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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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"All advising given by Discover Africa (in our case, by Justin Van Wyk) was really helpful and the programe they have outlined was great. Everything went really smooth and professional."

Luis Cortez, Portugal15 Apr 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 Africa14 Feb 2026

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"Coming in absolutely blind on how to plan an Africa trip, I stumbled across Discover Africa Safaris on the internet and reached out for an inquiry. Susan responded and started off with a video conference to ask about what we were thinking. Susan was extreme..."

Luke Stamatakis, United States20 Jan 2026

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"We started to plan our Safari only 2 months prior to arriving in South Africa. The planning and logistics provided by Discover Africa were superb. We only visited Botswana (4 different camps for 2 nights each) and each camp was a wonderful, and yet very dif..."

Peter Mckown, United Kingdom15 Oct 2025

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"We travelled this summer with Discover Africa Safaris for the first time to Botswana, after spending 2 summers in Kenya and Tanzania. We got recommendations for this travel agency from friends and were really very satisfied with the service provided! We ..."

Nadja, Croatia11 Sep 2025

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"It was a total coincidence that led me to Discover Africa Safaris. First I would like to thank Devryn for planning and suggesting the safari reserve. The price was reasonable given the location and services we received. They booked the aeroplane tickets, th..."

Mahmoud Alashar, Qatar22 Aug 2025

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