Tuesday, 12 May, 2026 to Wednesday, 13 May, 2026
Tuesday, 28 July, 2026 to Wednesday, 29 July, 2026
Tuesday, 6 October, 2026 to Wednesday, 7 October, 2026

Veritas Wine Evaluation Examination

Presented by the SA National Wine Show Association (SANWSA), the Veritas Wine Evaluation Examination will be held over two days in May, July and October 2026 in Paarl.

Simonsvlei Winery & Business Hub, Old Paarl Road    Paarl    Elsabé Ferreira

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FEATURED EVENT

Thursday, 14 May, 2026 Thursday, 21 May, 2026 Thursday, 28 May, 2026

Unfiltered Thursdaze at Durbanville Hills

Durbanville Hills’ new after-hours Thursday ritual Unfiltered Thursdaze is a weekly invitation to experience wine, music, food and people in a way that feels real and refreshingly unpolished.

Durbanville Hills, M13 Tygerberg Valley Road    Durbanville    Durbanville Hills

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Thursday, 14 May, 2026 Thursday, 21 May, 2026 Thursday, 28 May, 2026

MADD Thursdays at Hazendal

MADD Thursdays at Hazendal Wine Estate is a new series of curated cultural evenings starting this April 2026.

Marks, Hazendal Wine Estate    Stellenbosch    Hazendal

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Friday, 15 May, 2026 Friday, 14 August, 2026 Friday, 4 December, 2026

Mont Rochelle Winemaker's Dinner

Sit down with winemaker Michael Langenhoven for stories and insights into the wines of Mont Rochelle, in a five-course wine-paired feast by Executive Chef Terence Morris.

The Country Kitchen, Mont Rochelle, Dassenberg Road    Franschhoek    Mont Rochelle

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Friday, 15 May, 2026 Friday, 22 May, 2026 Friday, 29 May, 2026

Live Jazz at Tryn

Join us every Friday evening in May 2026 for an unforgettable evening of live jazz at Tryn at Steenberg Farm.

Tryn, Steenberg Farm, Steenberg Road, Tokai    Cape Town    Steenberg

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Saturday, 16 May, 2026

Run The Vines Trail Run at Diemersfontein

Join us on 16 May 2026 at Diemersfontein in Wellington for the fifth trail run of the Run The Vines Series presented by First Ascent.

Diemersfontein Wine and Country Estate, Jan van Riebeeck Drive (R301)    Wellington    Onsite Events

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Saturday, 16 May, 2026

Wings Over Winelands Airshow

Imagine a world‑class airshow above the vineyards of Vergelegen Wine Estate… picnics under the trees… and a beautiful market filled at Vergelegen Wine Estate on 16 May.

Vergelegen Wine Estate, Lourensford Road, Somerset West    Helderberg    Vergelegen Wines

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FEATURED EVENT

Tuesday, 19 May, 2026

SAWIS and Wine Industry Compliance Course

This course on 19 May 2026 is a practical guide for wine farm staff, managers, and executives who want to master compliance, understand industry regulations, and operate with confidence, including SAWIS and Wine Online.

Blue Spaces Conference Centre, 21 Conradie Crescent, Asla Park, Strand    Helderberg    Marla Nortje

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Monday, 18 May, 2026 to Wednesday, 20 May, 2026
Monday, 22 June, 2026 to Wednesday, 24 June, 2026
Monday, 24 August, 2026 to Wednesday, 26 August, 2026

DTC Academy | Wine Sales Professional Certificate

For employers seeking to create a high-performing wine sales team, the Wine Sales Professional Certificate delivers enhanced knowledge, professional practical skills, an impeccable guest experience and is designed for success.

8 Kingfisher Park, ou Paardevlei Road, Somerset West    Helderberg    wine.co.za, Judy Brower

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FEATURED EVENT

Tuesday, 19 May, 2026 to Thursday, 21 May, 2026

The Wine Tourism Conference 2026

The 10th South AfricanWine Tourism Conference (WTC) returns to Cavalli Estate, bringing together leading wine estate owners, tourism innovators, hospitality pioneers and global industry experts.

