Wine tastings and a deli are offered at Thelema Mountain Vineyards, the Simonsberg estate Gyles Webb founded in 1983. Cabernet Sauvignon is associated with that estate's wine range, following Webb's move from accounting into vineyard planting. Jordan Wine Estate pairs wine tastings with a restaurant and bakery, set within views of the Stellenbosch mountains. Neethlingshof Estate offers cellar tours and tastings alongside its dedicated wine shop, following the estate's establishment in 1692.
Stellenbosch estate founded in 1983 when Gyles Webb left an accounting career in Durban to plant vines on the Simonsberg slopes; built its reputation on Cabernet Sauvignon.
Best for Wine tastings, a deli, and views over the Simonsberg
Thelema Mountain Vineyards was founded in 1983 by Gyles Webb, who left a career as an accountant in Durban to plant vines on the slopes of the Simonsberg above Stellenbosch. Webb's guiding philosophy holds that wine is made in the vineyard rather than the cellar, an approach that steered the estate toward site selection and canopy management rather than cellar intervention. By the mid-1990s, Thelema's wines were selling out within a month of release, and Webb became known internationally for bringing recognition to Stellenbosch's Cabernet Sauvignon in particular. In 2002, the Webb family expanded beyond their original farm, purchasing a second property in the cooler Elgin region to access different growing conditions for grapes that need a longer, cooler ripening period. The Stellenbosch estate sits on the mountain's slopes with views over the valley, and today combines its vineyard and cellar operations with a tasting room and a deli for visitors.
Founded in 1682, Blaauwklippen is a Stellenbosch wine estate, selling its premium wines, potstilled brandy, and craft gins from its Tasting House. The estate pairs wine sales with an on-site art gallery, weekend family market, and De Blaauwe Kitchen restaurant.
Hidden Valley Wines produces handcrafted Sauvignon Blanc, Cap Classique sparkling wines, and reds on the slopes of the Helderberg Mountain near Stellenbosch, selling bottles through its full online shop with free delivery on larger orders. Tastings continue by appointment while its Wine Tasting Centre undergoes renovation, alongside its on-site restaurant and deck.
Established in 1692 and recognized among South Africa's original 14 Wine of Origin estates, Neethlingshof sells its vegan-friendly wine portfolio through its own dedicated wine shop alongside cellar tours and tastings in Stellenbosch. The estate also runs a Wine Club offering members early access to new releases and order perks.
Best for Vegan-friendly wines from one of South Africa's original 14 Wine of Origin
Stellenrust has produced wine in Stellenbosch since 1928 and remains one of South Africa's largest family-owned estates, run today by managing partners Kobie van der Westhuizen and Tertius Boshoff. The estate sells its Kleine Rust, Premium, and Curator's Limited Edition ranges through its South African online shop and tasting room.
Best for Kleine Rust and Curator’s Limited Edition wines
Warwick Wine Estate sits in the foothills of Stellenbosch's Simonsberg Mountain, selling its wines through an online shop alongside picnics, vineyard safaris, and themed tastings on-site. Visitors can also join Club Warwick for ongoing wine deliveries tied to the estate's changing seasonal offerings.
Best for Warwick Wine Estate sits in the foothills of Stellenbosch's Simonsberg Mountain
Waterford Estate is a working winery in Stellenbosch's Blaauwklippen Valley, growing and bottling its own reds, whites, and sparkling wines beneath the Helderberg Mountain and selling them through its own online shop as well as at the estate. Visitors can also book cellar tours and tastings, but the wine itself, from the flagship blend The Jem to the Estate Cabernet Sauvignon, is the estate's own product for sale.
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