Outfits Decoded: What to Wear to a Wine Tasting

Because the hardest part should be deciding whether you want a half glass or full.

Glasses of wine
Post by Trunk Club
October 17, 2019

Wine tasting is high on the list of social activities we love. But when we learned that 38% of Americans actually avoid wine bars because they’re afraid of staining their clothes, we couldn’t believe it.* Partly because we have a whole guide for easily removing stains and also because, well, wine. But now that we’re all clear on how to treat possible stains—we can focus on the fun part: what to wear to a wine tasting. So whether you’re headed to wine country or a local bar, we’ll show you how to sip and swirl in style.

For the ladies

Over the years, we’ve learned that the perfect wine tasting outfit has a lot to do with comfort, more than anything else. And since you’ll likely be doing a fair share of drinking and eating and either a lot of standing or sitting, it’s best to take these factors into consideration. A soft, comfortable sweater paired with stretchy jeans is a good start. Go for a darker wash to give your look a more polished feel. Keeping with the theme, we added a sleek bordeaux colored jacket on top and finished off the outfit with neutral colored booties and accessories to bring it all together.

For the gentlemen

So what do you wear to a winery to showcase you’re well versed with the pour selection? We suggest leaning towards a casual cool look that’ll keep you at ease for a lively evening ahead. A bold printed button-down and colored chinos exude confidence without being too loud. And for chillier nights, a puffer vest makes for a stylish layer, adding just the right amount of warmth. Then complete the look with a few fall favorites: a pair of tall suede boots and a structured fedora.


For more specific outfit inspiration or general style advice, talk to a personal stylist today


*Survey results based on a poll of 2,000 Americans, conducted by One Poll on behalf of Trunk Club.

At Trunk Club, our stylists help people build their best wardrobes by discovering what fits their body, their budget, and their personal style.