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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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Trustpilot review

"Bianca, thank you for making this a wonderful trip. When we contacted Discover Africa we did not know what to expect. It was the best decision we could have made. The attention to detail made the trip go smoothly. When I asked a question, and there were man..."

Janet Orr, United States•29 Sep 2026•

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Trustpilot review

"I worked with Adelle on our travel itinerary and from start to finish she was incredibly. She arranged all flights, transfers, accommodations and tours perfectly! The accommodations and tours were beyond our expectations! The entire experience was seamless ..."

Elizabeth Conte, United States•28 Sep 2026•

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Trustpilot review

"We initially felt quite overwhelmed by the number of different tours, lodges and options available when planning an African adventure, so we decided to speak with Discover Africa to help us create a memorable trip. We are so glad we did! Chrizaan took th..."

Leanne & Cassie, Australia•18 Aug 2026•

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Safari Bookings review

"An outstanding safari through Discover Africa- from the organisation and attentiveness, Thanks Vihann, to the sublime wildlife viewing and stunning sunsets this was Africa as you imagine it. Okavango is stunning and pristine form the air and the camps fabul..."

Paul, United Kingdom•22 Jul 2026•

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Safari Bookings review

"Our entire experience was magnificent. Everything was in place and perfectly reliable. We wanted for nothing and were taken care of every step of the way. To use the word "life changing" seems so cliché, but my husband and I both found the whole trip an ama..."

Julie Ferguson, United States•03 May 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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