
moderate
4–5 hours
Comfortable riding 15–20 km with a few short hills; able to stand on pedals briefly and ride mixed surfaces.
Spin from oak-lined streets to vineyard views on this guided cycling tour of Stellenbosch. History, cellar doors, and the Jonkershoek Valley come together in a relaxed 4–5 hour ride with tastings and plenty of scenery.
Morning light slips down from the Hottentots-Holland mountains, silvering the vines as wheels start to turn. Stellenbosch’s oak-lined streets hum softly to the rhythm of freewheels and birdsong. The Eerste River keeps pace, nudging along as your guide points the way past gables and galleries, then outward where vineyards shoulder the valley and the road dares you to keep exploring.

South Africa rides on the left—your guide manages crossings, but always scan right-first at intersections and follow hand signals closely.
Tastings are generous; sip, hydrate, and eat the provided pairings so the last kilometers feel as smooth as the first.
Afternoon valley winds can push back—use easier gears, draft politely, and secure sunglasses and hats at stops.
Yield to tractors, slow near workers, and close any gates you pass—these are working vineyards.
Stellenbosch is South Africa’s second-oldest town, established in 1679, and its wine tradition dates back to the late 17th century with iconic Cape Dutch architecture still defining the historic core.
Jonkershoek’s fynbos is fire-adapted and fragile; stay on designated roads and respect private farm tracks. Use refillable bottles and pack out all litter to protect waterways feeding the Eerste River.
Staying hydrated is key on warm valley roads, especially during tastings.
High UV and reflective vineyard light make sun coverage essential in summer.
summer specific
Winter fronts can arrive quickly; a packable shell keeps you dry and warm.
winter specific
Adds comfort over a 4–5 hour ride with mixed surfaces.