden Route towards the small town of Hermanus. The Garden Route is a popular and scenic stretch of the south-eastern coast of South Africa. The drive today will be approximately two hours. On arrival in Hermanus make your way through the town towards One Marine Drive Boutique hotel, for your two-night stay. Enjoy the evening at leisure.



Day 8

Today why not set out for an excursion of a different kind to experience the Marine Big 5 – Southern Right/Humpback/Bryde’s Whales, Great White Sharks around the renowned Shark Alley, Cape Fur Seals, the endangered African Penguin and various visiting dolphin species. The area is also home to a variety of different bird species.  There are also some wonderful wine farms in the region and delicious seafood restaurants to enjoy.


Day 9

This morning after breakfast, bid farewell to Hermanus and continue on your journey towards the quaint town of Swellendam. Today’s drive will be approximately one hour and thirty minutes. On arrival make your way to Schoone Oordt Country House for your overnight stay. On arrival, you will have the rest of the afternoon at leisure.


Day 10

Today you will make your way through to the beautiful Rosenhof Country House situated in Oudtshoorn, for your overnight stay. The drive today will be approximately two hours and thirty minutes. Oudtshoorn is blessed with a fine, dry climate and boasts an average of over 320 sunshine days per year. Outdshoorn is known for its Ostrich farms. There are four show farms that are situated within a radius of 15-20km from Rosenhof. (Safari Ostrich Farm, Highgate Ostrich Farm, Cango Ostrich Farm, Chandelier Ostrich Farm), these are definitely worth a visit. Another famous experience to take park in is the Cango Caves.


Day 11 – 14

Today continue on your journey through to the famous beach town of Plettenberg Bay. The drive is today is approximately 1.5 hours. On arrival make your way through to Perwinkle Guest Lodge located a stones through away from the famous Robberg beach.  Enjoy the next few days exploring the many activities and experiences Plettenberg Bay has to offer.


Day 15

Today you will drive to George Airport and drop off your hire car in time to connect with your inclusive flight back to Cape Town.


Meet and greet at Cape Town International Airport

Transfers as specified

2×2 sedan vehicle hire as specified

Accommodation on the meal & activity basis specified

Tourism levies, VAT, Park Entry fees, & community conservation contributions

24/7 on the ground support


International flights

Vehicle one-way drop-off fee, and vehicle contract fee

Vehicle fuel

Personal insurance

Any drinks, meals, or activities not specified in the itinerary

Any visa costs

Gratuities and personal items


George du Pré

We are now back at home having arrived without hitch at Heathrow a few minutes early at 0650 (local time – same as yours). Believe it or not, we were on the road from LHR to home within an hour of landing! A record!

We have had the most wonderful holiday: lots of wildlife, stunning scenery and a miscellany of birds (our particular interest) many of them entirely new to us. Perhaps a highlight, however, was getting so close to both a leopard and a cheetah at Okonjima.

All the arrangements went as smoothly as humanly possible and there were no hitches whatever. This covers the accommodation, activities and the car, which was just right. Quite how people manage to drive for hundreds of km on gravel roads in a normal saloon car defeats me, but they seem to manage it. I wouldn’t do it in my car. The navigation and directions were most clear and the clearly marked map was excellent.

All the above factors, which contributed to the success of the holiday were due in very large part to your diligence and efforts on our behalf, so we would like to offer you the biggest “thank you” possible for everything you have done for us. We were sorry we couldn’t do this face to face, but at least we had a brief telephone conversation towards the end.  Again, very many thanks for it all.