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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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Trustpilot review

"Was just awesome, pre-service to service and after-service, just great. At the lodge, the staff had a special birthday party for my son who turned 16. The drives were awesome too...."

Priyum Koonjul, Canada08 Jul 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 States02 Jun 2026

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"Very professional; quick to respond. The trip itself was fantastic. The lodging and the game drives were great. Guide was great; he anticipated where hard-to-find animals would show up. Lodge staff were very friendly. Food was great. "

Akos Ledeczi, United States12 Nov 2025

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"We truly cherished every moment of our trip—there are countless experiences and memories that words can hardly capture. Cape Town was a vibrant and thrilling city, full of upscale shopping and exceptional dining. Jock Lodge stood out with its charming, rust..."

Christine Zastrow, United States14 Oct 2025

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"Justin helped me book my camp experience with short notice, he made the whole process very easy, took care of everything, was easy to contact and my trip was perfect."

Jen Flack, Australia09 Sep 2025

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"We booked our safari through Chrizaan and the whole experience was absolutely fantastic. From the very beginning, communication was smooth and easy – both via email and WhatsApp – which made the planning process stress-free. Despite our limited availabil..."

Alejandro Martínez Hernández, Spain03 Sep 2025

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