Cavalli Estate, Strand Rd, Somerset West    Helderberg    Wine Tourism South Africa

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FEATURED EVENT

Thursday, 21 May, 2026

Stock Control for Wineries Course

The Stock Control for Wineries Course on 21 May 2026 is for wine farms and bottling/storage facilities that want accurate stock figures, faster month-ends and reduced operational headaches, without the chaos of manual fixes.

Blue Spaces Conference Centre, 21 Conradie Crescent, Asla Park, Strand    Helderberg    Marla Nortje

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FEATURED EVENT

Thursday, 21 May, 2026 Saturday, 23 May, 2026

La Motte Milling and Bread Baking Experience

La Motte celebrates bread in all its traditional and original beauty and invites you to join their intimate Milling and Baking Experience at the La Motte Bakery.

Bakery, La Motte, R45    Franschhoek    La Motte

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Thursday, 21 May, 2026 to Saturday, 23 May, 2026

Stoep Tasting 2026 - Weekend 1

The Karoo Wine Club will be hosting Weekend 1 of the Stoep Tasting on 21-23 May in the streets of Graaff Reinet and Nieu Bethesda.

Graaff Reinet and Nieu Bethesda    Eastern Cape    Karoo Wine Club

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Saturday, 23 May, 2026

Vergelegen Trail Guided Hike

We’re excited to announce the return of our much-loved Vergelegen Trail – a guided hiking experience that invites you to explore the hidden treasures of our estate on select Saturdays between February and May.

Vergelegen Wine Estate, Somerset West    Helderberg    Vergelegen

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Saturday, 23 May, 2026 to Sunday, 24 May, 2026

Cozinha Wyn Tuin

Step into a relaxed garden setting and spend the day discovering a world of flavour at our Wyn Tuin the weekend of 23 & 24 May.

Midfield Club House, Midfields Estate, Centurion    Gauteng    Cozinha Do Sol

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Wednesday, 27 May, 2026

Food and Wine Pairing Dinner with Beyerskloof at The Chefs' Table

The Chefs' Table in Umhlanga is hosting a food and wine pairing dinner with Anri Truter, the winemaker at Beyerskloof, on 27 May 2026.

The Chefs' Table, Protea Mall, Chartwell Drive, Umhlanga Rocks, Durban    KwaZulu Natal    The Chefs' Table

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FEATURED EVENT

Wednesday, 27 May, 2026 to Thursday, 28 May, 2026

Advanced Stock Control for Wineries and Business Process Management Course

The Divine Project House's Lean Six Sigma-based course on 27-28 May 2026 is a dynamic journey exploring the principles and practices of all stock control and service processes, tailored for wineries.

Blue Spaces Conference Centre, 21 Conradie Crescent, Asla Park, Strand    Helderberg    Marla Nortje

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FEATURED EVENT

Thursday, 28 May, 2026

South Africa Wine Summit: Context is King

Mark your calendars! On 28 May 2026, Stellenbosch will host the wine industry event of the year, the South Africa Wine Summit under the theme 'Context is King'.

Stellenbosch University Conservatory, 45 Victoria Street    Stellenbosch    South Africa Wine

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FEATURED EVENT

Thursday, 28 May, 2026 Thursday, 25 June, 2026 Friday, 3 July, 2026 Thursday, 27 August, 2026

Candlelit Conversations with the Nederburg Winemakers

Candlelit Conversations with the Winemakers is a winter dinner series at Nederburg, taking place on selected Thursday evenings between May and August 2026.

Nederburg Wine Estate, Sonstraal Road, Suider Paarl    Paarl    Nederburg

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FEATURED EVENT

Friday, 29 May, 2026

Pizza Date Night at STEEN at Perdeberg

On our date night on 29 May 2026, Perdeberg is swapping burgers for pizzas, made fresh and served straight from the oven.

