Cape Town Marathon
Cape Town Marathon offers a fast, flat course through Cape Town’s iconic streets, inviting first-time runners and seasoned athletes to chase personal bests. Expect lively crowd support, clear organization, and a festival-style race weekend that showcases the city’s scenery from start to finish.
Spoegwolf at The Daisy Jones Bar
Cape Town’s Spoegwolf headlines an intimate night at The Daisy Jones Bar, delivering their signature blend of rock and folk with energetic live harmonies, audience sing-alongs, and raw, intimate vibes.
Kesivan and The Lights
Experience Kesivan Naidoo and The Lights live at Baxter Theatre Centre in Cape Town. This jazz-infused concert showcases a tight, energetic band in a stylish theatre setting; tickets are ZAR 271.
Sanlam Cape Town Marathon
The Sanlam Cape Town Marathon takes place in Cape Town on May 24, 2026. This major urban running event draws runners for a scenic full marathon through the city streets, with a festive atmosphere at the finish and global participation.
Wine, Beer & Biltong Safari
Join a Stellenbosch outdoor tasting experience: sip exquisite wines, sample craft beers, and pair them with delectable biltong. Explore a craft brewery, marvel at wildlife like zebras and springboks, then cap the day with a traditional South African braai.
CAPE TOWN BIG BAND JAZZ FESTIVAL
The Cape Town Big Band Jazz Festival showcases top South African big-band talent at Baxter Theatre Centre, delivering vibrant, high-energy jazz with soaring horn sections and tight ensembles in an intimate theatre setting.
Boyz II Men Live South African Tour
Catch Boyz II Men performing live R&B/soul at GrandWest Casino in Cape Town during their South African tour. The evening features their signature harmonies and timeless hits in a premier casino entertainment venue, delivering a soulful, high-energy experience.
Bongeziwe Mabandla at Hearty Collective
South African artist Bongeziwe Mabandla performs a live set at Hearty Collective in Cape Town. Expect an intimate night of Afro-soul and world music, with Mabandla's emotive vocals and woven guitar textures filling the venue.
WeRHouse ft JIMPSTER x RALF GUM
A headlining electronic night at ColourBox Studios featuring Jimpster and Ralf Gum. Cape Town's intimate venue promises deep house and soulful techno vibes, with club-style atmosphere, expert mixing, and immersive late-night dancing.
MAYVIDA
MAYVIDA is an electronic music night in Cape Town featuring cutting-edge DJs and high-energy dance-floor beats. The RA listing suggests immersive club-night vibes on May 30, 2026 in a Cape Town venue.
Throwback Party
Throwback Party at Zwaanswyk Academy Hall offers a nostalgic night of classic hits and dance-floor energy. Dress retro, move to iconic tunes from past decades, and enjoy a lively, social evening in a cozy indoor venue.
UWC Fast & Flat
UWC Fast & Flat is a fast, flat road race taking place in Cape Town near the UWC campus. Expect a course with minimal elevation designed for quick times, appealing to serious runners and those chasing personal bests in a supportive, city-location setting.
Broadway Brilliance: Cape Town Community Stages
Experience Broadway energy on Cape Town’s community stages with a fast-paced musical full of disguises, drama, and delightful chaos. This vibrant live performance brings big-number flair and cheeky intrigue to an intimate venue, celebrating local theatre with universal appeal.
UB40 Featuring Ali Campbell
UB40 featuring Ali Campbell brings reggae-pop energy to Cape Town's GrandWest Casino and Entertainment World. Enjoy a late-evening live set of classic hits in an indoor venue on June 2, 2026, at 8:00 PM—an upbeat, crowd-pleasing concert experience.
Francois Van Coke at Die Boer
South African rock icon Francois Van Coke delivers a high-energy live set at Die Boer in Cape Town. Expect crowd-driven energy, guitar-heavy anthems from a renowned Afrikaans rock artist, in an intimate club atmosphere at this iconic venue.
Night of the Queens: Winter Thrills
Night of the Queens: Winter Thrills at Time Out Studio in Time Out Market Cape Town delivers a high-energy, female-led nightlife night with live sets and a club vibe inside a premium market venue. Tickets start at R150 for an evening of bold performances and social atmosphere.
Wine Beer and Biltong Safari - Stellenbosch
Join a Wine, Beer and Biltong Safari in Stellenbosch at Yours Truly. Savor wine and craft beers with biltong pairings, tour a local craft brewery, and enjoy wildlife views (zebras and springboks) before a traditional South African braai. An adventurous, social outdoor tasting experience.
Table Mountain Beast
Tackle the Table Mountain Beast, a challenging outdoor running event set against the iconic Cape Town landscape. This trail race follows rugged paths with sweeping views, blending endurance with South African scenery.
Cape food: traditional bobotie with quince chutney at Soetmelksvlei
Join a Cape food tasting at Babylonstoren's Soetmelksvlei: traditional bobotie paired with quince chutney, showcasing South Africa's culinary heritage in a scenic farm setting. Savor thoughtfully prepared courses, hear short insights into local ingredients, and enjoy a memorable, grown-up tasting experience.
SANCTUM
SANCTUM is a high-energy electronic music night in Cape Town, delivering pulsing beats and immersive club vibes. Expect DJ sets and a bass-heavy lineup at a stylish venue on 13 June 2026, crafting a premier late-night experience for electronic music fans in the city.
Saxy Vibes Volume 8
Saxy Vibes Volume 8 delivers sax-led jazz and feel-good grooves at GrandWest Casino and Entertainment World in Cape Town. This lively live concert showcases tight horn riffs, catchy rhythms, and a casino setting that adds a splash of nightlife to an evening of top-tier entertainment. Tickets start from R150 per person.
Don Vino
Don Vino headlines an evening at GrandWest Casino and Entertainment World, Sun Exhibits, in Cape Town on 13 June 2026 at 19:00. An engaging live performance blending melodic pop with soulful tones in an upbeat indoor casino setting, tickets are ZAR 40.
RCS GUGS Youth Race
The RCS GUGS Youth Race is an outdoor running event in Cape Town designed for young athletes and their families. Expect a friendly, supportive course that boosts fitness, teamwork, and community pride.
Running for Transformation
Join the Running for Transformation race in Cape Town on 16 June 2026. This outdoor city run blends fitness with a transformative theme, winding through iconic streets, with volunteers and spectators cheering along the route.
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