Outfits For Wine Tasting
Sipping on a velvety red or a crisp white calls for outfits that are as sophisticated and playful as the wine itself. Whether you're swirling your glass at a charming vineyard or clinking glasses at a chic wine bar, our curated collection of outfits for wine tasting is here to help you make a splash. Think breezy dresses that dance with the breeze, stylish skirts that pair perfectly with your favorite heels, and tops that bring just the right amount of flair. These looks promise to keep you effortlessly chic as you savor every note and nuance of your tastings. Cheers to making memories in style! 🍷✨
$32.90
A chic wine-colored strapless mini dress with pleated bust and flowy A-line silhouette.
$36.90
An elegant sage off-the-shoulder midi dress with a bodycon fit and flared hem.
$42.90
A wine satin mini dress with rhinestone straps, ruched seams, and a form-hugging silhouette.
$54.90
A wine satin midi dress featuring a corset seam bodice and pleated faux wrap hem.
$36.90
A wine-colored knit bodycon midi dress with a surplice V-neckline and spaghetti straps.
$59.90
A black crepe jumpsuit featuring a floral applique corset bodice and wide-leg pants with pockets.
$9.97 $59.90 83% off
A wine-colored velvet formal dress with an off-the-shoulder neckline and high side slit.
$64.90
A wine velvet mermaid dress with a chic ruched halter neckline and partially open back.
$49.90
A wine-colored mesh and knit midi dress featuring cold shoulders, ruched seams, and a bodycon silhouette.
$46.90
A mauve satin strapless midi dress with a pleated neckline and flirty side slit.
$34.90
A mocha halter jumpsuit featuring a cutout bodice and flattering wide-leg silhouette in stretchy knit.
$64.90
A wine velvet mermaid dress with a glittery corset bodice and adjustable spaghetti straps.
$42.90
A wine-colored mini dress featuring sheer mesh, crepe knit lining, and a ruched bodycon fit.
$54.90
A wine velvet bodycon mini dress with beaded applique cups and adjustable spaghetti straps.
$9.97 $38.90 74% off
A wine velvet mini dress with a sweetheart neckline, flare sleeves, and bodycon silhouette.
$9.97 $54.90 82% off
A wine-colored velvet mini dress with a ruched bodycon silhouette and adjustable spaghetti straps.
$32.90
A wine-colored knit mini dress with a halter neckline and flirty cutout bodice.
$36.90
A natural striped knit midi tube dress featuring a strapless neckline and bodycon silhouette for a flattering fit.
$34.90
A chic wine maxi dress with a strapless neckline and a ruched high front slit.
$42.90
A navy blue knit midi dress with a sleeveless cowl neckline and chic high front slit.
$39.90
A chic pair of black high-rise skinny pants in coated faux leather with minimal stretch.
$39.90
A sultry black formal dress with rhinestone straps, a high slit, and a curve-hugging silhouette.
$34.90 - $42.90
A black crepe jumpsuit with a plunging V-neckline, midriff cutout, and halter neck design.
$38.90
A white sleeveless ribbed knit midi dress featuring a V-neckline and chic high front slit.
$36.90
A chic pink skater dress with a ribbed knit, off-the-shoulder neckline, and long fitted sleeves.
$74.90
A navy blue glitter knit mermaid dress with a square neckline and lace-up open back.
$19.97 $54.90 64% off
A wine-colored glitter-knit mini dress with a cowl neckline and ruched bodycon silhouette.
$42.90
A sultry wine mesh mini dress with a sweetheart neckline and alluring lace-up back.
$19.97 $54.90 64% off
A burgundy formal dress with sheer mesh sleeves, high slit, and curve-hugging silhouette.
$69.90
A burgundy knit mermaid dress with lace-up back, ruching, and lace-trimmed sweetheart neckline.
$29.97 $89.90 67% off
An orange bodycon dress with glitter polka dots, lace-up back, and adjustable spaghetti straps.
$59.90
A glamorous black bodycon dress with glitter knit fabric, off-the-shoulder neckline, and high slit.
$59.90
A wine-colored strapless formal dress with a high slit, crafted from luxurious slinky knit fabric.
$59.90
A sleek eggplant column dress with a cutout accent and high side slit for sultry allure.
$38.90
A red knit mini dress with a pleated bust, spaghetti straps, and an A-line silhouette.
$89.90
A glamorous burgundy mermaid dress with glitter knit fabric, ruching, and a stylish back cutout.
$139.90
An elegant wine tulle A-line dress with rhinestone embellishments and adjustable spaghetti straps.
$48.90
An elegant black off-the-shoulder midi dress with ruched sides and a flattering bodycon fit.
$49.90
A chic brown knit jumpsuit featuring an open back, hoop neckline, and wide-leg silhouette.
$79.90
A wine-colored satin mermaid dress with a high slit and elegant train for formal occasions.
$35.90
A chic red-brown bodycon mini dress with a one-shoulder neckline and soft hacci knit fabric.
$32.90
A chic red sleeveless midi dress with ruched seams and a curve-hugging bodycon silhouette.