STEEN Restaurant, Perdeberg Cellar, Vryguns Farm, Windmeul    Paarl    Perdeberg

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Friday, 29 May, 2026

Spier Winemakers Dinner: Master Chenin

Our Winemakers’ Dinners have become a much-anticipated staple on the calendar - thanks to the simple belief that having a good time is directly proportional to the quality of the wine, food and company. We call it our honest-to-goodness ratio.

Veld at Spier Hotel, Spier Wine Farm, R310 Baden Powell Drive    Stellenbosch    Spier

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Friday, 29 May, 2026

La Petite Ferme Chef's Table: Modern Japanese Evening

Join Chef Richard Carstens for an intimate Chef's Table evening at La Petite Ferme Restaurant on Friday, 29 May 2026.

La Petite Ferme Restaurant, Franschhoek Pass Road    Franschhoek    La Petite Ferme

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Thursday, 28 May, 2026 to Saturday, 30 May, 2026

Stoep Tasting 2026 - Weekend 2

Stroll from stoep to stoep tasting wine at Weekend 2 of the Stoep Tasting, taking place from 28-30 May in Graaff Reinet and Nieu Bethesda.

Graaff Reinet and Nieu Bethesda    Eastern Cape    Karoo Wine Club

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Friday, 29 May, 2026 to Saturday, 30 May, 2026

Winelands Autumn Expo 2026

The third annual Winelands Autumn Expo will take center-stage in the Cape Winelands District town of Worcester on29 & 30 May 2026

Montana High School, Hospital Hill, Worcester    Worcester    Winelands Autumn Expo

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Saturday, 30 May, 2026

Local Kitchen Winter Wine Festival 2026

Whether you're a seasoned connoisseur or a curious newcomer come and uncork your senses at The Local Kitchen's Wine Extravaganza on 30 May 2026 in Sandton.

The Local Kitchen Co, 33 Troupant Avenue, Magaliessig, Sandton    Gauteng    The Local Kitchen Co

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Saturday, 30 May, 2026

Vaal River Wine Expo 2026

Sip, swirl and celebrate the best of South African wine at the Vaal Wine Expo, taking place on Saturday, 30 May from 12h00–17h00 at Pont de Vaal.

Pont de Vaal, 9585 Vaal River Road    Gauteng    The Vaal Wine Route

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Saturday, 30 May, 2026

Netwerk24 en Die Burger se 2026 Wynproefees

Kom geniet op 30 Mei 2026 die goue seisoen in die Kaap saam met Netwerk24 en Die Burger, in samewerking met hul vennoot Meerendal, en van die Kaapse Wynland se voorste wynlandgoedere!

Meerendal Wine Estate, Vissershok Road    Durbanville    Netwerk24

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Wednesday, 1 April, 2026 to Sunday, 31 May, 2026

Steenberg Spa: The Finishing Touch Experience

A gentle seasonal pause for hands, feet, and mind – finished with a light lunch at Tryn during the month of April

Steenberg Spa, Steenberg Farm, Steenberg Road, Tokai    Cape Town    Steenberg

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Friday, 1 May, 2026 to Sunday, 31 May, 2026

Steenberg Spa: Mother’s Day Luxury Ritual

Steenberg Spa invites you to treat mom to a special day of rejuvenation with their Mother's Day spa promotion, running from 1-31 May.

Steenberg Spa, Steenberg Estate, Steenberg Road, Tokai    Cape Town    Steenberg

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Saturday, 30 May, 2026 to Sunday, 31 May, 2026

Sip & Savour @ The Mountains

Sip & Savour @the mountains - an elegant winter festival with gorgeous mountain views. think cosy, winter-warm vibes, live entertainment, and tastings of the finest wines from top estate producers.

Beuld The Venue, Roodehoogte    Robertson    Robertson Wine Valley

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FEATURED EVENT

Monday, 1 June, 2026 Tuesday, 4 August, 2026

DTC Academy | Wine Sales Advisor Level 1 Training Course

An introductory wine course designed to build confidence in new or inexperienced staff, enabling them to deliver a positive guest experience in sales and service environments. Also very useful for university students to learn about the industry, get upskilled and have the grounding to apply for a job at a tasting room.

