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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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Safari Bookings review

"We were referred to Discover Africa to book our honeymoon safari by friends who had used them previously and spoke very highly of them and we could not have been happier. We worked with Susan and Adelle and they listened to what we were thinking in regards ..."

Jack & Sarah, United States•17 Sep 2026•

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Google review

"I worked with Justin Van Wyk at Discover Africa Safaris to arrange safaris in Zimbabwe and Botswana, including a stop at Victoria Falls, for two of my children and me. The safaris were exquisite, and Justin was phenomenal—professional, responsive, and detai..."

Bill Reid, United States•24 Jul 2026•

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"We live in Australia and I honestly didn’t know who to contact about organising a trip of a lifetime and I really wanted someone that knew Africa and not someone that was from Australia and just guessed. I found Discover Africa on TikTok and got in touch..."

Natalie Flick, Australia•29 Jun 2026•

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Trustpilot review

"Megan Warrington was amazing to work with. She was very informative and kept us up to date on everything. I found out that I would need to have surgery a few days after returning from the trip and asked Megan if she would be able to arrange for a wheelchair..."

Carla Novak, United States•09 Mar 2026•

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"Magic tour, the most beautiful sunset I have ever seen in all my life, I really love this ancestral land: nature, wise animals, and humans with very big heart."

Griselda Woo Gonzalez, Mexico•12 Nov 2025•

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"Cayleigh responded almost immediately to every question or concern that I had and resolved the issue quickly."

John M, United States•08 Oct 2025•

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