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Is it just me, or does this month feel like three years wrapped into one? People are already complaining about burnout and needing a break. Maybe we should have a Jan-u-worry holiday? Something to take the sting off the new year.
Good thing we have weekends when you can forget your inhibitions (hello, Better With You X Rare Earth) or go on a Waterfront Neighbourhood Tour on a 100% electric TukTuk. How oulik is that?
ICYMI: Livestream: Freedom of the City ceremony for Kramer and Petersen
CBD
Better With You X Rare Earth
- Friday, 23 January, 7pm - 4am
- Venue: Biblio, 50 Hout St, Cape Town City Centre
- Cost: From R80, no under-18s, bookings via Quicket
Three floors of non-stop music and nine DJs will have you bopping till the early hours of the morning. Don’t forget to stay hydrated and party responsibly, kids!
JVR-Eeufeestafel 2026
- Saturday, 24 January, 4pm - 8pm
- Venue: HS Jan van Riebeeck (Die Skoolsaal), 129 Kloof St, Gardens
- Cost: From R300, bookings via Quicket
HS Jan van Riebeeck will host a long table of cheese and wine in its Welgemeend’s garden to kick off the school’s centenary celebration. A variety of cheese, wines, fruits, cold cuts, olives, fresh bread, and delicacies will be served.
ATLANTIC SEABOARD
The Waterfront Neighbourhood Tour
- Friday, 23 January - Sunday, 25 January
- Venue: Between The Time Out Market and The Watershed, on Dock Road
- Cost: R125 to R250, bookings via Web Tickets
The V&A Waterfront introduces the first of its kind 100% electric TukTuk on a one-hour tour. Curated audio storytelling introduces you to the voices, visionaries, and custodians who are shaping the precinct.
Time Out Tip: While you’re there, grab yourself a quick snack or meal at the Cape Town Time Out Market opposite the Watershed. Check out their full list of What's On.
Also read: The best ways to enjoy the V&A
DHL Stormers vs Hollywoodbets Sharks
- Saturday, 24 January, 5pm - 7pm
- Venue: DHL Stadium, Greenpoint
- Cost: Reserved season seating from R1400, bookings via the DHL Stormers website
The DHL Stormers wrap up their January home stretch with a clash against the Hollywoodbets Sharks at DHL Stadium. This Vodacom United Rugby Championship Round 10 fixture is a high-stakes affair. Even with Elizabedi’s return, let’s keep our eyes on the prize, boys!
SOUTHERN SUBURBS
Maynardville 2026: Cape Town City Ballet | Swingtime
- Friday, 23 January - Saturday, 24 January, 8:15pm - 9:45pm
- Venue: Maynardville Open-Air Theatre, Maynardville Park, Wynberg
- Cost: From R254, bookings via Quicket
The perfect marriage between Broadway and ballet, Swingtime takes the audience on a nostalgic journey of the Big Band Era. Choreographed by Sean Bovim, the production is a visual feast that will entertain audiences of all ages.
Colleen The Musical
- Friday, 23 January - Saturday, 31 January, 8pm
- Venue: The Pam Golding Theatre at The Baxter, Ronderbosch Main Rd, Ronderbosch
- Cost: R200 - R320, bookings via Web Tickets
Colleen, the cashier, made her way into our hearts with reckless abandon. And now we just can’t seem to get rid of her. Loud, brash, and demanding the box as your guarantee, one of Marc Lottering’s most beloved characters has finally fallen in love.
Kirstenbosch Summer Sunset Concerts - Bombino
- Sunday, 25 January, 5:15pm - 7pm
- Venue: Kirstenbosch Botanical Gardens, Kirstenbosch
- Cost: R255 - R360, bookings via Web Tickets
Affectionately known as the Sultan of Shred, the Tuareg guitarist Bombino brings his hypnotic guitar riffs and soulful vocals to the Kirstenbosch stage.
CAPE FLATS
Woodstock Sessions VOL.1
- Saturday, 24 January, 6pm - 11:59pm
- Venue: Woodstock Brewery, 252 Albert Rd, Woodstock
- Cost: From R100, bookings via Quicket
A new monthly live music series hosted at Woodstock Brewery, Woodstock Sessions is dedicated to showcasing local artists in an intimate, high-energy setting.
NORTHERN SUBURBS
Night of Grace with Pastors Dane and Tersia Mesane
- Friday, 23 January, 8pm - midnight
- Venue: GrandWest Casino and Entertainment World, 1 Jakes Gerwel Dr, Goodwood
- Cost: From free, bookings via Quicket
Night of Grace is more than an event; it’s a powerful encounter with Jesus Christ. Pastor Dane Mesane will preach the uncompromised Gospel of Grace, while worship will be led by Christ Culture Music under the leadership of Pastor Tersia Mesane.
Sundaze
- Sunday, 25 January, 2pm
- Venue: Durbanville Hills Winery, Durbanville
- Cost: R100, bookings via Web Tickets
Another Sunday, another daze. Get it? Sundaze! Not that you’d care about my attempt to make a cringe joke. All you want to know is what’s happening at Durbanville Hills this Sunday. Expect music, cocktails, and DJs playing laidback tunes.
Also read: The ultimate guide to the Durbanville Winelands
WEST COAST
Geen Diagnose
- Saturday, 24 January, 2pm - 3pm
- Venue: Evita se Perron, 8 Arcadia St, Darling
- Cost: From R140, bookings via Quicket
Written, directed, and performed by Dwayne Vorster, Geen Diagnose is a bold new Afrikaans production. Therapy turns into a courtroom, where the truth is never simple, and anyone could be guilty.
CAPE WINELANDS
Aandklas Stellies 18th Birthday Party with Blitz and Dierbaar
- Saturday, 24 January, 7pm - 11pm
- Venue: Aandklas Stellenbosch, 43 Bird St, Stellenbosch Central
- Cost: From free, bookings via Quicket
Eighteen years of loud guitars, sticky floors, bad decisions, good bands, worse hangovers, and some of the best nights Stellenbosch has ever seen. Aandklas grew up on sweat, distortion, karaoke, quiz nights, and student stories.
Also read: The best rock music venues in Cape Town
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