Over the last decade, wine tasting tours have become one of my favorite travel activities.
I’ve sipped my way through Australia, New Zealand, Tuscany, Croatia, and pretty much every California wine region—from Anderson Valley and Livermore to sun-drenched Santa Ynez and Paso Robles.
And living just an hour from Napa and Sonoma means I can chase world-class vineyard views on a whim (a perk I don’t take for granted!).
After a year of pregnancy mocktails and navigating my new postpartum closet situation, I’ve been itching to get back among some beautiful vineyards in style.
Here are my go-to wine tasting outfit ideas, as well as some aspirational outfit ideas, for those long-awaited winery visits that are finally back on my calendar.
My Go-To Wine Tasting Outfit For (Almost) Any Season
Me (left) and my friend Kelsey (right) rocking the classic flowy sundress look on a recent trip to Napa in the spring.
My favorite outfit for wine tasting in any season is a flowy midi sundress. I love it as a winery outfit because it’s easy, comfortable, classy, and works for almost every season (except maybe winter). Plus, you can dress it up or down as needed.
In the spring or summer, you can wear it with flats or sandals and a light layer, and in the fall, you can make it warmer with ankle boots and a jacket.
You’ll notice that some of the best wine regions in the world are in fairly temperate climates, because that’s where wine grapes grow best.
Because of this, I’ve been able to wear some form of this outfit to most wineries I’ve visited, no matter the season, just by changing my footwear and outerwear.
Here are some examples of different sundress ideas for different seasons:
Outfit Idea #1: Flirty Floral
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Floral dresses are my go-to for spring wine tastings. I find them both pretty and practical for a full day of sipping.
I love midi lengths because I never have to stress about tripping on my hem or getting it dirty while walking through a vineyard.
I usually pair this look with flat sandals and a purse that fits just enough without weighing me down. If I’m tasting outdoors, a straw hat and sunnies are a must.
This is my version of the look:
At Domaine Carneros in Napa (left) and wine tasting in the Santa Cruz Mountains (right). The floral midi sundress is probably the outfit I’ve worn most at wineries.
Outfit Idea #2: Bright Hues
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Another favorite sundress idea for spring wine tastings is a cheerful, bright color that matches the blooming flowers (many wineries have gardens or patios with flowers).
Bright yellows, lavenders, and pinks pop nicely against vineyard backdrops. I love mixing silhouettes here—from breezy tiered midis to a bodycon ribbed dress that works surprisingly well for wine tours.
I keep accessories simple with a crossbody and comfortable sandals. White sneakers can work great too when covering lots of ground.
Outfit Idea #3: Gingham Gal
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A gingham dress is a great summer wine tasting outfit. The checkered pattern works perfectly for covering up accidental spills, and there’s something so quintessentially summer about gingham.
You can make it even more fun by trying a different color gingham than classic black and white, like red, navy, or even green!
Again, I’d stick to flat sandals, and a woven bag completes the “picnicking at a winery” look.
Outfit Idea #4: LWD
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Although it might be living a little dangerously to wear white to a wine tasting (thank goodness for wine stain remover!), there’s something about wearing a little white dress in summer, especially if it’s made from a breathable fabric like linen.
You can dress yours up or down depending on the winery vibe: simple sandals and a raffia tote for casual spots, leather crossbody and gold jewelry for fancier estates. A wide-brim hat is always a good idea to prevent mid-afternoon vineyard sunburn.
Outfit Idea #5: Foliage Inspired
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I love warm, earthy tones for fall wine tasting—they mirror the changing vineyard leaves perfectly. Rust and terracotta dresses with tiered, flowy silhouettes work for climbing hillside vineyards while looking gorgeous in photos.
I usually pair my fall outfits with ankle boots, but you can also probably get away with simple sandals for warmer days in early fall.
This is my version of the look:
In Berkeley (left) and wine tasting in Tuscany (right). I usually like to go for orange tones and sleeves for a fall sundress, usually paired with ankle boots.
Winery Outfits For Spring
Outfit Idea #6: Fun Jumpsuit
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Jumpsuits are great at any time of year because they’re comfy and so little effort, but still make you look put together.
For spring tastings, I’d choose lighter colors or fun patterns (like polka dots), and you can go for breathable or warm fabrics, depending on which part of the season you’ll be wine tasting.