8 Kingfisher Park, ou Paardevlei Road, Somerset West    Helderberg    wine.co.za, Judy Brower

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Thursday, 4 June, 2026 Thursday, 2 July, 2026

Red Wine Rendezvous at Bistro Sixteen82

Red Wine Rendezvous at Bistro Sixteen82 returns on 7 May, 24 June and 2 July, where you can revel in the warmth of a delicious food and free-flowing red wine.

Bistro Sixteen82, Steenberg Farm, Steenberg Road, Tokai    Cape Town    Steenberg

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Thursday, 4 June, 2026

Simonsig Vintages in Conversation: Cabernet Sauvignon Vertical Tasting

Join us at Simonsig Family Vineyards Tasting Room on 4 June for an exclusive tasting of Cabernet Sauvignon across vintages, paired with a three-course meal.

Simonsig Family Vineyards Tasting Room, Simonsig Family Vineyards, Kromme Rhee Road    Stellenbosch    Simonsig Family Vineyards

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FEATURED EVENT

Friday, 5 June, 2026 Friday, 3 July, 2026 Friday, 7 August, 2026

First Fridays at The Courtyard at Nederburg

First Fridays at The Courtyard is a relaxed winter ritual at Nederburg, taking place on the first Friday of every winter month.

The Courtyard, Nederburg Wine Estate, Sonstraal Road, Suider Paarl    Paarl    Nederburg

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FEATURED EVENT

Friday, 5 June, 2026

A Sensory Experience on the Horizon at La Motte

On 5 June 2026, La Motte presents an evening showcasing the beauty of art. Join them for an intro to their art experience, a horizontal Chardonnay tasting, and a L'Ami dinner.

La Motte Wine Estate, R45    Franschhoek    La Motte

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FEATURED EVENT

Saturday, 6 June, 2026

Full-Day Bookbinding Workshop Experience with Heléne van Aswegen at La Motte Ateljee

Come and join a full-day bookbinding workshop experience at La Motte Ateljee with Heléne van Aswegen on Saturday, 6 June 2026.

La Motte Ateljee, La Motte Wine Estate, R45    Franschhoek    La Motte

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Sunday, 7 June, 2026

Diemersfontein Country Market

Join us for the Diemersfontein Country Market, held on the first Sunday of every month at our beautiful farm in Wellington.

Diemersfontein Wine and Country Estate, Jan van Riebeeck Drive (R301)    Wellington    Diemersfontein

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Monday, 8 June, 2026 Tuesday, 11 August, 2026

DTC Academy | Wine Sales Advisor Level 2 Training Course

For employees with basic wine and service experience, this course expands knowledge of key wine styles from South Africa and around the world, while improving upselling, food pairing, and overall guest experience.

8 Kingfisher Park, ou Paardevlei Road, Somerset West    Helderberg    wine.co.za, Judy Brower

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Thursday, 11 June, 2026

The Grape Escape Wine Festival

Wine Concepts invites wine lovers to the Grape Escape Wine Festival on Thursday, 11 June at Moyo Restaurant, Kirstenbosch.

Moyo Restuarant, Kirstenbosch National Botanical Garden, Cape Town    Cape Town    Wine Concepts

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Saturday, 13 June, 2026

Drink Chenin Festival 2026

Discover the charm of South African Chenin Blanc at the annual Drink Chenin Day event on Saturday, June 13th, hosted at Cavalli Wine Estate.

Cavalli Wine Estate, R44 Strand Road, Somerset West    Helderberg    Chenin Blanc Association

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Friday, 12 June, 2026 to Sunday, 14 June, 2026

Calitzdorp ExPRESSed

Get ready for the ultimate winter getaway at the 2026 Calitzdorp EXPRESSSED Festival – an unforgettable celebration of our charming town’s hidden gems, local flair, and the vibrant spirit of the Klein Karoo!

Calitzdorp    Klein Karoo    Calitzdorp Tourism

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FEATURED EVENT

Monday, 15 June, 2026 Tuesday, 18 August, 2026

DTC Academy | Wine Sales Advisor Level 3 Training Course

A sales-focused course for experienced wine professionals to enhance selling skills, boost sales, and create a memorable, high-impact “Wow! factor” guest experience.

