Issue 27
Good morning, Insiders! 😊
As we round up January and head into February at full swing, the Winelands isn’t easing up - it’s going all in. Think art, music, food markets, pilates under the trees, trail runs and more Valentine’s ideas than you can shake a corkscrew at.
Don’t miss the following in today’s Issue:
An impressive giveaway (cue the hair experts… Nudo Hair Lab)
Our shortlist of options for Valentine’s Day
Check out the SWEAT Tech Event if you’re more into deep-tech than dates
Here’s this week’s full lineup👇
Things To Do & Events
Community Highlights
Little Insiders
This Week’s Top Deal: Giveaway time
Weather: Best Days = Thursday to Sunday
Mind, Health & Fitness: Your gut will thank you!
A Little Extra Inspo
👉 FUN FACT: More than 1,300 locals are now part of the Winelands Insider community and weekly readers include people from Distell, Citadel, Standard Bank, Sanlam, PSG, Medic Clinic, Nedbank and Deloitte.
We’re genuinely flattered.
Now let’s get to it!
LOCAL EVENTS
🎭 ARTS + CULTURE
A Tribute To Andrew Lloyd Webber - Endler Concert Series 2026
📅 Sat. 28th Feb. 7pm 📍 ENDLER, Stellenbosch
A one-night celebration of Andrew Lloyd Webber’s greatest hits, performed by the Stellenbosch City Orchestra with soloists Lynelle Kenned and Louis Loock.
🎟 R295 - tickets here
Sip & Paint Evening | Eve Art Studio
📅 Thurs. 12th Feb. 6-8pm 📍 Spice Route, Paarl
Unwind with a relaxed sunset paint evening overlooking the valley. Guided, beginner-friendly and perfect for a creative date night or a fun evening with friends.
🎟 R300 pp (incl. glass champagne) - tickets here
Adam Small Festival: Dice
📅 20-22th Feb 📍 Pniël, Dwarsrivier
A celebration of language, culture and legacy in the heart of Pniël.
Experience poetry, music and storytelling as the Adam Small Festival honours one of South Africa's most influential literary voices in the community that shaped so many stories.
🎟 More info & programme here
🏟 FAMILY + COMMUNITY
Blaawklippen Friday Night Market
📅 Fri. 30th Jan. 4-9pm 📍 Blaawklippen Wine Estate
Live music, artisanal food stalls, sweet treats, and a relaxed family-friendly vibe.
Windmeul Cellar Farmers Market
📅 Sat. 7th Feb. 8-12:30pm 📍 Windmeul Cellar, Paarl
A relaxed, family-friendly foodie morning with fresh produce, deli treats, and plenty to taste and browse. Live music by Johan Liebenberg sets the laid-back Winelands vibe.
Savour & Shop: Pop-Up Food Market
📅 Sat. 31st Jan. | Sat. 28th Feb. 10:30-3:30pm 📍 La Paris Estate, Franschhoek
Enjoy wine & artisan cheese tastings, food straight off the braai, picnic charcuterie boards, and live music - all set against the scenic backdrop of La Paris Wine Estate.
La Paris Estate
📲 BUSINESS
SWEAT Africa Tech Event 2026
📅 13th Feb. 1:30-8pm | 14th Feb. 8:30-9pm 📍 Bertha Retreat, Boschendal
A two-day, high-impact tech and innovation gathering bringing together Africa’s leading deep-tech startups, early-stage founders, investors, and ecosystem partners.
🎟 R350 - tickets here
🌱 HEALTH + WELLBEING
Pilates On The Grass
📅 Sun. 15th Feb. 9am 📍 Du Vin at Kanu Wines
Stretch, breathe and move with a relaxed Pilates session under the olive trees, followed by a delicious breakfast at Du Vin. Bring a mat & towel.
🎟 R250 pp - incl breakfast 📧 [email protected]
XTERRA South Africa - Full Distance Triathlon
📅 Sat. 28th Feb. 8am 📍 Elgin Grabouw Sports Club
The 20th annual XTERRA South Africa off-road triathlon returns to the iconic Grabouw trails in Elgin Valley. From the full-distance challenge for seasoned athletes to the beginner-friendly sprint, there’s a race for every level.
