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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

"As a party of seven guests we found the travel arrangements seamless and the accommodation well suited to both older and younger members. In addition, we were of mixed bush experience with some seasoned safari members and some first timers. The Lodges and e..."

Jenny Ashley - Smith, Canada18 Mar 2026

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Google review

"I was very pleased with the information, help and booking process provided by Cayleigh"

David Partridge, United Kingdom16 Mar 2026

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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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"Our experience with Discover Africa was great. Justin Van Wyk, our consultant, was extremely accommodating, worked through a number of options to meet our dates and requirements, and checked in at numerous occasions before during and after the trip to check..."

Mitch Page, Australia02 Oct 2025

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"We had a wonderful experience with Discover Africa from the planning stage all the way through to the end of the trip. I communicated what my family was looking for with a visit to Africa and Vihann helped construct a trip that provided the quality and expe..."

Steven, United States14 Sep 2025

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