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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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"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, Australia24 Apr 2026

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"I had a great trip organised by Chrizaan. Everything went very smoothly including all of the pickups, flights and accommodation. I visited Namibia and loved seeing the dunes, springboks and oryx. I also visited the Okavango Delta and saw so many anim..."

Leanne Harrison, South Africa03 Feb 2026

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"Coming in absolutely blind on how to plan an Africa trip, I stumbled across Discover Africa Safaris on the internet and reached out for an inquiry. Susan responded and started off with a video conference to ask about what we were thinking. Susan was extreme..."

Luke Stamatakis, United States20 Jan 2026

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"Justin Van Wyk from Discover Africa Safari did an outstanding job in planning our perfect Safari. All travel and transfers between airports and game lodges have been flawless! The lodges and safari experiences have been awesome."

Roland Braun, United States05 Jan 2026

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"Was just awesome, would recommend anytime...saw all big 5, all small 5, live kill by lions...was just divine"

Priyum Koonjul, Canada21 Nov 2025

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"We travel a lot. I don’t normally write reviews and I typically plan and book everything myself because I am very exacting when it comes to the itinerary, logistics, accommodations, activities, etc. – everything must be perfect. When planning this trip, I v..."

Debby Goosey, United States18 Sep 2025

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