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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?

Read recent reviews from travellers who have planned and booked their trips with us

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Google review

"Justin helped us with the safari and Victoria Falls portion of our trip to South Africa, Botswana and Zimbabwe. The lodges were fantastic and ground transfers perfectly executed. We had an amazing time!"

Kelly Headrick, United States02 Jun 2026

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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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"It was an extensive planning process to put together a 24 day safari and adventure trip covering Victoria Falls, Mana Pools and Hwange Park in Zimbabwe, followed by a wonderful experience in Botswana on the Chobe River and Okvango Delta. There were flight c..."

Tami Jones, United States19 Nov 2025

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"What we appreciated was the effort in doing all the best to satisfy our requests! So everything was as expected.. the tented camp (everything was like at home),the game drive( we asked a private tour), the position of the camp ( very important for us, we sa..."

Silvia Del Giovane, Italy12 Nov 2025

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"I booked a three-day safari through Discover Africa, including flights, and everything went smoothly from start to finish. Communication was clear, timely, and genuinely helpful, making the whole trip easy and worry-free. The safari itself was exceptiona..."

Daniel, Sweden13 Oct 2025

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"Discover Africa planned a fabulous trip for us! The travel planner came up with an itinerary that included everything we wanted; the trip was extremely well organized; the accommodations were lovely; and the activities were fun and interesting. We especiall..."

Kim Bixenstine, United States30 Sep 2025

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