As a wine country addict, I was struggling for years to find the perfect wine tasting outfits. Through trial and error (okay, mostly error), I’ve learned what works and what doesn’t when it comes to clothing for wineries. The key is finding pieces that are stylish yet practical for walking around vineyards all day.
From dresses to pants and everything between, I rounded up 20 cute wine tasting outfit ideas to inspire your next trip to wine country. Save your favorite looks to Pinterest boards for future winery adventures!
What To Wear Wine Tasting
Wear Layers
Wineries can get quite chilly, especially the underground barrel rooms. Bring a lightweight cardigan or denim jacket you can throw on if needed to stay comfortable.
Wear A Crossbody Purse
A crossbody purse will keep your hands free and items secure while tasting. Backpacks also work well.
Wear Smudge-Free Lipstick
Save that liquid lipstick for another time. Opt for a smudge-free bullet lipstick that won’t leave traces on your glass.
Wear White With Caution
White outfits look great for wine tasting but be careful! One time I spilled a whole glass of cabernet on my favorite white dress! These days, I make sure to bring a shawl or sweater to throw over clothes between tastings when I wear light colors.
No Strong Perfumes
Let the wine shine. Strong fragrances can overwhelm your senses, so go light on perfume and scented lotions.
Layer Up Your SPF
Sun protection is a must, even when tasting indoors or in shade. Apply liberally and reapply as needed.
Things to Consider
The weather and temperature
Wear light, breathable clothes in the summer when it’s hot. Layer up with warmer clothes in the cooler months. Dress in weather-appropriate attire.
Style of the winery
Upscale spots may call for more formal attire like dresses or trousers. Casual wineries are fine with jeans and tees.
Purpose of your visit
For a fancy event like a party, you may need to dress up more in nicer clothes like a cocktail dress or suit. If you’re going to different types of events, choose clothing that can work for multiple occasions.
20 Chic Wine Tasting Outfits
1. Brown pleated fabric set
I love the effortless chic vibe of this brown pleated fabric set. The sleeveless crop top and long skirt combination is so flattering. A delicate black sandal balances out the volume of the skirt.
And let’s talk about the pop of color from the orange sunglasses – fun yet sophisticated. I always recommend a colored frame when picking eyewear for a winery. It makes even the simplest outfit stand out in photos.
2. Pale pink strapless dress
For hot summer wine tasting days, I recommend this breezy pale pink strapless dress. The thigh high slit shows just enough skin while still keeping it classy.
Clear barely-there sandals elongate the legs beautifully without competing with the feminine dress. In my opinion, this whole look screams warm weather wine tasting perfection!
3. White set
You can never go wrong with crisp white at a winery. This white graphic t-shirt makes a timeless pairing with white pants.
I know most people avoid white outfits but hear me out. They photograph beautifully at wineries, especially with green vineyards or tan barrel rooms as a backdrop.
4. Black polka dot dress
Polka dots instantly make me think of Parisian style. This black and white polka dot dress is just begging to be photographed holding a glass of bold red wine!
Cinch the waist with a thick belt like this quilted Chanel beauty. Then finish it off with white sneakers to walk comfortably from vineyard to vineyard. Trés chic!
5. Pink floral mini dress
How gorgeous is the floral print on this pink mini dress? I always lean towards florals or gingham prints for wine country outfits. They pair nicely with all the flowers and vines in the background!
Flat strappy sandals are a wardrobe staple for wineries. The brown straps complement the pink and green colors flawlessly.
6. Floral dress with yellow flowers
I love the vibrant pops of yellow and gray against the white background of this floral dress. The flowers and leaves print reminds me of an Impressionist painting – perfect for an artfully designed winery.
Brown strappy sandals keep the outfit grounded. Pro tip: always opt for a sturdy block heel or flat when planning wine tasting footwear.
7. Orange cut-out dress
For those bold souls not afraid of color, this bright orange cut-out dress is sure to stand out among the vineyards. The front cut-out is sexy yet tasteful.
Pair with brown strappy sandals to complement the warm tones. Top with black sunglasses for a hint of mystery. I always say when in doubt, wear black shades to pull a look together.
