By Gugulethu Tshabalala
As the sun sets earlier and the air turns crisp, there’s something special about a winter sundowner. Think warm drinks, golden hour skies, plush blankets and venues that make you forget you’re even cold. Whether you’re in the mood for a quiet rooftop drink or a scenic countryside retreat, these eight spots across South Africa bring the heat, even in winter.
The Wild Side – Craighall Park Johannesburg
The Wild Side brings vibrant tropical energy to life with its neon-lit charm and relaxed atmosphere. Known for its flavour-packed casual bites especially the brioche bun burgers and a creative cocktail menu, it’s a hotspot for chilled vibes and good music, thanks to its Saturday DJ sets. Inside seamlessly blends with outside, opening up to a wide courtyard garden where open-air tables invite you to soak up the sunset. The ultimate hangout for late-afternoon drinks that roll into golden hour.

The Silo Rooftop – Cape Town
For a luxurious escape above the city, The Silo Rooftop offers an experience like no other. Set atop one of Cape Town’s most iconic buildings, it overlooks the V&A Waterfront with sweeping views of Table Mountain, Signal Hill, and the Atlantic. The menu features light meals and curated snacks, best enjoyed with a glass from the impressive wine list or a handcrafted cocktail in hand. Whether you’re after a romantic sunset moment or a sophisticated solo outing, this rooftop is an elevated favourite.

The Chairman – Durban
A sundowner spot with a difference. The Chairman isn’t just about views—it’s about
atmosphere. Located near Durban’s harbour, this Afro-chic venue blends moody jazz, plush seating, and curated art to create an intimate, soul-soothing experience. Sip on a hot toddy or deep red wine while the soft hum of jazz carries you into the evening. No views of the sky needed when the inside feels this rich.

Kream – Brooklyn, Pretoria
Elegance meets city lights at this upscale Pretoria favourite. While it’s known for its fine dining, Kream’s balcony and lounge areas make a perfect spot for golden hour drinks. Enjoy the glow with a glass of bubbly and views of Jacaranda City winding down.

Summerfields Kitchen – Hazyview, Mpumalanga
Set on a macadamia farm with views of the Sabie River, this dreamy spot is all about nature and tranquillity. In winter, sunsets over the Lowveld take on a golden softness. Sit on the deck with a glass of wine and let the stillness do the rest.

Sky Bar – Seasons Eco Estate Hartbeespoort
If you’re craving a sundowner experience that blends tranquility with style, the Sky Bar at Seasons Eco Estate is the perfect escape. Tucked away just outside Hartbeespoort, this elevated spot offers panoramic views of the surrounding bushveld, making every sunset feel like a cinematic moment. It’s the kind of place where time slows down. The Sky Bar is ideal for after-work drinks, romantic dates, or laid-back weekends with friends.
