A Guide to Cape Town's Cosiest Wine Spots for Rainy Days and Red Blends

Cape Town may be known for its long summers and iconic ocean views - but winter here? That's a different kind of magic.

Think cloud-draped mountain peaks, moody cityscapes, the comforting rhythm of rain on windows - and a generous pour of something bold and red.

Winter in the Mother City isn't something to escape. It's something to lean into. All you need is a good coat, a great glass of wine, and the right place to enjoy both.

Here's our round-up of the cosiest wine bars and restaurants across Cape Town - for the days when the clouds roll in and the Syrah starts calling.

Kloof Street House | Gardens

Vibe: Parisian salon meets Victorian jungle
A Cape Town classic. Step through the velvet curtains into another world - one with roaring fireplaces, vintage chandeliers, and a wine list full of bold reds and local favourites. Come for the slow lunches that turn into dinners.

Culture Wine Bar | CBD

Vibe: Hip, unpretentious, and oenophile-approved
Run by serious wine lovers, Culture is where you'll find rare bottles, curious blends, and a team that knows how to read a mood. Great for solo swirls, first dates, or Friday nights that turn into Pinot-fuelled philosophy.

The Power & The Glory | Tamboerskloof

Vibe: Neighbourhood hangout with cool cred
Warm, laid-back, and a little grungy in all the right ways. This corner spot is perfect for a moody red by the window while the mist rolls down Signal Hill. Bonus points for the toasties and candlelit charm.

Bouchon Wine Bar | City Bowl

Vibe: Barrel-lined walls and unfussy food
Tucked away on a quiet street, Bouchon is the kind of place that feels like your secret - even when it's full. The tapas are pitch-perfect, the wine flights are fun without fuss, and the vibe is always just right for "one glass" that turns into three.

Foxcroft | Constantia

Vibe: Refined, but relaxed
When you're in the mood to dress up and lean in, Foxcroft delivers. The tasting menu is thoughtful and seasonal, with wine pairings from neighbouring estates that make you fall in love with Constantia all over again.

Bovine | Camps Bay

Vibe: Coastal steakhouse with cellar swagger
Camps Bay in winter? Criminally underrated. Bovine brings the warmth, with plush interiors, roaring steaks, and a wine list that leans deep and generous. Snag a window seat, order a sirloin and a Syrah, and settle in.

The Wine Glass | Stellenbosch & Hermanus

Vibe: Weekend-worthy wine adventures
If you're heading out of town, this is your move. With over 130 wines available by the glass, it's a full tasting room experience without the formality. Fireplace included.

What to Wear, What to Order

Look: Long wool coat, heeled boots, oversized scarf - something you can sink into.
Sip: Pinot Noir, Syrah, bold Cab Sav - or something cloudy and unfiltered.
Snack: Baked Camembert. Lamb ragu. Truffle-anything.

A Quick Note on Property (Because We Had To)

Like wine, some things are just better in winter.
If you're buying or selling, this season often brings more serious buyers, less noise, and homes that feel like the sanctuary they're meant to be.

At The Agency, we help you find the space that fits - rain or shine.

Here's to Winter, Poured Well

Cape Town doesn't slow down in winter.
It just gets better - more intimate, more atmospheric, more delicious.