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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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What Our Guests Have to Say?

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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, Brazil21 Apr 2026

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Trustpilot review

"We travelled last August on a trip planned with Dev at Discover Africa. It was a family trip that i wanted us to remember forever and we definetly will! We could not have had an easier or more wonderful time and we would never have been able to plan and man..."

Megan Gray, United Kingdom16 Feb 2026

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"We have just returned from the most incredible 2 week trip in Africa, travelling to Kruger National Park, Cape Town and Victoria Falls - it was made all the more special by the incredible guidance, planning and organisation of Discover Africa, specifically ..."

Anita Panikkar, Australia10 Jan 2026

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"It was an extensive planning process to put together a 24 day safari and adventure trip covering Victoria Falls, Mana Pools and Hwange Park in Zimbabwe, followed by a wonderful experience in Botswana on the Chobe River and Okvango Delta. There were flight c..."

Tami Jones, United States19 Nov 2025

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"Our safari trip to South Africa was nothing short of spectacular and I would like to thank Chrizaan for putting together a wonderful itinerary for us. Our first contact with Discover Africa was with a consultant who was amazing and very personable. Our plan..."

Rick, Canada15 Oct 2025

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"We have just returned from a trip to 3 different safari camps in Botswana, a short trip to Victoria Falls and a gorilla trek in Rwanda that was booked with Susan from Discover Africa. We couldn't be happier with the direction and support she gave us to trul..."

Robyn Dell, Canada02 Oct 2025

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