8. Yellow sundress
A breezy yellow sundress with spaghetti straps personifies sunshine and happiness. It’s nearly impossible to frown while wearing this bright beauty!
Match the yellow strappy sandals and add a pair of classic black sunglasses to complete the cheerful look. A winery date in this outfit is sure to be filled with smiles.
9. White dress and slippers
There’s something so charming about this white dress paired with comfortable slippers. The cozy cardigan lends a relaxed vibe while the stylish hat keeps it feeling upscale.
I love recommending this look for wineries that offer extensive food pairings. When you need an outfit that transitions seamlessly from wine tasting to an indulgent multi-course meal, this is it!
10. Burgundy sweater dress
Burgundy is one of my favorite colors to wear to a winery, especially in fall when the leaves are changing. It reminds me of swirling a glass of Cabernet Sauvignon.
This burgundy sweater dress looks straight out of a Nancy Meyers movie. Keep accessories minimal with fresh white sneakers. Let the rich color be the star of the show!
11. Purple wrap dress
Few colors feel more luxurious than royal purple. This plunging wrap dress in a jewel tone hue appears straight off a red carpet.
Pair with platform sandals that won’t sink into grass or dirt. And don’t forget the glamorous round sunglasses to complete the A-list ensemble!
12. Black plunging neckline maxi
A black maxi dress effortlessly transitions from day to night winery wear. This plunging neckline version with spaghetti straps oozes sensuality.
Ground the look with studded block heel sandals. The contrast between the feminine flowing fabric and edgy studs creates visual interest from every angle.
13. Oversized button-up set
I always lean towards an oversized button-up shirt when I want to feel cute yet casual at a winery. Tuck it into shorts, layer over a tank, and let the billowing fabric move freely in the breeze.
This lavender set pairs nicely with a fun animal print top. Throw on some designer inspired sandals, purple sunnies, and a trendy straw bag to complete the Instagram-worthy ‘fit.
14. Black cami and red pants
You can never go wrong pairing basic black with a bold pop of color. This black sleeveless top lets bright red high-waisted pants shine as the focal point.
Clear barely-there sandals keep the outfit light and airy, perfect for hot summer days strolling through the vines.
15. Black camisole and Beige shorts
You can’t go wrong mixing neutral shades like the black camisole and beige shorts in this outfit. The open-toe brown sandals pull it all together by tying in with that gorgeous neutral color palette. Such a seamless look!
It walks the line between casual everyday wear and a thoughtfully curated look. The combination is polished yet uncomplicated – ideal for relaxing vineyard afternoons or wine tasting. Simple but stylish.
16. Lilac puff sleeve dress
How adorable is this lilac mini dress? The short puff sleeves and subtle sheen fabric remind me of a coveted party dress from my childhood.
Pair with white pointed toe ankle boots to play up the nostalgic vibe. I love the unexpected styling of edgy boots with a sweet dress.
17. Distressed denim jeans
Distressed denim immediately makes me think of the effortless California wine country aesthetic. This tan top and light wash distressed jeans combo feels straight out of Napa Valley.
Finish with simple slippers or sneakers to complete the casual look. When choosing shoes, comfort is key to make it through a full day of wine flights!
18. Geometric print midi dress
This geometric print midi dress makes a statement without needing many accessories. The spaghetti straps and front slit flatter the figure while still keeping covered up.
Heels instantly dress up a midi length. These strappy versions add some sexy flair. And don’t forget a clutch purse to stash your essentials in style!
19. Black blouse and skirt set
I always lean towards sets when building a wine country outfit because they make packing so much easier! This black blouse and mini skirt duo looks seriously chic.
The unexpected pop of white sneakers balances out the dark tones. And you can’t forget the designer bag as the perfect finishing accessory.
20. White floral dress and cream coat
Nothing says wine country style more than a white floral dress for warmer weather paired with a cozy cream coat when temperatures drop.
Cream knee-high boots seamlessly bridge the hem of the dress and coat. A pair of classic black sunglasses completes the look.
I hope these 20 wine tasting outfit ideas help inspire your next trip to wine country! Let me know which look was your favorite to save for future winery adventures. Cheers!