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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

"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 States25 May 2026

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Trustpilot review

"We booked our safari trip through Justin van Wyk from Discover Africa, and we couldn’t be happier with the experience. He organized and booked everything from A to Z, so we didn’t have to worry about anything at all. Throughout the entire trip, we stayed..."

Gianluca, Switzerland12 Apr 2026

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"I was recommended Discover Africa by a friend who raved about them for their African Safari adventure and they didn't disappoint. From the start the communication was timely, despite the time zone difference, and the advice was thorough and precise. It seem..."

Stephen Suster, Australia18 Jan 2026

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"Chrizaan Troch of Discover Africa helped us organize a recent safari in Chobe National Park. She was great to deal with - listened to what we wanted, and also offered other suggestions. She was very efficient, and always replied promptly to our questions. ..."

Celia Schroeder, Canada03 Dec 2025

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"What we appreciated was the effort in doing all the best to satisfy our requests! So everything was as expected.. the tented camp (everything was like at home),the game drive( we asked a private tour), the position of the camp ( very important for us, we sa..."

Silvia Del Giovane, Italy12 Nov 2025

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"Megan with Discover Africa did an excellent job planning our trip. We are from the US and it was so great to get her help. It made our trip so much easier. We flew into Cape Town and were there a few days. Then we were flown to Kruger National Park. Our sta..."

Catherine Hughes, United States14 Oct 2025

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