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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

"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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Trustpilot review

"We had a wonderful safari experience, and Justin from Discover Africa made everything seamless from start to finish. Communication before the trip was clear and helpful, and we felt well supported throughout. Some truly special moments including the fant..."

Tim Curtis, Netherlands18 Feb 2026

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"Cayleigh put together an 18 day tour of Victoria Falls, Botswana and Namibia that was the best trip we have ever taken! The service was so personal and professional, we were taken care of every single step of the way. When a flight was cancelled for some of..."

Tamara Thompson, United States17 Dec 2025

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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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"An absolutely incredible safari! My wife and I went on a two-week safari through Kenya, Tanzania, and Uganda. Susan listened to what we hoped to see and do and then put together a great itinerary, with some fantastic accommodations. Highly recommend Susan a..."

Chris Shaw, United States09 Aug 2025

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"Discover Africa- Susan Veldman-was fantastic to work with. She responded promptly to our questions and needs and she put together several itineraries to choose from based on our budget and wish list. We toured Capetown and 10 days on safari spread betwee..."

AT, United States10 Jul 2025

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