Winter in South Africa is one of the country’s best-kept secrets. While much of the world is bundled up indoors, Cape Town and Johannesburg offer crisp sunny days, fewer crowds, lower accommodation rates, and some of the year’s most memorable experiences.
Whether you’re visiting Cape Town for a city break, wine adventure, or cultural escape, or heading to Johannesburg to explore its creative heart, CURIOCITY has curated the ultimate winter guide.
Green Point
Located between the V&A Waterfront, Sea Point Promenade and Cape Town Stadium, Green Point is one of Cape Town’s most walkable and vibrant neighbourhoods.
Explore the Black Route Wine Tour
Winter is wine season in the Cape.
CURIOCITY’s Black Route Wine Tour takes guests beyond the traditional wine route to discover Black-owned wineries, passionate winemakers, rich storytelling and exceptional wines. Expect boutique estates, cosy tasting rooms and unique perspectives on South Africa’s wine industry.
Happy Hour at Maggie Lou’s
As the temperatures drop, few places feel as inviting as Maggie Lou’s in Sea Point. Think roaring fireplaces, excellent cocktails and intimate winter evenings with friends.
Dinner at Bao Down
Warm up with flavour-packed Asian-inspired dishes at Bao Down. Located close to Green Point, it’s the perfect spot for a relaxed winter dinner after a day of exploring Cape Town.
Visit the Oranjezicht City Farm Market
One of Cape Town’s favourite weekend rituals. Browse local produce, artisan pastries, fresh coffee, gourmet food stalls and handmade products while soaking up views of the harbour and Table Mountain.
Recharge at SaunaHaus
Winter wellness starts here. Take a walk or run along the Sea Point Promenade before treating yourself to a sauna and ice-bath experience at SaunaHaus. The combination of ocean air, heat therapy and cold immersion is the ultimate reset.
Catch a Match or Concert at Cape Town Stadium
From rugby fixtures to international concerts, Cape Town Stadium hosts some of the city’s biggest events throughout winter.
The best part? CURIOCITY Green Point is just minutes away.
Grab a Coffee from Siki’s
Need a caffeine fix or a productive work session? Siki’s Kofee Truck at CURIOCITY Green Point serves excellent coffee in a laid-back, community-driven setting perfect for remote workers and travellers.
Stay at CURIOCITY Green Point
With deluxe rooms, private suites, co-working spaces and easy access to Cape Town’s top attractions, CURIOCITY Green Point is the perfect base for your winter adventure.
Kloof Street
Recently voted one of the world’s coolest streets, Kloof Street is where Cape Town’s food, culture and nightlife scenes collide.
Catch a Film at the Labia Theatre
Cape Town’s oldest independent cinema remains one of the city’s most beloved institutions. Expect cult classics, independent films, wine and popcorn in a beautifully nostalgic setting.
Experience Art Saturdays at WeAnArtAffair at LA TRIP
Every Saturday, creativity takes centre stage at LA TRIP with WeAnArtAffair. Discover local artists, live creative sessions and a vibrant cultural atmosphere.
Dinner at RIVA Restaurant
A stylish neighbourhood favourite offering exceptional food, elegant interiors and the perfect setting for long winter dinners.
Breakfast at Our Local
Start your day with excellent coffee, fresh pastries and one of the city’s best breakfast menus before exploring the neighbourhood.
Browse Books at The Book Lounge
Spend a rainy afternoon getting lost among the shelves at Cape Town’s most iconic independent bookstore.
Books, coffee and cosy corners make it a winter essential.
First Thursdays
On the first Thursday of every month, galleries, bars and creative spaces across Cape Town stay open late, creating one of the city’s most exciting cultural evenings.
Join a CURIOCITY Walking Tour
Explore Cape Town beyond the guidebooks through locally-led tours, cultural experiences and hidden gems.
Stay at CURIOCITY Kloof Street
Located in the heart of the action, CURIOCITY Kloof Street places you within walking distance of restaurants, cafés, galleries and nightlife.
Maboneng
Johannesburg winters are famous for clear blue skies, sunny afternoons and cool evenings—perfect conditions for exploring the city.
Evolution of Maboneng Walking Tour
Discover the art, architecture and entrepreneurial spirit that transformed Maboneng into one of Africa’s most creative urban precincts.
Catch a Show at The Centre for the Less Good Idea
Founded by acclaimed artist William Kentridge, this innovative performance space hosts experimental theatre, music and creative collaborations throughout the year.
Cocktails & Vinyl at Artistry and The Listening Bar
One of Johannesburg’s coolest nightlife destinations. Expect curated vinyl sessions, live jazz, craft cocktails and intimate winter evenings.
Jazz & Coffee at Bertrand Café
Warm interiors, great coffee and live music make Bertrand Café a favourite winter hangout for locals and travellers alike.
Dinner and Live Music at Pata Pata
Located in the heart of Maboneng, Pata Pata combines African-inspired cuisine, live performances and vibrant local culture.
Explore Braamfontein’s Creative Scene
From local fashion brands and design studios to markets and street food, Braamfontein remains one of Johannesburg’s most dynamic neighbourhoods.
Soweto Tour with CURIOCITY
Experience one of South Africa’s most significant cultural destinations through powerful local storytelling, historic landmarks and authentic community experiences.
Coffee, Drinks & Live Shows at Home of the Bean and The Hideout Bar
Whether you’re looking for specialty coffee by day or live music and drinks by night, these CURIOCITY favourites capture the spirit of Maboneng.
Stay at CURIOCITY Maboneng
Surrounded by art, culture, cafés and nightlife, CURIOCITY Maboneng places you at the heart of Johannesburg’s creative energy.
Plan Your South African Winter Escape
Winter is one of the best times to visit South Africa. Expect lower accommodation rates, fewer crowds, incredible cultural experiences and world-class food and wine.
Whether you’re exploring Cape Town’s coastline and Winelands or discovering Johannesburg’s creative districts and rich history, CURIOCITY offers the perfect base for curious travellers.
Stay With Us
CURIOCITY Joburg gives you more than a place to sleep. You check into the real city; connect with its people, hear authentic stories, and uncover creative undercurrent.
Book your stay and write your story.
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