Another bonus is that jumpsuits often have pockets, which are nice for easy access to your phone for snapping pics.
Pair this outfit with simple sandals or low wedges. This look can easily transition from daytime tastings to dinner afterward with minimal adjustments.
Outfit Idea #7: Boho Romantic
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I like to mix feminine florals with practical pieces for wine tours. This cropped floral blouse from Sezane with my favorite pants ever (Anthropologie’s Colette Pants) balances romantic vibes with function.
This look works well with leather accessories, like a suede saddle bag and comfy huarache flats.
Outfit Idea #8: White & Beige
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There’s something sophisticated about this crisp, tailored approach to wine tasting—business casual but vacation style.
The white vest with a lightweight beige blazer works great for fancier wine estates, and the blazer also helps keep you warmer for chillier spring tastings. Flat sandals and fun sunnies keep the look from being too business-esque.
What I love about this outfit is that it feels put-together without sacrificing comfort with pieces like the white wide-leg pants (preferably linen) that let you move easily between tastings.
Outfit Idea #9: Crops & Pleats
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I love pairing more traditional or tailored tops with flowing bottoms. This crisp white crop button-down gets a modern edge from the shorter length. And a pleated skirt catches vineyard breezes beautifully while the midi length never drags on the ground.
You can pair this one with short block heels for fancier spots, but flat sandals would work fine too. This combination works for pretty much any winery setting.
And if you’re not as into the cropped look, you could also pair a regular or only semi-cropped white button-down with bright, flowy pants like I did below when I was wine tasting recently in Napa.
This outfit was super comfortable and breathable on a hot day at Trefethan Winery in Napa. The top is silk (from Quince) and the bottoms are linen pants from Abercrombie (sadly, discontinued). I paired it with one of my favorite Lo & Sons bags and simple flats from Lulus.
Outfit Idea #10: Chic Denim
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This look is ideal for chilly wine country mornings in the spring, and a good excuse to wear a fuzzy shearling jacket.
Layer a sleek mock neck or turtleneck with vintage-wash jeans for a relaxed comfort look that still looks put-together, especially with some cute ankle boots.
This outfit works perfectly for those industrial-chic wineries with concrete floors that hold the cold.
Winery Outfits For Summer
Outfit Idea #11: Tailored Summer
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A crisp button-front top with pleated shorts creates a polished look for upscale vineyards with views. Go for low block heels for indoor tasting rooms to keep the elevated look, or flat sandals if you’ll be outdoors or doing vineyard tours.
This outfit is especially nice for European wine tastings that sometimes have a more tailored or upscale vibe. Although this can also work for any fancier estates outside of Europe, too.
Outfit Idea #12: Co-ord Set
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I’ve really been digging the co-ord sets that have been trending the last couple of summers, and they work great for wine tasting too.
Go for linen or cotton for more breathability during summer patio tastings while looking pulled-together.
The wide-leg silhouettes give freedom to move while exploring the grounds. Pair it with some cute sandals and trendy sunglasses, and you’ll be good to go.
Outfit Idea #13: Legs For Days
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Short but classy styles will keep you cool during warm-weather tastings while still looking wine country appropriate. These rompers and mini dresses work perfectly for rosé or bubbly on sunny patios.
This shade of yellow for the mini dresses is very in right now for summer, and easy to make into a bit of a retro look with some white accessories like cat eye sunglasses and block heels.
Outfit Idea #14: Champagne Silk
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A silk skirt is lightweight but luxurious for summer wine tastings. Mix a cream champagne skirt with your favorite cute sleeveless top, which could be cropped or not.
Keep accessories minimal with delicate gold jewelry and some trusty flat sandals. This is another versatile outfit that’s easy to wear day to night. The slightly dressier fabrics work perfectly for fancy vineyard restaurants after tastings.
Winery Outfits For Fall
Outfit Idea #15: Classic Chic
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An oversized black blazer is a staple for any wardrobe, especially in a transitional season like fall, since it goes over everything from silk camisoles to thin sweaters as temperatures change.
High-waisted straight leg jeans balance comfort and polish, a crossbody bag keeps hands free during tastings, and a sleek black belt and ankle boots pull the whole look together.
This classic combo works for any winery vibe from ultra-modern tasting rooms to historic cellars. It’s also a foolproof outfit when you’re unsure about the dress code.
