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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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"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, Germany18 May 2026

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Trustpilot review

"As a party of seven guests we found the travel arrangements seamless and the accommodation well suited to both older and younger members. In addition, we were of mixed bush experience with some seasoned safari members and some first timers. The Lodges and e..."

Jenny Ashley - Smith, Canada18 Mar 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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"We had a very well-organised itinerary by Chrizaan that suited our needs. It was a truly memorable holiday. Highly recommended."

Isaac, Malta22 Oct 2025

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"I started planning my Africa safari/vacation about two years ago with the help of Diane, and was transitioned to Chrizaan about halfway through my timeline. There was zero issues with changing my guide, and both ladies were SUPER lovely to work with. I was ..."

Kaleigh Gray, United States02 Oct 2025

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"I had 2 months lead time to plan a Botswana safari so I googled tour companies. After emailing a few, I chose Discover Africa. Susan Veldman responded quickly and was able to figure out an 8 night safari, with stays in 3 different camps. Each one was amazin..."

Amanda, United States10 Sep 2025

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