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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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"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 2026

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Google review

"My son Max and I just returned from an incredible trip to South Africa and Mauritus, and I can't say enough about how exceptional Susan Veldman was throughout the entire process. From the very beginning she listened to what we wanted and designed an itinera..."

Debby Anziano, United States05 May 2026

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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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"It was a total coincidence that led me to Discover Africa Safaris. First I would like to thank Devryn for planning and suggesting the safari reserve. The price was reasonable given the location and services we received. They booked the aeroplane tickets, th..."

Mahmoud Alashar, Qatar22 Aug 2025

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"I first chose Discover Africa from 4 other agencies because they responded quickly to my many many changes in itinerary, but also guided me with reasonable suggestions. This trip meant so much to me and I wanted to fit in as much as possible. I was most wor..."

Wendy Miller, United States13 Aug 2025

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"Discover Africa- Susan Veldman-was fantastic to work with. She responded promptly to our questions and needs and she put together several itineraries to choose from based on our budget and wish list. We toured Capetown and 10 days on safari spread betwee..."

AT, United States10 Jul 2025

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