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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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Trustpilot review

"Absolutely fantastic trip. Excellent accommodation. The Discover Africa team did a great job. Follow up and support while we were on safari. Vehicles was good. Drivers Excellent. Trip of a lifetime."

Anerie Du Toit, Portugal•14 Sep 2026•

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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 States•25 May 2026•

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Trustpilot review

"Justin planned the best safari for our honeymoon. Everything was coordinated smoothly and the arrangements could not have been better. We are hoping to take another trip to South Africa in the future and will be using Discover Africa again. Justin was avail..."

Austin Mader, United States•11 Apr 2026•

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Safari Bookings review

"After discovering a high number of camps in and around the Okavango, and at a price higher than we typically go for on a safari, we were very unsure on the route to go down for our honeymoon (especially whilst trying to planning our wedding!). So we reached..."

Rhys and Grace Fitzgerald, Bahrain•10 Apr 2026•

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"We have just returned from the most incredible 2 week trip in Africa, travelling to Kruger National Park, Cape Town and Victoria Falls - it was made all the more special by the incredible guidance, planning and organisation of Discover Africa, specifically ..."

Anita Panikkar, Australia•10 Jan 2026•

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"I have been more than impressed with this entire experience every time. I will continue to use them year after year."

April Harrington, United States•18 Dec 2025•

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