From early festive vibes and Pinotage centenary celebrations to creative tastings, markets and garden wanderings, October is brimming with flavour and fun. Here’s your complete guide to the experience’s worth booking now.
Darling Cellars Oktoberfest
Raise a stein (and a glass) at Darling Cellars as Bavarian flavours meet West Coast hospitality. Expect live music, family-friendly games and a hearty lineup of pretzels, Weisswurst, potato salad with roasted pork and beer on tap for the traditionalists.
- When: Saturday, 4 October 2025
- Time: 12:00
- Cost: R350 per person
- Venue: Darling Cellars, Mamre Weg Station, R315, Darling
- Book / info: tasting@darlingcellars.co.za | 083 266 8769
Durbanville Hills Sip & Paint: Tote Bag Edition
A creative afternoon with bubbles, canapés and a guided workshop to paint your own canvas tote—no experience needed. Gather your besties, get playful with colour and leave with a wearable keepsake.
- When: Saturday, 4 October 2025
- Time: 12:00–14:00
- Cost: R395 per person
- Venue: Durbanville Hills Winery, M13 Tygerberg Valley Road, Durbanville
Die Wyn en Wildsfees – Pretoria
A family-friendly celebration of wine, braai and live music, with tasting stalls, a kids’ zone and plenty of local flavour at the iconic Voortrekker Monument.
- When: 4–5 October 2025
- Time: From 10:00 daily
- Cost: From R100 per person
- Venue: Voortrekker Monument, Groenkloof, Pretoria, Gauteng
Book / updates: Follow their Facebook page for ticket links & news
Pick n Pay Wine & Food Festival – Johannesburg
Over 70 top wine estates, a bustling Fresh Food Market, picnic add-ons, live music and limited-seat Tasting Room and Mixology Theatre sessions. A full-day tasting playground on the lawns of The Wanderers Club.
- When: Saturday to Sunday, 4–5 October 2025
- Time: From 12:00
- Cost: Please visit the website
- Venue: The Wanderers Club, 42 North Street, Illovo, Sandton, Gauteng
Pinotage Masterclass at L’Avenir – Celebrating 100 Years
An intimate evening with winemaker Dirk Coetzee: welcome oysters and Brut Rosé CC, a vertical tasting of Single Block Pinotage, and gourmet sharing boards. A toast to a century of South Africa’s homegrown grape.
- When: Friday, 10 October 2025
- Time: 18:00–21:00
- Cost: R990 per couple (limited seats)
- Venue: L’Avenir Wine Estate, off R44, Klapmuts Road, Stellenbosch
The Great Gatsby at Beyerskloof – International Pinotage Day
Celebrate International Pinotage Day in full Roaring Twenties style at Beyerskloof! Step back into 1925 glamour with flapper flair, live Charleston performances, DJ sets, a vintage photo booth and exciting prizes — all while sipping on Beyerskloof Pinotage. Your ticket includes a welcome glass of wine and tasty nibbles.
This is an exclusive ticket-holder event — the Redleaf Bistro and tasting room will be closed to the public on the day.
- When: Saturday, 11 October 2025
- Time: 10:30
- Cost: From R300
- Venue: Beyerskloof Wine Estate, Stellenbosch
- Bookings: Email Lizette at lizette@beyerskloof.co.za
Durbanville Hills – Pinotage 100 Celebration
Begin among the vines with a welcome drink and canapés, then return to The Tangram for a curated three-course dinner paired to Durbanville Hills’ expressions of Pinotage—from sparkling rosé to elegant reds. Depart via the Durbanville Wine Safari at 17:00—don’t be late!
- When: Saturday, 11 October 2025
- Time: 17:00
- Cost: R625 per person
- Venue: Tangram Restaurant, Durbanville Hills, M13 Tygerberg Valley Road, Durbanville
Babylonstoren – Discover the Secret Life of Bees Workshop
A hands-on beekeeping workshop with Arné Stander: garden walk to forage spots, suit up to visit the hives, and learn about the indigenous Cape honeybee. Coffee on arrival and lunch at The Greenhouse included.
- When: Wednesday, 15 October & Wednesday, 5 November 2025
- Time: 10:00
- Cost: R1 500 per person (15 seats only)
- Venue: Babylonstoren, Simondium, Franschhoek
Vergelegen – Wine Tasting Experience: Meet the Winemaker
The final event in the series: a tutored tasting with winemaker Luke O’Cuinneagain in the cellar, exploring selections across Vergelegen’s ranges. CC on arrival; cheese & charcuterie after the tasting.
- When: Thursday, 16 October 2025
- Time: Arrival from 17:30; tasting 18:00 sharp
- Cost: R750 per person
- Venue: Vergelegen Cellar, Lourensford Road, Somerset West, Helderberg
Lanzerac –Skink, Proe en Vier Pinotage – Woordfees 2025
Celebrate a century of Pinotage with Lanzerac—discover and enjoy the Pinotage range in the historic cellar, paired with proudly South African cheeseboards.
- When: Thursday, 16 October 2025
- Time: 17:00–19:00
- Cost: R280 per person (pre-booking and payment essential)
- Venue: Lanzerac Wine Estate, 1 Lanzerac Road, Stellenbosch
Quoin Rock – Vintage White 2025
An elegant, all-white-dress-code afternoon celebrating Cap Classique, rosé and white wines. Meet winemakers, taste new releases and limited editions, and look out for a special premiere release. Optional Riedel Masterclass (25 seats only).
- When: Saturday, 18 October 2025
- Time: 12:00–17:00
- Cost: From R750 On what basis? Per Person?
- Venue: The Wine Lounge, Quoin Rock, Stellenbosch
Spier Winemaker’s Dinner – Woordfees 2025
A four-course, wine paired long table dinner at the Spier Manor House—reimagining traditional South African flavours through sharing plates, stories and togetherness.
- When: Saturday, 18 October 2025
- Time: 18:30
- Cost: From R900 per person
- Venue: Spier Manor House, Spier Wine Farm, R310 Baden Powell Drive, Stellenbosch
Explore Vergelegen’s Spring Gardens with Culture Connect
A botanical morning with estate history, tea and scones at Café Fleur Studio, and a guided garden tour with Vergelegen’s horticulture team—ending by 13:00 with time to wander.
- When: Friday, 24 October & Saturday, 1 November 2025
- Time: 09:30–13:00
- Cost: From R450 (10+ days pre-pay), thereafter R650 (includes entry, tea/scone & notes) On what basis? Per person?
- Venue: Vergelegen Wine Estate, Helderberg
Book: kate@cultureconnectsa.com | 072 377 8014 (WhatsApp welcome)
Perdeberg Family Festival 2025
A full day of wine tastings, blending experiences, live music, lawn games, kids’ entertainment and pre-order picnic boxes under the trees.
- When: Saturday, 25 October 2025
- Venue: Perdeberg Cellar, Vryguns Farm, Windmeul, Paarl
- Tickets: Dineplan | Toddlers <2 free | U18 R80 | DD R100 | Standard R195
Steenberg Spa Spring Radiance Ritual
A seasonal spoil: Ila Prana Vitality Massage + Ananda Facial (90 min), Outdoor Thermal Suite (30 min) and a light lunch at Tryn forthe perfect city-meets-vineyard reset.
- When: 1 September – 30 November 2025
- Cost: R1 695 per person
- Venue: Steenberg Spa, Steenberg Farm, Steenberg Road, Tokai, Cape Town
- Book: spa@steenberghotel.com | 021 712 7481 | WhatsApp 076 419 1593
