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! 🍷✨

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Best Seller

$32.90

4.747253 star rating

A chic wine strapless A-line mini dress with pleated bust and stretchy knit fabric.

Best Seller

$36.90

4.617647 star rating

An elegant sage off-the-shoulder midi dress with a bodycon fit and flared hem.

$42.90

4.289474 star rating

A wine satin mini dress with rhinestone straps, ruched seams, and a form-hugging silhouette.

$54.90

4.342857 star rating

A wine satin midi dress featuring a corset seam bodice and pleated faux wrap hem.

$36.90

4.96 star rating

A wine-colored knit bodycon midi dress with a surplice V-neckline and spaghetti straps.

Best Seller

$59.90

4.846154 star rating

A black crepe jumpsuit featuring a floral applique corset bodice and wide-leg pants with pockets.

$64.90

4.666667 star rating

A wine velvet mermaid dress with a chic ruched halter neckline and partially open back.

$49.90

4 star rating

A wine-colored mesh and knit midi dress featuring cold shoulders, ruched seams, and a bodycon silhouette.

$34.90

3 star rating

A mocha halter jumpsuit featuring a cutout bodice and flattering wide-leg silhouette in stretchy knit.

$42.90

5 star rating

A wine-colored mini dress featuring sheer mesh, crepe knit lining, and a ruched bodycon fit.

$34.90

3 star rating

A chic wine maxi dress with a strapless neckline and a ruched high front slit.

$54.90

2 star rating

A wine velvet bodycon mini dress with beaded applique cups and adjustable spaghetti straps.

Sale

$9.97 $54.90 82% off

A wine velvet mini dress with a ruched bodycon silhouette and adjustable spaghetti straps.

Sale

$9.97 $38.90 74% off

A wine velvet mini dress with a sweetheart neckline, flare sleeves, and bodycon silhouette.

$32.90

A wine-colored knit mini dress with a halter neckline and flirty cutout bodice.

Sale

$19.97 $36.90 46% off

A natural striped knit midi tube dress featuring a strapless neckline and bodycon silhouette for a flattering fit.

$42.90

4.671429 star rating

A navy blue knit midi dress with a sleeveless cowl neckline and chic high front slit.

$69.90

4.642857 star rating

A wine-colored formal dress with a glitter mesh fabric, cowl neckline, and floor-length silhouette.

Best Seller

$39.90

4.675676 star rating

A chic pair of black high-rise skinny pants in coated faux leather with minimal stretch.

$39.90

4.626506 star rating

A sultry black formal dress with rhinestone straps, a high slit, and a curve-hugging silhouette.

$34.90 - $42.90

4.563636 star rating

A black crepe jumpsuit with a plunging V-neckline, midriff cutout, and halter neck design.

$38.90

4.577778 star rating

A white sleeveless ribbed knit midi dress featuring a V-neckline and chic high front slit.

Sale

$19.97 $54.90 64% off

4.096774 star rating

A wine-colored glitter-knit mini dress with a cowl neckline and ruched bodycon silhouette.

Best Seller

$42.90

4.551724 star rating

A sultry wine mesh mini dress with a sweetheart neckline and alluring lace-up back.

$46.90

4.909091 star rating

A brown woven midi dress with a ditsy floral print, corset bodice, and high front slit.

Sale

$15.97 $54.90 71% off

4.15 star rating

A burgundy formal dress with sheer mesh sleeves, high slit, and curve-hugging silhouette.

Best Seller

$69.90

4.842105 star rating

A burgundy knit mermaid dress with lace-up back, ruching, and lace-trimmed sweetheart neckline.

Sale

$15.97 $89.90 82% off

4.235294 star rating

An orange bodycon dress with glitter polka dots, lace-up back, and adjustable spaghetti straps.

$89.90

4.25 star rating

A glamorous burgundy mermaid dress with glitter knit fabric, ruching, and a stylish back cutout.

$59.90

4.8125 star rating

A wine-colored strapless formal dress with a high slit, crafted from luxurious slinky knit fabric.

$59.90

4.466667 star rating

A glamorous black bodycon dress with glitter knit fabric, off-the-shoulder neckline, and high slit.

$59.90

4.714286 star rating

A sleek eggplant column dress with a cutout accent and high side slit for sultry allure.

