Stellenbosch Afternoon Wine and Chocolate Tour from Cape Town: Oaks, Cape Dutch Streets, and Pinotage

The city thins out as you roll past Groote Schuur, where the first heart transplant rewrote medical history, and the Cape Flats open toward a cobalt horizon. By the time the mountains crease into view, Stellenbosch’s oaks are already leaning in, throwing cool shade across Dorp Street as if to slow the afternoon. This is the oldest stretch of the “wagon way,” once the trade lifeline for farmers hauling barrels and wheat toward the Cape. On foot, the pace fits the place—short, level strolls between whitewashed Cape Dutch gables, Victorian verandas, and the Eerste River, which still murmurs about the day Simon van der Stel made camp here in 1679 and named it the “First.”