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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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"Cayleigh put together an 18 day tour of Victoria Falls, Botswana and Namibia that was the best trip we have ever taken! The service was so personal and professional, we were taken care of every single step of the way. When a flight was cancelled for some of..."

Tamara Thompson, United States17 Dec 2025

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"Everything was more than what I expected. From the safari drives to the lodging and food was five star. At the camps, one was pampered. Everyone was personable and made me feel at home. The entire trip was wonderful!"

Nancy Dunnihoo, United States05 Oct 2025

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"Discover Africa planned a fabulous trip for us! The travel planner came up with an itinerary that included everything we wanted; the trip was extremely well organized; the accommodations were lovely; and the activities were fun and interesting. We especiall..."

Kim Bixenstine, United States30 Sep 2025

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"We booked a safari with Susan and as it was something I have been eagerly anticipating most of my life, we opened the budget strings a little. If we were going to do it once, we really wanted to get it right and make sure to make the most of it. We were sti..."

Aaron, Cayman Islands08 Sep 2025

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"Was the Safari of lifetime. We spent one week between Zimbabwe for the Victoria Falls and Botswana. Amazing. The river cruse in the Zambezi river is a dream. We saw also Chobe national park and the Delta of Okavango: a dream. Everything was well orga..."

Gaia, Italy20 Aug 2025

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"From the support around where and when to travel through to the booking itself, travel preparation and managing communication whilst on the trip – the communication, organisation and professionalism were superb. Everything ran like clockwork across numerous..."

Alexander, United Arab Emirates13 Jun 2025

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