$48.90

4.9 star rating

An elegant black off-the-shoulder midi dress with ruched sides and a flattering bodycon fit.

$46.90

3.444444 star rating

A chic black bodycon midi dress with a square neckline and stretchy double-lined knit fabric.

$89.90

4.625 star rating

A sultry wine satin mermaid dress featuring a lace corset bodice and high front slit.

$42.90

4.714286 star rating

A black ponte mini dress with sheer chiffon sleeves and a playful square neckline.

$49.90

4.833334 star rating

A chic brown knit jumpsuit featuring an open back, hoop neckline, and wide-leg silhouette.

Sale

$20.97 $46.90 55% off

5 star rating

A wine faux leather mini dress featuring a plunging halter neckline and corset bodice.

$79.90

5 star rating

A wine-colored satin mermaid dress with a high slit and elegant train for formal occasions.

$24.90

4.666667 star rating

A wine-colored knit crop tube top featuring a strapless neckline and form-hugging, cropped silhouette.

$45.90

4.5 star rating

A burgundy bodycon mini dress with lace trim and ruched mesh overlay for formal occasions.

$38.90

4.666667 star rating

A brown knit bodycon midi dress with ruched detailing and a sleeveless sweetheart neckline.

Best Seller

$22.90

3.666667 star rating

A sleek black bodycon mini skort in faux leather with a high-rise waist and stretchy lining.

Sale

$19.97 $64.90 69% off

4.666667 star rating

A wine glitter mini dress with a cowl neckline, open back, and rhinestone strap for glam events.

$46.90

5 star rating

A sultry black jumpsuit featuring a cowl halter neckline, cutout back, and wide-leg silhouette.

Sale

$21.97 $42.90 49% off

5 star rating

A brown ribbed knit mini dress with a scoop neckline and faux topper long sleeves.

$39.90

4 star rating

A sultry black romper featuring a plunge halter neckline and ruffled short-length hem.

$38.90

5 star rating

A wine-colored knit mini dress featuring a strapless tube neckline, side cutout, and bodycon silhouette.

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Windsor Mayra Formal Satin Slit Long Dress in Sage
(175) 4.6171427 star rating

Slip into the luxe vibes of Mayra! Designed to highlight your figure, this formal satin dress delivers a chic form-hugging fit and a high slit for effortless movement. Fit & FeaturesSmooth satin-knit fabric, moderate stretch, Sleeveless square neckline, spaghetti straps, Fitted bodice, side hip pleating, Form-fitting silhouette, high-cut front slit, Floor-length hem, Style runs small, Where to Wear:Homecoming, weddings, black-tie parties, galas, military balls, engagement parties, rehearsal dinners, bridal celebrations, birthday events, milestone celebrations Free Shipping on All Orders Over $75. | Windsor Mayra Formal Satin Slit Long Dress in Sage | Size: S | Satin Fabric

Windsor Sasha Formal High Slit Wrap Dress in Black
(170) 4.5882354 star rating

Create a captivating entrance in this formal wrap dress for your next soiree. All eyes are on you in this stylishly chic long formal dress with a plunging V-neckline to perfectly display a sparkling rhinestone lariat or delicate layers of dainty necklaces. Fit & FeaturesCrepe fabric, moderate stretch, Asymmetrical wrap V-neckline, Adjustable spaghetti straps, Ruched detailing, slim-fit bodice, High front slit, floor-length wrap silhouette, Runs true to size, Where to Wear:Prom, black-tie weddings, and formal parties. Free Shipping on All Orders Over $75. | Windsor Sasha Formal High Slit Wrap Dress in Black | Size: XS | Rhinestone

Marissa Formal Satin Cowl Neck Dress in Green
(168) 4.5654764 star rating

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

Windsor Rowena Sequin Mermaid Dress in Navy Blue
(168) 4.7261906 star rating

Chic and glamorous, the Rowena sequin mermaid long dress will stylishly elevate your formal night-out look. With a lace-up strap design and fitted mermaid silhouette with a high slit, you'll deliver stunning style. Fit & FeaturesSheer mesh fabric, knit lining, moderate stretch, embroidered sequin scroll design, Sleeveless square neckline, padded bust, Spaghetti straps, open back, lace-up strap design, tie closure, Lower back zipper with hook and eye closure, High waist seam, Fitted floor-length mermaid silhouette, high front slit, Runs true to size, Where to Wear:Prom, black-tie parties and galas, fancy engagement parties Free Shipping on All Orders Over $75. | Windsor Rowena Sequin Mermaid Dress in Navy Blue | Size: M | Knit Fabric/Mesh Fabric/Sheer Mesh Fabric

