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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

"We had an amazing time at our safari place(Kapama Karula) organized by Susan from Discover Africa! She is very professional and gave us unforgettable time in South Africa! I highly recommend Susan and discover Africa!"

Luana, Brazil21 Apr 2026

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Google review

"This was our first experience using an online booking agent and it was outstanding. Justin went through our requirements even though we were pretty sure we knew what we wanted (we really didn't!) and came up with a plan that met our needs, including coordin..."

John Colao, United States13 Apr 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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"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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"Excellent trip! Chrizaan was fantastic — she helped us every step of the way and organised a truly magical journey. I 100% recommend Discover Africa."

Nicole, Chile08 Sep 2025

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"We had an amazing trip! Everything was very well planned out, and we were able to have a 5 star experience without breaking the budget! We loved the properties, and knowledgeable, friendly people met us at each transition along the way."

Sylvia, United States10 Jul 2025

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