Outfit Idea #16: Turtlenecks & Suede
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A turtleneck with a camel suede shacket and relaxed jeans are perfect for fall wine tastings, it really gives a “student of wine” vibe. Mule loafers add polish without sacrificing comfort when strolling through vineyard tours.
This look works well with the versatile Lo & Son’s Waverly 2 purse that can be worn in four different ways, so you can be as hand-free as you like.
Outfit Idea #17: Shades of Brown
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The beginning of fall calls for rich, earthy browns that mirror the changing vineyard leaves.
A turtleneck pairs beautifully with a mini skirt, knee-high chunky boots, and a felt fedora, all in brown tones, and is versatile enough for whatever the changing weather wants to do . Add on a camel coat for crisp mornings that warm up by afternoon.
Outfit Idea #18: Pretty in Plaid
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There’s something about plaid in the fall (I blame T-swift!). I especially like this look for winery tastings because a button-up plaid shirt dress looks put-together but is still cozy and chic. Cinch the waist or leave it loose—both work.
Plaid dresses pair well with chunky boots that keep you stable on gravel paths. And they transition seamlessly from daytime tastings to evening dinners with just a denim jacket or coat added when temperatures drop.
Outfit Idea #19: Cozy Corduroy
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Corduroy feels right at home among oak barrels and autumn vineyard views. It also forgives wrinkles during drives between wineries and adds texture to photos without being flashy.
A rust jumpsuit is a one-and-done outfit that’s comfortable and camera-ready. Or a pair of corduroy pants or button-front skirt pairs with any chunky sweater when there’s a chill. Add a pair of suede ankle boots to keep the rustic vibes going.
My personal favorite is the pants and sweater combo for a comfy and cozy fall look.
Outfit Idea #20: Jean Queen
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A floaty white peasant blouse with your favorite jean dress creates a relaxed-but-cute vibe. This outfit idea works especially well for more rustic barn tastings or wine farm experiences, and would probably fit in more in the US.
A woven leather bag adds texture to play off the jean material, and tall riding boots add an equestrian flair that fits in among rolling vineyard hills.
Winery Outfits For Winter
Outfit Idea #21: Timeless Neutrals
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A crisp white top with dark wide-leg trousers creates a sophisticated and classic look for winter tastings. This outfit keeps you warm in chilly wine caves while photographing beautifully against barrel rooms.
The beige belt defines your waist, and a boxy handbag holds essentials without bulk. White boots stay clean in tasting rooms, but I’d switch them out for black if you plan to do vineyard walks.
Outfit Idea #22: Faux Fur Season
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This outfit idea is fun if you’re a fan of faux fur, which immediately creates more of a fashionable vibe.
The chocolate faux fur vest and black ankle boots instantly elevates a pair of jeans and keeps you cozy for winter tastings. A black turtleneck underneath accentuates the faux fur statement piece, and you could use a belt around the vest to create a sleeker silhouette.
This look works for casual tasting rooms or reservation-only estates, although for more upscale places I might replace the jeans with black slacks or a sweater dress (like outfit idea #25 below).
Gold accessories pop nicely against the black turtleneck and accessories.
Outfit Idea #23: Old Money Vibes
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The “old money vibes” look is very in right now and this winter version is a good way to make a statement while still keeping it classy and warm for the season.
An oversized or wrap white coat with a white turtleneck and matching wide-leg trousers and ankle boots creates an effortlessly elegant outfit that pops against wine barrels or dark wine caves. The tan purse adds a different kind of neutral that works well with an otherwise all-white look.
This is the perfect outfit for upscale wineries and cozy fireside tastings in the winter.
Outfit Idea #24: Urban Cool
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This is the perfect look for urban, boutique, and trendy wineries.
A crisp white button-down with edgy leather pants creates a high-low mix. The grey sweater vest adds warmth and texture, while a trench coat handles shifting temperatures throughout the day. Chunky gold jewelry elevates the look.
Outfit Idea #25: Sweater Weather
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This is a spinoff to the more casual faux fur look above. I love a black sweater dress for a more upscale look in winter that can work for indoor or outdoor wine tastings.
A turtleneck or mockneck black dress with leather booties looks elegant without trying too hard for elevated tasting experiences. The chocolate faux fur vest adds warmth and luxury with simple gold jewelry.