Windsor Wrapped In Stylish Satin Mini Dress in Denim
(153) 4.6601305 star rating

Get all wrapped up in this stylish sleek satin mini dress. Dance the night away at that upcoming wedding or celebrate a girl's night in this statement dress that will have all eyes on you. The dress features a sleeveless square neckline, spaghetti straps, and a ruched wrap silhouette that hugs curves in all the right places. The mini-length dress is composed of a satin-like fabric that offers a moderate stretch. Complete your look with rhinestone earrings and strappy heels. Fit & FeaturesSleeveless square neckline, spaghetti straps, Strapless bra recommended, Ruched wrap-front detail , Mini-length bodycon silhouette , Satin-like fabric, sheen finish, Form-hugging fit, moderate stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Wrapped In Stylish Satin Mini Dress in Denim | Size: XS | Rhinestone/Satin Fabric

Windsor Leila Sequin Bodycon Mini Dress in Royal Blue
(140) 4.6928573 star rating

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: L | Knit Fabric/Mesh Fabric/Sheer Mesh Fabric

Addison Glitter Mesh Formal Dress in Black
(112) 4.642857 star rating

Make a sparkly statement at your next soiree in the trendy glam Addison glitter formal dress! Bring radiance to the room in this floor-length dress with a sleek design that fits like a glove. Fit & FeaturesSheer glitter mesh fabric, full knit stretchy lining, Sleeveless cowl neckline, spaghetti straps, High waist seam, Floor-length fitted silhouette, Runs true to size, Where to Wear:Prom, black tie weddings, galas, special date nights, rehearsal dinner Free Shipping on All Orders Over $75. | Windsor Addison Glitter Mesh Formal Dress in Black | Size: XS | Knit Fabric/Mesh Fabric/Mesh Fabric

So Your Vibe Strapless A-line Mini Dress in Wine
(95) 4.7473683 star rating

This adorable strapless A-line mini dress is so your vibe! Designed with a stretchy lined knit fabric, it features a strapless straight-across neckline, chic pleated detailing at the bust, and a flirty flowy A-line silhouette on the mini-length hem. Style for a girl's night with statement earrings and strappy mules. Fit & FeaturesStretchy knit fabric with knit lining, Strapless straight neckline, no-slip strip, Pleated bust, A-line fit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor So Your Vibe Strapless A-line Mini Dress in Wine | Size: XS | Knit Fabric

Bethanie Formal Sequin V-Neck Mermaid Dress in Yellow
(88) 4.568182 star rating

Embellished with light-catching sequins, the Bethanie formal dress is a clear stunner with a lace-up back and a flattering mermaid silhouette with a floor-length hem. Fit & FeaturesSequin-scroll pattern, mesh fabric, stretch knit lining, Sleeveless V-neckline, padded bust, Lace-up back, zipper and hook-eye closure, Mermaid silhouette, Floor-length hem, Runs true to size, Where to Wear:Prom, black-tie events, formal weddings, and upscale parties. Free Shipping on All Orders Over $75. | Windsor Bethanie Formal Sequin V-Neck Mermaid Dress in Yellow | Size: S | Knit Fabric/Mesh Fabric/Mesh Fabric

Windsor Alisha Rhinestone Strap Formal Dress in Black
(83) 4.626506 star rating

Sultry and stunning, the Alisha formal dress will keep all eyes on you. With thin rhinestone detailed straps that give effortless sparkle and a curve-hugging silhouette, and an alluring high slit. Fit & FeaturesLightweight, breathable stretchy fabric, Sleeveless cowl neckline, Rhinestone detailed straps, High waist seam, Floor-length hem, form-fitting silhouette, high slit, Runs true to size, Where to Wear:Prom, glamorous evenings, dinner parties, weddings Free Shipping on All Orders Over $75. | Windsor Alisha Rhinestone Strap Formal Dress in Black | Size: L | Stretchy Fabric/Rhinestone

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.

Top Picks For Outfits For Wine Tasting