In summer, the Overberg is golden – think beaches, berries, and sun-drenched wine farms. But when winter arrives, this coastal-meets-mountain escape reveals a deeper, moodier kind of magic.
The skies darken, the seas swell, and the mist slips between hills like a well-kept secret. This is when the Overberg gets under your skin – quiet, wild, and utterly magnetic.
The Hemel-en-Aarde Valley goes cinematic

Image of Overberg used for illustrative purposes/John Cameron/Unsplash
Just outside Hermanus, the Hemel-en-Aarde Valley lives up to its name—‘Heaven and Earth’—especially in winter. Mist drapes the vineyards—mountains brood on the horizon. And tasting rooms glow with fireplaces and full-bodied reds.
Wine farms like Creation and Bouchard Finlayson offer some interesting food and wine pairings during the cooler months that feel like a warm coat.
Winter whales and windswept beaches

New Harbour, Cliff Path, Hermanus/Bernard DUPONT/Wikimedia Commons
In summer, the Overberg’s beaches beg for sundresses and sandals. In winter, they dare you to bundle up and lean into the wind. And they reward you, too. This is whale season – when southern right whales arrive to calve and breach just off the coast.
Head to Walker Bay, De Kelders, or the Hermanus Cliff Path, and you might spot a mother and calf rolling in a kelp-swirled bay while storm clouds billow above. It’s the kind of sight that silences a crowd—raw, intimate, and unforgettable.
ALSO READ: Micro-destinations hidden inside South Africa’s major cities
Stanford, Greyton and Napier: Towns that glow when it’s gloomy
There’s something seductive about an off-season small town. The quiet. The golden lamplight in a bakery window. The smell of woodsmoke and rain on the soil. In towns like Stanford, Greyton, and Napier, winter slows everything down in the best way.
Expect wine tastings by the fire, vintage shops with rain-drizzled windows, and cafes serving cinnamon-dusted moerkoffie with homemade rusks. You’ll want to linger longer.
Accommodation suggestions:
-
Mosaic Lagoon Lodge (Stanford): fireside luxury meets fynbos and lagoon views
-
Wildekrans Country House: for art, poetry, and peace in the Elgin Valley
-
The Restio Country Guesthouse (Napier): peaceful and charming country living
Fynbos in the fog

Image of Fernkloof Nature Reserve used for illustrative purposes/Michaelphillipr/Wikimedia Commons
The fynbos here doesn’t wait for spring. In winter, golden leucadendrons and creamy proteas push through the mist. Take to trails like Fernkloof, De Hoop’s dune paths, or Greyton’s Boesmanskloof, and you’ll find a different palette—silver-leafed shrubs, mossy stones, and puddled paths that crunch underfoot.
It’s not your usual hike-and-swim day. It’s better. You’ll hike, warm up with a scone by the fire, and maybe finish the day in a clawfoot bath with a glass of Overberg red.
Off-season means real connection

Pearly Beach, Western Cape/Joachim Huber/Wikimedia Commons
Winter in the Overberg isn’t just about scenery. It’s about atmosphere. Fewer tourists mean more meaningful encounters with locals, with landscapes, and with yourself. A rainy-day museum visit in Elim turns into a conversation about forgotten histories. A deserted beach near Pearly Beach feels like it belongs to you alone.
Follow us on social media for more travel news, inspiration, and guides. You can also tag us to be featured.
TikTok | Instagram | Facebook | Twitter
ALSO READ: Why winter is secretly the best time to visit the Cederberg