🎟 More info & registration here
♥️ VALENTINE’S DAY DINING
Deux Lions
Romantic 3-course dinner + bubbly
📅 14 Feb
💰 R750 pp
ONS Restaurant – Simonsvlei
Dinner with live entertainment
📅 14 Feb
💰 R650 pp
Haute Cabrière
4-course sunset dinner + live violin
📅 14 Feb
💰 R650 pp
Bloom at Erinvale
4-course dinner, live cello & welcome drink
📅 14 Feb | ⏰ From 6pm
💰 R1,300 pp (+R400 wine pairing)
Beyerskloof Wine Estate
Set menu + welcome glass of Rosé
📅 14 Feb | ⏰ 6-10pm
💰 R500 pp
ASARA Wine Estate
Elegant Valentine’s dinner
📅 14 Feb | ⏰ 6-9pm
💰 R595 pp
Baccō Estate
Rosé 2025 launch + Valentine’s menu
📅 14 Feb
💰 R650 pp
The Vine Bistro at Glenelly
French-inspired Valentine’s dining with vineyard views
📅 14 Feb
💰 R596 pp (3-course dinner)
♥️ VALENTINE’S PICNICS, MUSIC + EXPERIENCES
Stellenrust Wine Estate
Surf & Turf picnic on the lawn
📅 14 Feb | ⏰ 3-9pm
Spier Wine Farm
Sunset picnic with live music & bubbles
📅 14 Feb | ⏰ 6:30-8:30pm
💰 R1,200 p couple
Andrew Young – Live Sax Concert
Romantic classics under the stars
📅 14 Feb | ⏰ 7-9pm
📍 Somerbosch Wines
💰 R1,000 pp
Postcard Café
Valentine’s 2 or 3-course lunch with Jonkershoek views
📅 14 Feb | ⏰ 9-4pm
💰 R395–R465 pp
Lievland Café
Brunch, lunch or picnic with vineyard views
📅 14 Feb | ⏰ 9-4:30pm
💰 2-course R395 pp / 3-course R465
Titan Valentine’s Trail Run
Scenic vineyard run
📅 14 Feb | ⏰ 7:30-11am
📍 Avontuur Wine Estate
Weltevreden Estate
Dinner beneath the trees with art & live music
📅 14 Feb | ⏰ From 5pm
💰 From R900 p/couple (Only 20 tables)
COMMUNITY HIGHLIGHTS
🌸 A splash of colour is coming to Stellenbosch this week as a new floral-inspired mural gets underway at the Stellenbosch Golf Course substation.
Painting Stellenbosch Beautiful launches on Thurs 30th Jan. (9-10am), inviting the public to raise a glass and witness the start of transforming a striking 21m x 7m building into a vibrant celebration of local flora. The project is a collaboration between Cape Flora South Africa and the Stellenbosch Wine Routes, blending art, nature and place-making to brighten the townscape.
🚗 Parking Attendant Safety Initiative - Stellenbosch CBD
The Stellenbosch Municipality, together with the Winelands Safety Initiative and Visit Stellenbosch, has rolled out new red safety bibs and sun hats to parking attendants operating in the Stellenbosch CBD. All participating attendants:
Have undergone police clearance
Carry valid identification
Are issued official ID cards with Zapper & SnapScan for safer tipping
The initiative supports visibility, safety and responsible giving, while recognising that attendants rely solely on tips as income. Additional safety gear will be issued soon.
A positive step toward dignity, safety and community collaboration in Stellenbosch.
LITTLE INSIDERS (FOR THE KIDS)
📍 Rupert Museum | Sat. 31st Jan | Ages 3-13 | Free
A fun, hands-on creative morning for kids, inspired by the museum’s exhibitions. Expect art-making, exploration and quality family time in a relaxed museum setting.
Perfect for curious little creatives - parents and friends welcome too.
GIVEAWAY - PRESENTED BY NUDO HAIR LAB
🔥 WINELANDS INSIDER X NUDO HAIR LAB
It’s GIVEAWAY time and this week’s prize is absolutely bringing the heat!
We’ve partnered up with the experts at Nudo Hair Lab Tygervalley who are giving away an unmissable prize to one lucky reader:
A R5,000 hair transformation voucher, including colour, customised treatments, and professional styling.
Giveaway rules:
Use your unique referral link below to send to as many people as you know
First person to get 20 referrals to subscribe to our free Winelands Insider newsletter WINS!
🌤 Weather This Week in the Winelands
A classic summer’s week showing up loud and proud ☀️
Expect hot, sunny days flirting with 30-32°C, warm evenings for sundowners, and the odd dramatic afternoon storm early in the week just to keep things spicy. Best days: Thursday to Sunday. By midweek, it’s still warm - just don’t argue with the clouds.
Thu 29 Jan | 31° / 14° | ☀️ Warm & sunny |
Fri 30 Jan | 30° / 16° | 🌤️ Warm with light clouds |
Sat 31 Jan | 32° / 17° | ⛅ Mostly sunny with late showers possible |
Sun 1 Feb | 32° / 17° | ☀️ Sunny & stable |
Mon 2 Feb | 31° / 18° | 🌦️ Clouds with isolated storms late |
Tue 3 Feb | 30° / 19° | ⛈️ A few storms, otherwise warm |
Wed 4 Feb | 30° / 19° | ☀️ Mostly sunny - smooth midweek weather |
Mind, Health & Fitness
Because we are not (yet) over our gut obsession; here’s your pod for when you’re on a brisk walk or driving around. It’s a goodie, we promise.
A Little Extra Inspo
We just couldn’t resist this super cute Valentine’s idea to share with your loved ones…🥰
That’s it, you’re now up to date. No more FOMO.
Thanks for reading Issue 27 ✅
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