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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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Safari Bookings review

"A Truly Seamless African Adventure Adelle from Discover Africa was exceptional from beginning to end. She was knowledgeable, responsive and always prompt. She created an excellent itinerary with a perfect schedule, wonderful lodges and seamlessly coordin..."

Angela Kenedy, United States•15 Sep 2026•

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Google review

"We booked our 10-day safari in Tanzania and Kenya through Discover Africa, and it exceeded every expectation. From our first conversation through the end of our journey, everything was exceptionally well organized, allowing us to focus entirely on enjoying ..."

Dwyane George, United States•04 Aug 2026•

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Google review

"Amazing and truly unique experience! Susan was absolutely wonderful from start to finish. She was incredibly friendly, professional, and always available to help with every detail. Her knowledge, organization, and passion made the entire safari unforgett..."

Chloé, United States•12 Jun 2026•

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"Discover Africa and their trip advisor Megan Warrington did a fantastic job arranging our trip to Cape Town, Victoria Falls (Zimbabwe), and the Chobe River and Kwara Camp in Botswana. We originally planned this trip a few years ago, but had to cancel. Megan..."

Roger Pennifill, United States•12 Nov 2025•

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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, Italy•12 Nov 2025•

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"We started to plan our Safari only 2 months prior to arriving in South Africa. The planning and logistics provided by Discover Africa were superb. We only visited Botswana (4 different camps for 2 nights each) and each camp was a wonderful, and yet very dif..."

Peter Mckown, United Kingdom•15 Oct 2025•

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