We are so ready for spring! This weekend, your things-to-do calendar is bursting with ways to sip, snack, dance, and explore as you gear up for a change of season. Thankfully, the weather forecast is cool and crisp, with no signs of rain (for now).

From rooftop paint-and-sip nights in the CBD to township nightlife tours on the Cape Flats, here’s your ultimate guide to the city’s best events, from quirky and cultural to laid-back and lively.

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CBD

Sip & Stroke at The Grand Daddy

• Saturday, 30 August, 6 pm–midnight 
• Venue: The Grand Daddy Hotel, 38 Long St, Cape Town
• Price: From R200 via Quicket 

A playful paint-and-sip night with all materials provided, along with two glasses of wine, live entertainment, and a DJ in a vibrant rooftop setting.   

 

Sky’s Sunday Soirée (Lunch & Live Music)

• Sunday, 31 August, 12:30 pm 
• Venue: Hotel Sky, Foreshore (Cnr Lower Long & Walter Sisulu)
• Price: Adults R295, Kids R125. Book via Dineplan / Hotel Sky

Family-friendly Sunday lunch with live performers and a buffet-style spread in the city.  

ATLANTIC SEABOARD

Fashion & Wine – Winter Wine Series (August edition)

• Saturday, 30 August 2025, 1 pm – 5 pm
• Venue: Time Out Studio at Time Out Market Cape Town, Old Power Station Building, Dock Road, V&A Waterfront 
• Price: General admission free. Fashion & Wine event R200 (includes branded glass & unlimited tastings)   

A vibrant, Women’s Month-themed celebration featuring tastings of wines from South Africa’s leading female winemakers and paired with a runway-style showcase of bold designs by Cape Town’s female fashion designers.

 ALSO SEE: 9 Best wine estates for shiraz wine tastings

 

Radisson RED Winter Playlist: Booshle G (with guests)

• Saturday 30 August, doors 6 pm | music 7 pm 
• Venue: Radisson RED, Silo Square, V&A Waterfront 
• Price: R100 via Quicket 

Upbeat live set + DJs at the re-energised event featuring singer-songwriter Booshle G, with special supporting performers Freddy L and DJ Garth B, and hosted by Chad Saaiman.

SOUTHERN SUBURBS

Curator-Led Walkabout: They Came and Left Footprints

• Saturday 30 August, 11 am–12 pm 
• Venue: Norval Foundation, Tokai
• Price: R100 - Walkabout free with museum access ticket via Webtickets

A one-hour guided look at the Lucas Sithole & Cyprian Shilakoe exhibition - smart, reflective, art-lover catnip. 

It Came From the Feedback Zone (3-band rock night)

• Friday 29 August, music from 9 pm 
• Venue: The Armchair Theatre, Observatory 
• Price: Free entry

Local heavy metal and alt lineup for a loud Friday in Observatory: "Three bands. One stage. A full-spectrum assault on silence."

CAPE FLATS

10 Groove Commandments: RANDS' 10th Birthday

• Sunday 31 August, 12 pm till late 
• Venue: RANDS, Khayelitsha 
• Price: R300 via Webtickets   

A big birthday bash for the iconic township venue with DJs, food, fashion and serious kasi groove - marking a full decade of rhythm and community.

Khayelitsha Partying Experience (guided nightlife tour)

• Friday 29 August 4 pm · Saturday 30 August 3 pm · Sunday 31 August 3 pm 
• Venue: Meet at The Spade Boutique Hotel, Mandela Park 
  
• Price: from R1600 via Webtickets / ABCD Concepts

Immersive, hosted night out with local guides - featuring food, music, and a safe, authentic township culture.

NORTHERN SUBURBS

Total Praise & Worship with Lebo Sekgobela

• Sat 30 August, doors 5 pm | show 6 pm 
• Venue: Grand Arena, GrandWest, Goodwood
• Price: R250–R600 via Webtickets 

Major gospel concert with Lebo Sekgobela—big production and full choir energy.  

  

Alta du Toit Centre Family Fun Spring Market

• Friday, 29 August 2025 – 10 am to 6 pm | Saturday & Sunday, 30–31 August 2025 – 10 am to 3 pm
• Venue: Alta du Toit Centre, Bellville, Cape Town
• Price Free entry | More info via Alta du Toit Centre Facebook

A family-friendly spring market bursting with food, crafts, and community spirit for a weekend full of fun and in support of local initiatives.

WEST COAST

Women’s Wellness Experience

• Saturday 30 August, 10 am – 2 pm 
• Venue: Lagoon Beach Hotel & Spa, Milnerton
• Price: R320–R400 via Quicket

Talks, tools and treats for a restorative Women’s Month-closing mini-retreat by the sea.

LEKKER CHEESE & WINE Night Market

• Saturday 30 August, 4 pm – 10 pm 
• Venue: The Italian Club, Rugby, Milnerton
• Price: R40 via Quicket (or pay at the door if available)

Boutique cheese, wine, and deli vendors, along with live entertainment, create a family-friendly market vibe.

CAPE WINELANDS

Encore – Outline Dance Production

• Friday, 29 August 2025 – 4 pm & 7.30 pm | Saturday, 30 August 2025 – 3 pm & 7 pm | Sunday, 31 August 2025 – 2 pm
• Venue: The Playhouse Theatre, Swalle St, Golden Acre, Somerset West
• Price: R180 | Kids under 2 free on lap | Book via webtickets 

A vibrant showcase of dance and music, Encore blends multiple styles into an emotionally charged performance by Outline Dance. 

Change of Season Trail Run (6km & 11km) – L’Avenir

• Sunday 31 August, 9 am (11km) / 9:15 am (6km) 
• Venue:  L’Avenir Wine Estate, Stellenbosch 
• Price: R165 (6km) / R195 (11km) via Entry Ninja

Gentle estate trails to shake off winter and welcome spring; families and beginners welcome.