$46.90
A wine faux leather mini dress with a plunging halter neckline and corset bodice.
$42.90
A black ponte mini dress with sheer chiffon sleeves and a playful square neckline.
$54.90
A black ribbed knit midi dress featuring a tie-dye pattern, scoop neckline, and back slit.
$22.90
A sleek black bodycon mini skort in faux leather with a high-rise waist and stretchy lining.
$19.97 $64.90 69% off
A wine glitter mini dress with a cowl neckline, open back, and rhinestone strap for glam events.
$79.90
A glamorous wine glitter dress with a lace-up back and flattering mermaid silhouette.
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The Marissa long satin dress brings elegance and sultriness to your formal night. The floor-length gown enhances your curves with a fitted bodice and flattering A-line silhouette while the high front slit provides movement. Fit & FeaturesStretch-satin fabric, non-see-through, double-lined bust, Sleeveless pleated cowl neckline, spaghetti straps, Slim-fit bodice, empire waistline, High front slit, floor-length hem, A-line silhouette, Runs true to size, Where to Wear:Prom, weddings, black-tie soirees, special date nights, and engagement parties. Free Shipping on All Orders Over $75. | Windsor Marissa Formal Satin Cowl Neck Dress in Green | Size: S | Satin Fabric
Shine bright and sparkle up the night in the gorgeous Leila mini dress. The dress boasts an alluring open back with a lace-up strappy design for a customized fit, and a short, curve-hugging silhouette. Shop Long Version: Kailani Formal Sequin Slit Mermaid DressFit & FeaturesSheer mesh fabric, full knit lining, moderate stretch, Sequin embroidery, scroll pattern, Sleeveless square neckline, adjustable spaghetti straps, Open back, lace-up strappy design, tie closure, High waist seam, lower back zipper, hook and eye closure, Mini-length hem, fitted bodycon silhouette, Runs true to size, Where to Wear:Prom, bachelorettes, birthdays, Vegas weekends, date nights Free Shipping on All Orders Over $75. | Windsor Leila Sequin Bodycon Mini Dress in Royal Blue | Size: XL | Knit Fabric/Mesh Fabric/Sheer Mesh Fabric
Look and feel like a sultry senorita in this mesh mini dress perfect for an chic night on the town! It features a sleeveless cowl neckline, dual adjustable spaghetti straps with a tie-neck closure, and side and back ruched seams designed to flaunt your curves along the bodycon silhouette. Complete the look with hoop earrings. Fit & FeaturesSleeveless cowl neckline, Dual adjustable spaghetti straps, tie-neck closure, Side and back ruched seams, Back zipper and hook-eye closure, Bodycon silhouette, mini-length hem, Mesh fabric, brushed soft knit stretchy lining, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Senorita Mesh Strappy Mini Dress in Red | Size: M | Knit Fabric/Mesh Fabric/Mesh Fabric
Every occasion is worth celebrating in this off-the-shoulder midi dress! The smooth and stretchy knit fabric includes a full-length knit lining for additional coverage. The off-the-shoulder neckline and short-sleeve cuffs add a touch of elegance, while the bodycon silhouette and flared midi-length hem accentuate your curves in all the right places. Complete the look with teardrop earrings and heels. Fit & FeaturesSmooth stretchy knit fabric with knit lining, Off-the-shoulder neckline, Short-sleeve cuffs, Bodycon fit, Flare hem, Style runs small, Free Shipping on All Orders Over $75. | Windsor Exceptional Off-The-Shoulder Flared Midi Dress in Natural | Size: XS | Knit Fabric
Bring on the cute attitude in this ponte mini skort brings featuring a flattering high-rise waist, and a skirt overlay designed with dual front slits along the form-hugging fit. Fit & FeaturesSmooth ponte knit fabric, minimal stretch, High-rise waist, Skirt overlay, dual front slits, Form-hugging silhouette, Mini-length hem, Shorts lining, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Cute Attitude Ponte Slit Mini Skort in Black | Size: XL | Knit Fabric
Show up and stun this formal season in the gorgeous Brynlee bodycon mini dress! She features a sleeveless square neckline, a built-in padded bust, halter spaghetti straps, an open back with a lace-up design for a customized fit, and a short, curve-hugging silhouette. The lined mesh fabric features all-over sequin embroidery in an intricate scroll pattern. Style the formal mini dress with clear heels for a night to remember. Fit & FeaturesSleeveless, square neckline, Built-in padded bust, no bra required, Halter spaghetti straps, back button closure, Open back, lace-up design, zipper closure, Bodycon silhouette, mini-length hem, Sequin scroll embroidery, mesh fabric, knit lining, minimal stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Brynlee Sequin Embroidered Bodycon Dress in Sage | Size: S | Knit Fabric/Mesh Fabric/Mesh Fabric
A mini dress that brings the luxe sensation! The Keira faux pearl short dress is a stunning style with a strappy tie-back design and a bodycon silhouette that highlights your figure. Fit & FeaturesLightweight mesh fabric, stretchy knit lining, Faux pearl and bead embellishments, Sleeveless cowl neckline, Spaghetti straps, strappy tie-back design, open-back, Bodycon silhouette, mini-length hem, Runs true to size, Where to Wear:Prom, birthday parties, bachelorettes, Vegas weekends, rooftop cocktails Free Shipping on All Orders Over $75. | Windsor Keira Faux Pearl Strappy Open-Back Mini Dress in Light Blue-2 | Size: XS | Knit Fabric/Mesh Fabric/Mesh Fabric