8 Kingfisher Park, ou Paardevlei Road, Somerset West    Helderberg    wine.co.za, Judy Brower

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FEATURED EVENT

Saturday, 20 June, 2026

Half-Day Linocut Printing Workshop with Lino Eatery at La Motte Ateljee

Carve and print your own linocut artwork on a tote bag with Tarryn Robinson from Lino Eatery at La Motte on Saturday, 20 June 2026.

La Motte Ateljee, La Motte Wine Estate, R45    Franschhoek    La Motte

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Sunday, 29 March, 2026 to Sunday, 26 July, 2026

Sunday Feast at Stellenbosch Reserve

Gather the family and settle in for a relaxed Sunday feast at Stellenbosch Reserve.

Stellenbosch Reserve    Stellenbosch    Stellenbosch Reserve

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Friday, 24 April, 2026 to Monday, 24 August, 2026

Wild Things: Spier’s Winter Ceramics Exhibition

From 24 April to 24 August 2026, Spier's historic Old Wine Cellar becomes home to Wild Things, a new ceramics exhibition celebrating instinct, imagination and the spirit within clay.

Old Wine Cellar, Spier Wine Farm, R310 Baden Powell Drive    Stellenbosch    Spier Wine Farm

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FEATURED EVENT

Friday, 1 May, 2026 to Monday, 31 August, 2026

Perdeberg Gelato and Wine Pairing

From 14 January to 30 April 2026, indulge your senses with four of our finest wines, each paired with a gelato that perfectly complements its flavour profile.

STEEN Restaurant, Perdeberg Cellar, Vryguns Farm, Windmeul    Paarl    Perdeberg

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Monday, 11 May, 2026 to Thursday, 17 September, 2026

Steenberg Spa: Rest & Reset Wellness Retreat

Enjoy a four-day, three-night immersive retreat focused on rest, renewal, and wellbeing at our Rest & Reset Wellness Retreat. 

Steenberg Spa, Steenberg Estate, Steenberg Road, Tokai    Cape Town    Steenberg

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Saturday, 2 May, 2026 to Wednesday, 30 September, 2026

Tapas for Two at Bistro Sixteen82

As winter settles in, Steenberg offers seasonal dining experiences at Bistro Sixteen82 from 2 May to 30 September 2026.

Bistro Sixteen82, Steenberg, Steenberg Road, Tokai    Cape Town    Steenberg

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Saturday, 2 May, 2026 to Wednesday, 30 September, 2026

Vintner’s Breakfast at Bistro Sixteen82

From 2 May to 30 September 2026, Steenberg offers a cosy winter lineup of dining, wine, jazz, and wellness experiences, including a breakfast, bubbles, and tasting experience at Bistro Sixteen82.

Bistro Sixteen82, Steenberg, Steenberg Road, Tokai    Cape Town    Steenberg

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Saturday, 2 May, 2026 to Wednesday, 30 September, 2026

Winter Menu at Steenberg

As the chill sets in across the Constantia Valley, Tryn invites you to slow down and savour the season with our Winter Menu valid from 2 May to 30 September.

Tryn Restaurant, Steenberg Farm, Steenberg Road, Tokai    Cape Town    Steenberg

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Saturday, 2 May, 2026 to Wednesday, 30 September, 2026

Tuesday Table for Two at Tryn

Tuesday night is date night at Tryn and the beautiful surroundings of Steenberg Estate with vines, mountains views and majestic oak trees.

Tryn Restaurant, Steenberg Farm, Steenberg Road, Tokai    Cape Town    Steenberg

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Tuesday, 28 April, 2026 to Monday, 26 October, 2026

Steenberg Spa: Wellness Sanctuary Days

Steenberg’s winter programme runs through to end-September 2026, including a rest and reset wellness retreat

Steenberg Spa, Steenberg Estate, Steenberg Road, Tokai    Cape Town    Steenberg

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