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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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Safari Bookings review

"Adelle and team had plan my Africa trip according to what we discuss. They are professional and plan in detail the itinerary. We had a very good time in Africa travelling from Johannesburg, Victoria Falls, Botswana and end at Cape Town. The transfers are ar..."

Suhardi Semuni, Singapore•19 Jul 2026•

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Trustpilot review

"From the very beginning, Bianca was a wonderful help in planning our South African safari. Her knowledge, attention to detail, and thoughtful recommendations made our trip truly exceptional. Becks Safari Lodge was, in our group’s opinion, a six-star expe..."

Leanne Morris, Australia•12 Jun 2026•

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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 States•02 Jun 2026•

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"Booking with Justin at Discover Africa, to plan my safari and Victoria Falls adventure turned out to be the best choice I made. Right from the start, Justin was friendly, responsive, and incredibly thorough—he answered all my questions and provided a detail..."

James, Australia•24 Apr 2026•

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"We had a truly magical safari experience perfectly planned & organised for us by Susan Veldman at Discover Africa. We flew from Cape Town to Hoedspruit and then seamlessly transferred to the most beautiful lodge in the Karongwe private game reserve. ..."

David Forbes, United Kingdom•03 Feb 2026•

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"The best trip of our lives!! I am so glad I came across Discover Africa and was paired with Dev. We started with a video chat and Dev listened to my vision for the trip- all of the things I was excited to do, and he shared his travel expertise. He took thos..."

Nithya Mohrfeld, United States•27 Oct 2025•

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