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For most Capetonians, the weekend - and the days leading up to it - will revolve around the Sanlam Cape Town Marathon, with many runners squeezing in final training sessions and race-day prep.
If you’re not taking part in the race but still planning to get around the city, be mindful of the road closures and plan your travel routes ahead of time to avoid delays.
There’s also plenty happening beyond the marathon. Expect a mix of theatre, fitness, health, and wellness events, along with some comedy across the city. If you’re more in the mood to unwind with a drink, you’re also covered: BeerEx Africa is taking place in the southern suburbs, while Unfiltered Thursdaze at Durbanville Hills offers a relaxed vineyard setting.
Book lovers who may have missed the Franschhoek Literary Festival can head to the Constantia Literary Festival this weekend for another dose of literary conversations and local talent.
According to the South African Weather Service, it’s expected to be a mostly dry weekend. Still, as we’ve recently learned from a surprise thunderstorm, Cape Town weather can be unpredictable, so it’s still a good idea to pack a jacket, just in case.
CBD
WOLF XIV: DRAG-aversay - A Night of A Thousand Wolves
- Saturday, 23 May | Doors open at 7pm, show starts at 8pm
- Location: The Outlore Base, 80 Hout St, Cape Town City Centre
- Cost: From R190 via Quicket
"A ritual. A gathering. A call to the pack." This event promises to be an evening of immersive drag experience where performance, spectacle, and transformation collide. Dressing for the occasion is highly encouraged.
Medals Sunset & Soul
- Sunday, 24 May | 3pm
- Location: Rooftop on Bree, 170 Bree St, Cape Town City Centre
- Cost: From R250 via Quicket
After conquering the 42km Sanlam Cape Town Marathon, the well-deserved celebration continues with cocktails, a curated lineup of DJs, dancing the night away, and sunset views of Table Mountain.
ATLANTIC SEABOARD
Sanlam Cape Town Marathon
- Sunday, 24 May | From 7:50am
- Location: Fritz Sonnenberg Road, Green Point and Beach Road, Mouille Point
With 27,000 runners expected to hit the streets this Sunday, the 42.2km Sanlam Cape Town Marathon will feature two start points this year: the Stadium start and the Beach Road start. All runners are required to collect their race packs at the Sanlam Cape Town Marathon Expo, from 21 May to 23 May, located inside DHL Stadium. For road closures, click here. For a spectator guide, click here.
Also read: New marathon launched in Cape Town!
Celebrate Africa Day at Mojo Market
- Saturday, 23 May | From 12pm
- Location: Mojo Market, 30 Regent Rd, Sea Point
- Cost: Free entry
In celebration of Africa Day on 25 May, Mojo Market is proving why local is lekker, with a full day of African food, music, culture, and community. The day will feature a selection of DJs, local bands, and performances. There will also be best-dressed prizes, so guests are encouraged to arrive in their favourite proudly African attire.
Ladies Brunchin
- Saturday, 23 May | 1pm – 6pm
- Location: Café Caprice, 37 Victoria Rd, Camps Bay
- Cost: R400 via Howler
If you ever need an excuse for a girls’ day – although, let’s be honest, we never really need one – Café Caprice is serving up the ultimate afternoon: a selection of canapés throughout the day, paired with a complimentary glass of Minuty Rosé on arrival.
Form & Flow
- Saturday, 23 May | 8am – 1pm
- Location: Cabo Beach, 12 S Arm Rd, Victoria & Alfred Waterfront
- Cost: From R450 via Howler
As part of a 3-part Pilates Sculpt series with Hannah Habits, Form & Flow is all about slowing down, focusing on your breathing, releasing stress from the body, and reconnecting with yourself through intentional movement. Tickets include a Pilates mat, a post-flow matcha or coffee, and a curated goodie bag.
