Wine Events & Festivals

This popular pop-up event transforms the historic Drostdy Street into a car-free pedestrian zone on select Wednesdays throughout the summer, allowing locals and tourists to mingle under the town’s iconic oak trees.

You can expect a lively "cocktail-style" atmosphere where your entry ticket includes a branded glass and tasting tokens to sample a rotating selection of world-class Stellenbosch wines and gourmet street food.

To ensure a spot, it is essential to book your tickets online in advance as they frequently sell out, and you should arrive exactly at 6:00 PM to make the most of the short two-hour window before the event concludes.

Celebrate French heritage with a vibrant three-day festival featuring wine, cuisine, and cultural performances.

Participate in the famous barrel rolling competition and watch traditional French folk dancing in the streets.

Sample award-winning Cap Classique sparkling wines paired with authentic French-inspired cuisine from top chefs.

Join the annual grape harvest celebration with hands-on picking experiences and traditional stomping ceremonies.

Tour multiple wine estates in a single day with complimentary tastings and behind-the-scenes cellar access.

Witness the winemaking process from vine to bottle with educational talks from viticulturists and cellar masters.

Indulge in South Africa's oldest wine region with premium tastings from historic estates dating back to 1685.

Savor artisanal food trucks, craft beer gardens, and live jazz performances against Table Mountain's stunning backdrop.

Explore family-friendly activities including vineyard tours, kids' zones, and picnic areas with breathtaking views.

Experience over 100 wine estates showcasing their finest vintages in one spectacular weekend celebration.

Enjoy live music performances, gourmet food pairings, and exclusive masterclasses led by renowned sommeliers.

Network with winemakers and fellow enthusiasts while discovering rare limited-edition wines and special releases.