Stellenbosch Itinerary: Unexpected Firsts

Curated by Visit Stellenbosch, the ‘Unexpected Firsts’ experience treated us to two days of activities that exceeded expectations. From flower picking in winter to local cuisine celebrated among historic buildings, our Stellenbosch itinerary was just as unexpected as the passionate people behind it.

Lavender Picking at Canettevallei 

In winter, flower picking in a blooming field isn’t the first activity that comes to mind when considering an itinerary. However, tucked away in Stellenboschkloof Valley, Canettevallei Lavender & Wine Farm is home to three hectares of organically grown lavender blooming in the colder season. 

Upon arrival, expect a warm welcome from Ingrid de Waal, who owns the farm with her husband Daniël. After their travels to Provence in France, Ingrid came up with the idea of planting lavender in front of their house on Canettevallei. Today, visitors are invited to stroll the fields of fragrant plants and pick their own lavender. 

After just under an hour of admiring the mountain views, listening to the buzz of bees and enjoying the company of Dippy, the farm Jack Russell, we’d snipped and gathered our very own bouquet of fresh lavender. A morning well spent, grounded in nature and refreshed in purple.

Blaauwklippen Winter Soup & Wine Pairing 

Blaauwklippen is known for its lush lawns, historic architecture and award-winning wines, making the estate a local favourite for wine tastings on the stoep and under the oak trees. In winter, Blaauwklippen’s wine tastings are elevated by pairing wine with specially crafted soups. 

The curated, seasonal offering features three premium Blaauwklippen wines, each paired with a soup to complement the wine’s character and flavour profile. The estate Chardonnay is served alongside a fragrant Thai butternut soup, the rich Cabernet Sauvignon is paired with roasted tomato soup, and their iconic De Blaauwe Klip – bearing the estate’s original name – is complemented by a rich oxtail and pea soup (our personal favourite).

Take a sip of wine, dip the freshly baked ciabatta in the complementing soup, and experience what winter tastes like at Blaauwklippen.

Check in at Southern Sun de Wagen

Located next to Volkskombuis, the oldest restaurant in Stellenbosch, Southern Sun de Wagen is an elegant boutique hotel that forms part of a collection of historic farmstead buildings dating back to the early 1900s. These buildings have been carefully restored to create a charming retreat that honours the area’s rich heritage. 

With just 22 individually appointed rooms, Southern Sun de Wagen offers a boutique experience. Here, historic character meets contemporary comfort – from exposed wooden beams, window shutters and fireplaces to marble bathrooms, a courtyard pool and close access to central town.

Dinner at Le Grand Domaine Cantina by Chefs Warehouse 

We ended our day with dinner at the recently opened Cantina in Church Street – a flavourful experience that left us full, speechless and wanting to come back while we were seated at the table.

A partnership between wine estate Le Grand Domaine and the celebrated Liam Tomlin’s Chefs Warehouse brand, Cantina brings a Spanish-inspired menu and curated wine list to Stellenbosch. Here, in the intimate dining space and seated at a window table overlooking Church Street’s passersby, we experienced joy in every bite.

With the team at Cantina having curated a set menu for us, we eagerly anticipated which dishes would be served next – and we weren’t disappointed. For appetisers, we started with the classic Basque bite of anchovies, olives and pickled Guindilla peppers – the iconic pintxo from San Sebastián. Next, fresh oysters served on a bed of beef tartare and soffrito. To end the appetisers, a flavourful bite of pork croquettes made us all the more excited for the rest of the menu.

From Cantina’s small plates menu, we enjoyed the braised beef cheek, served alongside a freshly baked baguette topped with cauliflower purée. Spooned onto crispy bread, the rich beef cheek glistening under the warm lights was a standout bite of the evening. Next, we enjoyed charred chicken thighs with red pepper and almond – Spain on a plate. All of our small plates were complemented with their iconic side dishes of heirloom tomato salad, dressed with olive oil and sea salt, and crispy potatoes with smoky tomato purée, Smoked Stanford Catalan, and pickled jalapeños.

For dessert, we shared the burnt Basque-style cheesecake. With orange zest as its secret ingredient, the dish was the perfect citrussy end to a delicious, savoury experience.

After such an exceptional evening of flavour and storytelling, we left feeling satisfied and excited for our next visit.

Bites and Sites Food Tour 

If passion was a person, it would be Simone Jacobs, owner of Bites and Sites. Established in 2010, Bites and Sites presents guided food tours in Stellenbosch, connecting visitors to the very best of Stellenbosch food, art and culture. We had the honour of doing the Foodies on Foot tour with Simone and she shared some of the town’s history and her favourite dining spots (and secrets) with us. 

The Foodies on Foot tour led us through all the main streets in the centre of Stellenbosch, including Dorp Street, Drostdy Street, Church Street, and Plein Street. Although they all share similarities in their oak-lined character and historic buildings, they differ in their food offerings and atmosphere. 

As we strolled, Simone highlighted the importance of celebrating local food producers by listening to their stories and honouring their craft. This is done by tasting, savouring, and returning. 

Our first food stop was at Helena’s Restaurant at Coopmanhuijs Boutique Hotel and Spa. Here, we were spoiled with a generous platter of locally sourced bites – from fried eggplant and vegetable spring rolls to fire-charred ciabatta and salmon pâté. A delicious hint of what awaits on Helena’s main menu.

Next, we stopped at Wijnhuis – a firm favourite. While we’ll usually go for their award-winning wine menu and soulful ravioli, Simone offered something different. Here, we enjoyed a plate of fresh beef carpaccio served with parmesan, rocket and roast tomato, alongside a Cape Saint Blaize gin tasting. Fulsome and aromatic, the gin is distilled with fresh coastal botanicals and poured into handmade ceramic bottles. A dining experience that left us feeling surprised and refreshed.

For our last savoury stop, we visited De Warenmarkt. Known for its delicious tapas menu and rustic ambience, De Warenmarkt is one of those restaurants where you know you’ll dine well. Here, we indulged in traditional South African tapas of biltong cheese bites and Cape Malay lamb samoosa, often paired with craft beers and the finest wines from the region.

We ended the tour on the sweetest note (literally and figuratively) at Republique Café. Quickly becoming the coffee stop of choice, Republique’s space invites you to linger longer. Here, we sipped their mocha mystique (only available on a Bites and Sites Tour), paired with a decadent chocolate brownie. Bites and Sites is so much more than just ‘bites and sites’. Their team is passionate about celebrating the handiwork of equally passionate food artisans, by sharing their stories and crafts with locals and tourists alike.

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