cute wine tasting outfits

When you think of wine tasting, you probably imagine a bunch of people in nice clothes with fancy glasses sipping on expensive wines. That’s not really my scene. While I do like to dress up and look good, I prefer the casualness of a tshirt dress or a pair of jeans over any fancy outfit.

Wine tasting is something that I have always enjoyed. It’s a great way to get out and spend time with friends while enjoying some delicious wine. I love trying new wines and learning about how they are made, what types of grapes are used and where the grapes come from.

Here are some cute outfits that will help you look stylish but still feel comfortable at your next wine tasting event:

a comfortable sundress or a tshirt dress

A comfortable sundress or a t-shirt dress is an easy way to look cute and put together, without having to think too much about it. A sundress can be as simple or elaborate as you like—some are simply a few pieces of fabric sewn together in the shape of a dress; others have complex patterns, embroidery or embellishments. T-shirt dresses also come in many styles, including ones with high/low hemlines and sleeves that range from sleeveless to three-quarter length, capped or full length. The main thing is not to wear anything too tight (for example, wearing leggings under your dress), too short (like wearing a mini skirt over leggings), too revealing (like wearing spaghetti straps over your bra) or fancy enough that someone might mistake you for “a lady.” And don’t wear anything casual enough that people would question whether they’re seeing your underwear when they see how low cut the neckline is on top of those jeans!

a pair of casual pants or a skirt and cute top

A pair of casual pants or a skirt and cute top is great for a wine tasting. You don’t have to worry about being comfortable, because you’re not going to be doing any heavy lifting. Plus, it looks so cute! If you want to go with pants, try wearing them with a nice top and cardigan or jacket. It makes you look put together but still casual enough for a wine tasting. If you want to wear skirts, try pairing your skirts with tops that hit just at the waistline and complement the colors in your tops (like blue or purple). You could also add an extra layer of warmth by wearing a sweater or scarf over the outfit as well!

boots, booties, flats or sneakers

You’re going to be doing a lot of walking, so make sure you have comfortable shoes. Boots are great for this, but they can get too hot in the summer. Booties are great if your dress has an open back (so make sure it’s not too short). Flats are good if you want something that gives the look of a heel but doesn’t actually have one. Sneakers should be worn when the weather is rainy or cold—they can withstand water better than other shoes and keep your feet warm during cooler months.

a light jacket or sweater in case it gets cool

A light jacket or sweater is a great idea. You can always take it off if you get too warm, and then you’ll be ready to go again when the temperature drops. It’s also a good idea to wear one over your sundress or tshirt dress when you’re out wine tasting, because that way nothing bad will happen if you spill on yourself!

Also, if it gets cold at night, wearing a light jacket over casual pants and shirt is really cute.

be comfortable, wear layers, choose fun shoes and drink responsibly

When you’re planning your outfit for a wine tasting, consider these tips:

  • Be comfortable. You’ll be moving around and tasting a lot of wines, so make sure your shoes are well-cushioned and supportive.
  • Choose fun shoes! This is one of the few times you can wear heels without feeling self-conscious about looking silly. We recommend keeping it simple with a pair of slip-on sneakers or low wedge sandals in neutral tones like tan or white.
  • Drink responsibly! Don’t overdo it at the vineyard—it’s not only bad for business to get drunk in public but also dangerous to drive home if you’ve had a couple glasses too many.


I hope this article helped you find the perfect outfit for your next wine tasting event. You can’t go wrong with any of these options!

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