Cowgirl & Western Winery Outfits
These outfits work best in the US where there’s more of that country and western vibe. These are cute ideas for a girls’ wine tasting weekend or a bachelorette party in wine country.
Outfit Idea #26: Pink Pastels
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Soft rose and blush tones look gorgeous against the green and golden hues of summer vineyards. A lightweight sweater layers perfectly for air-conditioned tasting rooms.
A flowy dress or skirt with a subtle pattern creates movement in photos and keeps you protected from the sun while still being breathable.
Pair this look with a denim jacket in the spring or fall when it’s a bit cooler or for evening dinner plans. A felt fedora and suede ankle boots bring the look together, and are comfortable (and rugged) enough for vineyard tours.
Outfit Idea #27: Elevated Country
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A denim corset top paired with an white prairie skirt creates a fun Western-style contrast. Suede or leather tan booties handle both dusty paths and slick tasting room floors and keep the look a bit more elevated than full on cowboy boots.
This is an outfit that has countryside vibes without being over the top or looking costume-y. A minimal crossbody keeps things streamlined, while statement sunglasses finish the look perfectly.
Outfit Idea #28: Cowgirl Getup
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If you want to go full-on cowgirl for maybe a bachelorette party or a summer wine tasting in the southern US, this is the look.
A form-fitted basic white top and denim mini skirt combo keeps you cool during summer tastings, while white cowboy boots add a unique Western-inspired edge (especially for a bride-to-be).
Layer on a denim jacket for chilly tasting rooms or evening plans, and a straw cowboy hat provides both style and sun protection.
Winery Wedding Guest Outfit Ideas
Outfit Idea #29: Formal Floral
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A floral maxi shines at spring or summer winery weddings. The flowy silhouette photographs well against vineyard backdrops while staying comfortable all day.
And a floral look is always classic at beautiful outdoor venues. Block heels are a must since they won’t sink into grass or dirt during vineyard photo ops.
Outfit Idea #30: Satin or Silk
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A silk or satin dress is a classy yet striking look for an autumn or winter vineyard wedding. The weight handles notorious vineyard breezes and clean lines photograph beautifully among vines or in barrel rooms.
Simple black strappy block heels work on various wedding venue surfaces. Go for a slightly bedazzled purse (embroidered, beaded, or sequins) to give the outfit more of an old Hollywood glamour.
Outfit Idea #31: Merlot Vibes
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Rich merlot dresses, especially lace or velvet, shine at winter winery weddings.
Deep red is not only reminiscent of the wine you’ll be drinking but also photographs beautifully against rustic wine caves, rolling green estates, and modern tasting rooms. Black accessories keep the focus on the rich red tones.
This is my version of the look:
Wearing a lacy wine-colored dress at a winery in the Anderson Valley in Northern California.
General Outfit Tips For Wine Tasting
- Choose comfortable shoes: Vineyards are essentially fancy farms—opt for stylish flats, sandals, mules, or boots instead of stilettos.
- Approach light colors strategically: They photograph beautifully but bring wine stain remover if wearing white or lighter colors.
- Skip heavy lipstick: Consider lip balm instead of lipstick for uninterrupted tasting (or use a smudge-proof lipstick that will last all day).
- Pack sun protection: Bring a stylish hat, sunglasses, and sunscreen for vineyard tours.
- Carry a small shoulder or crossbody bag: Stay hands-free with just the essentials—ID, phone, wallet, sunscreen, and lip balm.
- Layer appropriately: Bring a light cardigan, denim jacket, or blazer for chilly tasting rooms and wine caves.
- Skip the perfume: Strong scents interfere with your tasting experience (and others’).
- Aim for “wine country casual”: Not too formal (no cocktail attire), not too casual (skip the athleisure).
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ABOUT THE AUTHOR
Mimi McFadden
Founder & Editor-In-Chief
Mimi McFadden initially started The Atlas Heart in 2013 to write about her adventures abroad. But since 2019, The Atlas Heart has become a love letter to the Golden State. Mimi enjoys sharing her first-hand knowledge and expertise with the places she knows so well and making the most comprehensive travel guides possible. When she’s not hiking and exploring new places in California, she loves to travel abroad, read in her cozy chaise lounge, play basketball, and connect with friends and family over board games. Over her 30 years in California, she has lived in Santa Cruz (18 years), San Diego (5 years), and the San Francisco Bay Area (7 years), where she currently resides.
