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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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"I have just returned from my third African safari organised by Discover Africa, and once again Susan did an outstanding job of planning every detail. The journey began at my favourite destination, Kruger National Park, where the wildlife experiences were..."

Gary Lowen, Australia•18 Jul 2026•

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"My wife and I and two of our friends took this trip, which covered South Africa, Zimbabwe and Botswana. The trip was customized based on our needs and our Tour Manager/ Coordinator, Vihann, planned and executed with such ease and precision, I cannot think o..."

Ashesh, United States•08 Jul 2026•

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"Going to south and central Africa was a bucket list item for me and booking a big and expensive trip always feels a bit risky and you hope you have made the right choice. Booking with Discover Africa was fantastic from beginning to end! Our trip coordina..."

Deanna Rozak, United States•25 May 2026•

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"We had an amazing safari experience in Botswana thanks to Chrizaan! She planned everything perfectly and was very professional, honest, and helpful throughout the entire trip. She supported us every step of the way and was always available whenever we ne..."

Mojgan Owliaey, Germany•18 May 2026•

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"I used Discover Africa services for organizing our South African safari. Justin was our organizer, he did an excellent job. He was very communicative, responsive and very helpful. He helped us all the way and kept in contact also during the Safari. I will d..."

Shahin Shahkarami, South Africa•14 Feb 2026•

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"We had a truly magical safari experience perfectly planned & organised for us by Susan Veldman at Discover Africa. We flew from Cape Town to Hoedspruit and then seamlessly transferred to the most beautiful lodge in the Karongwe private game reserve. ..."

David Forbes, United Kingdom•03 Feb 2026•

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