What to Wear to a Wine Tasting: Style Tips

A wine tasting isn’t just about the wine — it’s about the entire experience. The soft breeze through the vines, the sunlight dancing through your glass, the laughter around a rustic wooden table. And yes, it’s also about how you feel in what you're wearing.

At Sunday Stories, we believe style should never be fussy or forced. Especially not when you’re traveling slowly and savoring life. So whether you’re heading to a vineyard in Tuscany, a city winery in Vienna, or a picnic in the Catalan countryside — here’s how to look effortlessly elegant, without overthinking it.

1. Comfort is Key — But Make It Chic

You’ll likely be walking through vineyards, sitting on wooden benches, maybe hopping in and out of a van or convertible. Think breathable fabrics that move with you: linen, cotton, silk blends. A midi dress or a co-ord set in soft neutral tones? Timeless. And perfect for golden hour photos.

2. Dress for the Setting

Are you sipping rosé under olive trees, or tasting bold reds in a stone cellar? If it’s outdoors, bring sunglasses and a hat. If it's more of a city setting, a relaxed blazer or tailored jumpsuit might be just right. Think elegant with an edge — something you can wear to both a tasting and a late lunch without needing to change.

3. Say Yes to Practical Shoes (Stylish Ones, Of Course)

No stilettos here. Go for beautiful flats, espadrilles, or heeled boots with a solid sole — anything that combines form and function. Bonus points if they’re easy to slip off when you want to feel the grass under your feet during a spontaneous picnic.

4. Layer Like a Pro

Wine regions are often sun-soaked by day and cool by evening. Bring a lightweight knit, oversized cardigan, or a structured denim jacket to drape over your shoulders. You’ll thank yourself later — especially if the tasting turns into an impromptu sunset dinner.

5. Finish with Thoughtful Accessories

Keep it minimal, but intentional. A simple gold necklace, a silk scarf, a woven bag — small details that elevate your look without taking over. And of course: don’t forget your favorite sunglasses (they’re functional and photogenic).

The Sunday Stories Rule of Thumb?

If you’d wear it for a beautiful, slow Sunday — it’s perfect for a wine tasting.

🍷 Planning your next adventure? Browse our handpicked wine experiences from sunset tastings to countryside escapes.