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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?

Read recent reviews from travellers who have planned and booked their trips with us

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Trustpilot review

"Matthys van Aswegen of Discover Africa went above and beyond to plan a two week trip for myself and my family (6 travelers) through multiple African countries that was unforgettable! There were many moving parts to our schedule, but every step was thorou..."

Ann Schall, United States08 Mar 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 Kingdom03 Feb 2026

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"This was a well organized trip that smoothly transitioned us from one adventure to the next. All our transfers from hotels to airport to safari lodges were professional, courteous, and timely. We loved the places that were recommended and felt the pace of o..."

Jeanne Bryan, United States22 Nov 2025

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"Everything was more than what I expected. From the safari drives to the lodging and food was five star. At the camps, one was pampered. Everyone was personable and made me feel at home. The entire trip was wonderful!"

Nancy Dunnihoo, United States05 Oct 2025

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"We booked a safari through Discover Africa for Botswana and Zambia and it was fantastic! Chrizaan was super helpful and accommodating, especially when we had to change our dates of travel slightly. She worked with the lodges to accommodate us and found a so..."

Alice & Ross, Monaco09 Sep 2025

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"I have just finished my Namibia trip, with help from Chrizaan. She’s very easy to communicate with and accommodating to our needs. Her personal experiences in the lodges and destinations also greatly assisted us in deciding where to go and stay. Thank you s..."

Ahmad, France23 Aug 2025

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