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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

"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 States11 Apr 2026

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Trustpilot review

"Chrizaan arranged an amazing safari experience for six of us, who came from the UK and Australia. She secured our booking at a superb Lodge in the Kruger at relatively short notice, tied in the flight transfers and ensured that the whole experience ran smoo..."

Bethany Evans, United Kingdom10 Apr 2026

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Safari Bookings review

"A trip of a lifetime. Great guides covering Tarangire National Park, Lake Manyana, Ngorongoro crater and southern Serengeti, where we saw herds of elephants, giraffes, antelope, zebra, wildebeast, cape buffalo, eland, jackels, hyenas, mongeese, hippopotomi,..."

Paul Couch, United Kingdom16 Mar 2026

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"We had an amazing experience at Walkers Plains Camp. The wildlife viewing was superb from start to finish. Our guide Millie and tracker were super friendly, extremely knowledgeable and made the game drives an absolute pleasure. The camp was very luxuriou..."

Sue Panayiotes, United Kingdom28 Dec 2025

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"Our safari trip to South Africa was nothing short of spectacular and I would like to thank Chrizaan for putting together a wonderful itinerary for us. Our first contact with Discover Africa was with a consultant who was amazing and very personable. Our plan..."

Rick, Canada15 Oct 2025

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"Our Cape Town and safari adventure were absolutely top-notch! Every step of the way, from airport transportation to accommodations to provided tours in Cape Town, was outstanding and enjoyed by all members of our family travel party! The stay and game dr..."

John Howell, United States25 Jun 2025

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