Black Vacation Outfits
Black vacation outfits are the ultimate power move for your getaway lineup—effortlessly chic, totally mysterious, and always ready for a little mischief. Whether you’re plotting rooftop cocktails or spontaneous adventures, these looks have your back and then some. Slip into all-black everything and let your confidence do the talking—because every Windsor girl knows the best memories are made when you show up bold, fearless, and just a little extra.
$42.90
A sleek black knit midi dress with a cowl neckline, high slit, and fitted A-line silhouette.
$34.90 - $42.90
A black crepe halter jumpsuit with a plunging V-neckline and flattering straight-leg pants.
$34.90
A black abstract floral mini dress featuring a cowl halter neckline and ruffled slit design.
$44.90
A black floral maxi dress featuring sheer mesh, a lace-up strappy back, and a form-hugging silhouette.
$36.90
A black knit midi dress with a sleeveless square neckline, ruching, and pleated mermaid silhouette.
$46.90
A chic black knit jumpsuit featuring a strapless neckline and flattering wide-leg silhouette.
$28.90
A black gauze midi dress featuring a sleeveless V-neck, adjustable straps, low back, and side pockets.
$44.90
A strapless black lace romper featuring a pleated mini hem and flattering, waist-accentuating silhouette.
$32.90
A black knit maxi skirt featuring a high front slit and a beachy starfish accent.
$42.90
A black tropical floral maxi dress featuring a square halter neckline, criss-cross back, and high side slit.
$49.90
A sultry black knit jumpsuit featuring a cutout bodice and wide-leg silhouette.
$39.90
A black floral mesh maxi skirt featuring a high-rise waist, dramatic front slit, and attached panty lining.
$34.90
A black denim skort with a mid-rise waist, bodycon fit, and edgy studded pocket trim.
$44.90
A sultry black floral maxi dress with a V-neckline and form-hugging silhouette, perfect for vacations.
$34.90
A sheer black chiffon kimono featuring relaxed short sleeves and a tie-front open design.
$39.90
A black tropical print maxi skirt in stretchy knit fabric featuring a high front slit and flowy silhouette.
$26.90
A pair of black crochet knit shorts featuring a sheer design and low-rise drawstring waist.
$32.90
A sheer black crochet knit topper with long flared sleeves and an ultra-cropped hem for layering.
$29.90
A black floral mesh crop top featuring long sleeves, a tie-front closure, and a dramatic ultra-cropped hem.
$44.90
A black tropical palm print maxi dress featuring a crisscross halter neckline and a front slit.
$29.90
A black tropical print crop top featuring a tie-front closure, long sleeves, and stretchy knit fabric.
$34.90
A pair of black tropical print wide-leg pants crafted from stretchy knit fabric for a bold vacation look.
$39.90
A black ribbed knit romper featuring a sleeveless design, zip-up collar, and form-hugging silhouette.
$46.90 - $49.90
A black high-waist cargo jogger with metal ring trims and elastic hem for a sporty look.
$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.
$35.90
A black knit bodycon mini dress with a pleated cowl neckline and spaghetti straps.
$46.90
A stunning black knit romper adorned with rhinestones, featuring a strapless neckline and form-hugging silhouette.
$44.90
A chic black skater romper with a lace back, wrap-front, and adjustable spaghetti straps.
$69.90
A bold black mesh mini dress with studded rhinestones, ruching, and sheer long sleeves.
$29.90
A black low-rise shorts with rhinestone embellishments and stretchy cotton-blend knit fabric.
$49.90
A black sheer midi dress with off-the-shoulder neckline, plunging v-neck, and high-side slit.
$89.90
A black bodycon dress with faux pearl beading, sheer sleeves, and a plunging sweetheart neckline.
$36.90
A chic black mini dress with a pleated cowl neckline and flowy A-line silhouette.
$26.90
A black knit halter crop top featuring an open back, beaded embellishments, and a sheer cropped hem.
$64.90
A luxe black velvet skater dress with an off-the-shoulder neckline and pleated drop-waist design.
$59.90
A black woven glitter knit mini dress with a strapless sweetheart neckline and detachable bow accent.
$19.90
A sheer black mesh duster featuring ruffled trim, tie-front closure, and flowy long sleeves.
$74.90
A black mesh mermaid dress featuring a plunging halter neckline, high side slit, and elegant ruching.
$44.90
A black mesh midi dress featuring a floral flocked velvet pattern, halter neckline, and high side slit.
$34.90
A black crochet knit crop top featuring flare long sleeves and a flattering tie-front design.
$49.90
An edgy black romper featuring a strapless corset bodice, grommet trim, and ruffled mesh overlay.
$9.97 $42.90 77% off
A chic black strapless midi dress with a cowl-draped neckline and asymmetric hem for allure.
$44.90
A black mini dress featuring a sheer mesh waist insert, ruffled side sash, and curve-hugging bodycon fit.
$64.90
A black velvet mermaid dress with a glittery corset bodice and adjustable spaghetti straps.
$59.90
A stunning black lace dress featuring a high side slit and an elegant open-back design.
$42.90
A sleek black crepe mini dress featuring a sleeveless square neckline and faux flap pockets.
$29.90
A black knit mini skort featuring a belted wrap-front design and hidden fitted shorts for comfort.
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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: M | 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
Black Vacation Outfits
When it comes to crafting the ultimate getaway vibe, nothing says “main character energy” like a black vacation outfit that’s equal parts effortless and iconic. Whether you’re jetting off for a girls’ trip, planning a dreamy baecation, or just treating yourself to a little R&R, black is the shade that never lets you down. It’s the go-to for the girl who wants to look pulled together from sunrise mimosa to late-night rooftop party—no outfit changes required. Imagine yourself lounging poolside in a sleek black vacation set that moves with you from cabana to cocktail hour, or twirling through a bustling market in a flowy black vacation dress that keeps you cool and collected, even when the temperature is rising. Black is that secret weapon in your suitcase: it doesn’t show the travel wrinkles, it’s basically spill-proof (hello, sangria!), and it instantly elevates every selfie. Plus, it’s the color that makes everyone look like a total knockout, whether you’re going for mysterious goddess or playful trendsetter.
Choosing the right black vacation outfit is all about dialing up the confidence and dialing down the stress. If you’re shopping for yourself, think about versatility—can you mix and match pieces for endless outfit combos? Is it comfy enough for that cross-country flight but glam enough for dinner with a view? If you’re shopping for your bestie, sister, or even your mom (because let’s be real, everyone deserves to feel like a star on vacay), a black vacation dress is a gift that’s guaranteed to get major mileage. These looks are made for making memories—whether you’re snapping pics on a sunset cruise, dancing barefoot on the sand, or just soaking up the good vibes with your ride-or-die crew. And let’s not forget the practical perks: black is ultra-flattering, hides last-minute packing chaos, and always looks expensive, even when you’re living that affordable luxury life. Pair your picks with chunky sandals, statement earrings, and a swipe of bold lipstick, and you’re ready to take on every adventure your escape throws your way.
No matter where your wanderlust takes you, the right black vacation set is like your personal hype squad—cheering you on, keeping you cool, and making every moment feel a little more cinematic. The best part? These are the pieces you’ll reach for long after your trip is over, whether you’re brunching with the girls or reliving your favorite memories in your camera roll. If you’re ready to level up your getaway wardrobe and make every day feel like a highlight reel, check out our curated collection of Vacation Clothes for even more inspo. Trust us, your suitcase (and your Insta feed) will thank you.