The iconic oak-lined streets of South Africa’s second-oldest town are set to buzz once more as the beloved Stellenbosch Street Soirees make their grand return for the 2026/27 summer season. Transforming Drostdy Street into a vibrant, festive open-air sanctuary, this year’s mid-week series promises fine wine, culinary bites, live music, and warm summer night energy.
Whether you are a long-time local or a first-time visitor planning your summer outings, here is everything you need to know about this season’s milestone celebrations.
The Season Opener: Wednesday, October 28
The 2026/27 season officially kicks off on Wednesday, 28 October launching nine scheduled gatherings across the warmer months. As dusk falls, fairy lights illuminate Drostdy Street while local wine producers, food stalls, and acoustic musicians create an unforgettable backdrop. Running for just two hours from 18:00 to 20:00, the event offers the perfect precursor to an evening out at one of Stellenbosch’s celebrated restaurants.
2026/2027 Schedule & Event Dates
To plan ahead before tickets sell out, save these mid-week dates for the full season:
2026 Dates:
- October 28 (Season Launch)
- November 11
- November 25
- December 9
2027 Dates:
- January 20
- February 3
- February 17
- March 3
- March 17
What Is the Significance of This Year’s Soirees?
This season marks a dual milestone for the region’s hospitality and wine culture:
- 55th Anniversary of Stellenbosch Wine Routes: Founded in 1971, the Stellenbosch Wine Routes stands as South Africa’s oldest wine route, establishing the town as the country’s epicenter for wine and food excellence.
- 15th Anniversary of the Street Soiree Concept: First introduced 15 years ago, the Street Soirees were created to bring the region’s acclaimed estate wines directly into the heart of town. What started as a local experiment has evolved into a premier seasonal attraction.
- Community & Culture: The event bridges award-winning winemakers, local chefs, residents, and global travelers, celebrating South African heritage and outdoor lifestyle in a relaxed setting.
Event Details & Booking Information
Because capacity on Drostdy Street is limited, tickets regularly sell out quickly.
Time: 18:00 – 20:00
Location: Drostdy Street, Stellenbosch
Cost: R280 per person (includes a branded tasting glass + 10 wine tasting tokens)
Tickets: Available online via Plankton.mobi
Inquiries: Contact [email protected] or call 021 886 4310