A fashionista like you will adore this basic mini skirt for creating your day and night looks! Featuring an elasticized high-rise waistband, bodycon silhouette, and a flirty front hem slit on stretchy and smooth knit fabric. Style with a corset top and heels. Fit & FeaturesHigh-rise elasticized waistband, Bodycon silhouette, Front hem slit, Mini-length hem, Stretchy and smooth knit fabric, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Get Down With Basic Slit Mini Skirt in Black | Size: XL | Knit Fabric
Everyone will see you shining at the club in this glitter mini dress! It features an off-the-shoulder sweetheart neckline, sheer fitted ruched long sleeves, adjustable spaghetti straps, a ruched seam along the padded bust, a sheer bodice with trim, and side ruched seams that hug your curves on the bodycon silhouette. Complete the look with a clutch and heels. Fit & FeaturesOff-the-shoulder sweetheart neckline, Adjustable spaghetti straps, Sheer fitted ruched long sleeves, Ruched and padded bust, sheer bodice, trim, Side ruched seams, bodycon silhouette, mini-length hem, Glitter mesh fabric, sewn-in knit lining, moderate stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor See Me Shining Glitter Off-The-Shoulder Mini Dress in Wine | Size: S | Knit Fabric/Mesh Fabric/Mesh Fabric
Both sexy and demure, the Kristen party dress wows from every angle! Perfect for bachelorette weekends, themed soirees, and formal birthdays! She features a sleeveless sweetheart neckline with a padded bust, cowl draping, adjustable spaghetti straps, and side ruched seams that hug your curves along her short bodycon silhouette. The formal party dress is composed of a faux pearl embellished mesh fabric with a stretchy knit lining. Complete the look in statement block heels. Fit & FeaturesSleeveless sweetheart neckline, Padded bust, cowl draping, Adjustable spaghetti straps, Side ruched seams, bodycon silhouette, Mini-length hem, Faux pearl embellishments, mesh fabric, stretch knit lining, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Kristen Faux Pearl Mini Party Dress in White | Size: XS | Knit Fabric/Mesh Fabric/Mesh Fabric
Outfits For Wine Tasting
Wine tasting days are all about living your best life—think sun-drenched vineyards, laughter echoing between the vines, and a glass of something fabulous in hand. When you’re picking out your outfit, it’s all about that sweet spot between style and comfort. You want to look like you belong in the moment, but you also want to be ready for whatever adventures the day throws your way (hello, impromptu vineyard photoshoots and surprise cheese boards). Easy-breezy midi dresses, flowy skirts, or a cute jumpsuit are always a win for that effortless “I just threw this on and look amazing” vibe. If you’re more of a jeans girl, pair your favorite dark-wash skinnies with a flirty blouse or a crisp button-up—bonus points for a little pop of color or a playful print. The key is to keep things relaxed but intentional, because you never know when the day will turn into a night out with your crew. And let’s be real, spills happen—dark or neutral colors are your BFF, especially when you’re swirling and sipping your way through a tasting flight.
Accessories can make or break your wine country look, and a little practicality goes a long way. A wide-brim hat isn’t just a cute touch—it’s a lifesaver when the sun is beaming down and you want to keep your glam game strong. Sunglasses add instant cool-girl energy, and a light scarf can be a secret weapon for those breezy moments between tastings. Shoes are where comfort meets style: think block heels, wedges, or your go-to flats that can handle a stroll through the vines without missing a beat. Layering is your secret weapon, especially if you’re planning to linger until the sun dips low and the air gets a little crisp. A cropped denim jacket or a soft cardigan tossed over your shoulders says, “I came prepared,” without trying too hard. If you’re shopping for a gift, wine tasting outfits are a thoughtful pick for birthdays, bachelorettes, or that friend who’s always planning the next girls’ trip. They’re the kind of pieces that make memories, and every time she slips it on, she’ll remember that perfect day.
Whether you’re a seasoned sipper or it’s your first time swirling a glass with the pros, your outfit should help you feel confident, comfortable, and ready for anything. Smart-casual is the name of the game—enough polish to make you feel put-together, but never fussy or overdressed. If you’re the type who likes to go from a vineyard lunch to a spontaneous dinner reservation, you’ll love pieces that can pull double duty. And if your wine tasting adventure turns into a fancy dinner under the stars, you’ll want to check out our curated picks for Fancy Dinner Outfits—because your next iconic moment deserves an outfit to match. At the end of the day, it’s about feeling like the main character in your own story, surrounded by friends, laughter, and maybe a little mischief. You bring the energy, we’ll bring the looks—cheers to making every sip unforgettable.