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Cape Winelands Vintage Sidecar Adventure

Africa's best authentic tailor-made safaris

Travel in a chauffeur-driven World War II vintage sidecar to the best wine estates in the heart of the Cape Winelands.

Do something different and visit Stellenbosch, Paarl and Franschhoek in the Cape Winelands in a chauffeur-driven sidecar. Enjoy wine tastings and a cellar tour without having to worry about drinking and driving. Feel like king of the road as superb mountain ranges, lush vineyards and Cape Dutch homesteads roll by.

From Cape Town you’ll take a leisurely drive towards the historical town of Stellenbosch. After a pleasant stroll through the town centre, it’s over the Helshoogte Mountain pass for a wine tasting at Tokara Wine Estate with its sweeping views across the valley.

After the tastings, load up your wine purchases in the sidecar and continue along the Helshoogte Pass to Boschendal Wine Estate for a cellar tour and wine tasting under the shady oak trees.

Then you’ll continue to Franschhoek, which dates back to the 17th century when the French Huguenots arrived. Billed as the Gourmet Capital of South Africa, this charming town in a pretty valley has French flair to complement the artistry of its chefs and winemakers. Take some time to enjoy the culinary skills of the chefs at one of the many award-winning restaurants (not included in the cost).

After lunch you’ll continue towards Paarl and Backsberg Wine Estate where you’ll have time to enjoy a wine tasting, meander through the cellar and relax in the beautiful garden. Then it’s back on the sidecar for a leisurely return to the city with Table Mountain bathed in afternoon sunlight.

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Safari Bookings review

"We wanted to spend a week in Kruger and Chrizaan put together a visit to two areas (Sabi Sands and Timbavati). She chose two lodges that met our budget requirements and both were very good (Nkorho Bush Lodge and Motswari Main Camp). All the transits between..."

Forbes, Australia•22 Sep 2026•

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Trustpilot review

"We had a fabulous experience from start to finish working with Bianca and Discover Africa. Bianca is an excellent travel planner and quickly and efficiently assisted us whenever we needed her help. This was the first private tour my husband went on, and Bia..."

Darlene Slaugenhaupt, United States•12 Sep 2026•

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Trustpilot review

"Justin took great care to make sure we had the best possible experience in Kruger NP and we are so grateful. Through the booking process we were looking at several options and he patiently guided us through the alternatives but ultimately encouraged us t..."

Mark, Australia•01 Aug 2026•

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Trustpilot review

"We had an amazing time at our safari place(Kapama Karula) organized by Susan from Discover Africa! She is very professional and gave us unforgettable time in South Africa! I highly recommend Susan and discover Africa!"

Luana, Brazil•21 Apr 2026•

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"This was our first time going on a Safari, and also the first time using a travel expert to organise part of our trip. I was so impressed with how quick and easy the whole process was and Chrizaan tailored our experience to meet our travel needs whilst prov..."

Matthew Childs, United Kingdom•18 Dec 2025•

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"Vihann was responsive and friendly, worked patiently with me as I tweaked my itinerary three times. I researched the camps myself and Vihann supported with his local knowledge so the result was very memorable and extraordinary holiday. I was very happy with..."

Aarti Sharma, Australia•10 Dec 2025•

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