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Client Rating
5,000+
Happy Travelers
12+ Years
Experience
9 Countries
Destinations
Overview
South Africa's Acclaimed Wine Country
The Cape Winelands produce some of the Southern Hemisphere's most celebrated wines. Stellenbosch, Franschhoek, Paarl and Constantia each offer a distinct character — from Stellenbosch's Cabernet Sauvignon to Franschhoek's elegant Chardonnay and Méthode Cap Classique.
Beyond the wine, the Winelands deliver stunning mountain scenery, superb farm-to-table dining, fascinating Huguenot history, and some of Africa's finest boutique hotels.
Our guided wine tours take the stress out of driving and tasting — you focus on enjoying while our knowledgeable guides share the stories behind every sip.
Tour Highlights
What Makes This Trip Special
Stellenbosch Estates
South Africa's second oldest town hosts over 150 wine estates, from historic family farms to cutting-edge boutique producers.
Franschhoek Gourmet Experience
The culinary capital of South Africa offers acclaimed restaurants, artisan food markets, and elegant tasting rooms.
Scenic Vineyard Landscapes
Rolling hills, mountain peaks and vine-covered valleys create some of the most beautiful wine scenery in the world.
Farm-to-Table Dining
Enjoy lunches at estates where ingredients are grown on-site, paired with wines made from vines visible from your table.
Private Guided Tours
Skip the driving — our expert guides curate the finest estate experiences while you relax and enjoy every glass.
Huguenot History
Explore the fascinating story of French Huguenot refugees who planted the first vines in Franschhoek in the 1680s.
Why Book With Once Upon A Time in Africa?
12+ Years of Expertise
Deep local knowledge built over 12 years of crafting authentic African journeys.
Fair Trade Tourism
We pay local suppliers directly, keeping travel dollars in the communities you visit.
Tailor-Made Journeys
Every itinerary is fully customized to your preferences, group size, and budget.
Small Group Sizes
Intimate experiences with minimal environmental impact and maximum authenticity.
Expert Local Guides
Born-and-raised guides with unrivaled knowledge of their home regions.
24/7 Support
Our team is available before, during, and after your African adventure.
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