SOUTHERN SUBURBS
BeerEx Africa 2026
- Thursday, 21 – Saturday, 23 May | From 6pm
- Location: The Wicket Expo Hall, Newlands Cricket Ground, 146 Campground Rd, Newlands
- Cost: From R150 via Quicket
Calling all beer lovers! Get ready for a three-day celebration that’s set to be nothing short of epic. Whether you’re a craft beer enthusiast, a brand wanting authentic conversations with customers, looking to expand your brewing knowledge, or simply after a lekker day with a cold drink in hand, this is the place to be.
Constantia Literary Festival
- Saturday, 23 May | 11am – 7pm
- Location: Constantia Waldorf School, Spaanschemat River Rd, Belle Constantia
- Cost: From R50 via Quicket
Hosted by Constantia Waldorf School (CWS), the festival offers something for the whole family, from a puppet show for little ones to open mic sessions, author talks, panel discussions, and even treats for food lovers. All funds raised will go towards the CWS Bursary Fund and upgrades to the CWS library.
Rise ’76: The Story of June 16th
- Friday, 22 and Saturday, 23 May | Various times
- Location: The Baxter Theatre Centre, Main Rd, Rondebosch
- Cost: R150-R250 via Webtickets
"Rise ’76 is not easy theatre. It is painful and deeply necessary," says our City Editor, Selene Brophy, after recently watching the production. Marking the 50th anniversary of the Soweto student uprising, the play is set at the fictional Molefe Secondary School in Soweto and reimagines June 16 not simply as a day of protest, but as an intimate, lived experience. Read the full review here.
NORTHERN SUBURBS
Unfiltered Thursdaze
- Every Thursday | From 6pm
- Location: Durbanville Hills Winery, Tygerberg Valley Rd, Cape Farms
- Cost: R150 via Dineplan
Set beneath the estate’s olive trees, the experience begins with a welcome pour and three paired bites, followed by a short, informal introduction. From there, the evening is yours to enjoy; whether that means exploring barrel tastings, enjoying pizza, chatting with the winemaking team, or simply soaking up the atmosphere with a glass in hand and music in the background.
The Kyle Nathan Experience
- Friday, 22 May | 7pm
- Location: Bellville South Community Centre, Kasselsvlei Rd, Bellville South
- Cost: From R50 via Quicket
In his debut comedy show, Kyle takes audiences on a journey through the twists and turns of his life, from the chaos of growing up with a little sister to surviving the realities of retail work and the unexpected path that led him to the comedy stage.
Barry Hilton
- Sunday, 24 May | 2pm – 3:30pm
- Location: Die Boer, 6 Chenoweth St, Durbanville
- Cost: R220 via Die Boer website
With no script in sight, you know you’re in for a hilariously unpredictable experience as comedian Barry Hilton takes to the stage.
WINELANDS
A Night of Wine & Wonder
- Saturday, 23 May | 6pm
- Location: Protea Hotel Stellenbosch and Conference Centre, Techno Ave, Techno Park, Stellenbosch
- Cost: From R280 via Quicket
A Night of Wine & Wonder brings together some of the Western Cape’s finest wine farms for a curated tasting experience. The event features a red carpet arrival, live music, fashion, and entertainment. Guests are encouraged to dress to impress, with an ‘elegant/fashion-forward’ dress code setting the tone for the evening.
TITAN Trail Run
- Saturday, 23 May | Registration open at 6:30am
- Location: Cavalli Estate, R44 Highway, Stellenbosch
- Cost: R 230 – R295 via Racepass
Run it, hike it, walk it, or race it. Just get it done, whether you are participating in the 5km or the 10km race. This beginner-friendly event is all about getting out there and enjoying the experience. The energy continues well after you cross the finish line with live local entertainment, plus food and coffee waiting to welcome participants. The 5km starts at 7:30am and the 10km starts at 7:45am.
WEST COAST
Pattern Play Runway Showcase
- Saturday, 23 May | 2pm – 5pm
- Location: Melkbosstrand High School, Otto du Plessis Dr, Melkbosstrand
- Cost: Free
Calling all aspiring designers and models! Whether you’re ready to walk the runway in your own creation or have a model bring your design to life on the runway, this is your chance to unleash your creativity and showcase your talent.
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