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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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Google review

"Excellent trip -- tour operators were professional and on time. Safari lodge choices excellent. Adelle communicated issues that cropped up in a timely manner and the whole process was a pleasure."

Jake Sanderson, United States29 May 2026

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Trustpilot review

"All advising given by Discover Africa (in our case, by Justin Van Wyk) was really helpful and the programe they have outlined was great. Everything went really smooth and professional."

Luis Cortez, Portugal15 Apr 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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"Our Hwange Safari and Victoria Falls tour, expertly arranged by Cayleigh Brown from Discover Africa, was truly a once-in-a-lifetime experience. From the seamless logistics to the eco-conscious charm of Insika Lodge and Sable Valley Lodge, every detail refle..."

Ainsley, United States15 Oct 2025

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"We booked our safari adventures in Kenya and Tanzania with Susan at Discover Africa. The trip was nothing short of amazing, one of the best safari experiences we have ever enjoyed. Susan was thoughtful and patient throughout the planning process and really ..."

Cathy Hurdle, Thailand28 Sep 2025

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"Was the Safari of lifetime. We spent one week between Zimbabwe for the Victoria Falls and Botswana. Amazing. The river cruse in the Zambezi river is a dream. We saw also Chobe national park and the Delta of Okavango: a dream. Everything was well orga..."

Gaia, Italy20 Aug 2025

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