Summer Vacation Outfits
Sunshine, sandy toes, and spontaneous adventures await, and your summer vacation outfits are here to make sure you're ready for every sun-drenched escapade. Whether it's a breezy beach day, a chic rooftop soirée, or an impromptu road trip with the crew, we've got the styles that'll keep you looking effortlessly fabulous. Think flirty dresses that dance in the wind, vibrant skirts that catch every eye, and tops that scream "vacay vibes only." It’s time to pack your bags with confidence and step into a summer wardrobe that's as bold and fearless as you are. Let's make this summer unforgettable, one outfit at a time!
$32.90
A light blue mesh mini dress with a cowl neckline and adjustable spaghetti straps for chic outings.
$79.90
A sage mini dress with faux pearl embellishments, strappy open back, and bodycon silhouette.
$46.90
A vibrant yellow skater dress with a ruffled skirt, halter tie-back, and smocked high waist.
$19.90
A sleeveless brown halter crop top with a cowl neckline and open back for standout style.
$64.90
A white woven skater dress with lace trim, sweetheart neckline, and lace-up back for summer charm.
$59.90
A black crepe jumpsuit featuring a floral applique corset bodice and wide-leg pants with pockets.
$38.90
A white eyelet knit skater dress featuring a sleeveless square neckline and adjustable spaghetti straps.
$48.90
A flirty white mini skater dress featuring breezy eyelet knit fabric and a charming tie-back detail.
$46.90
A sultry brown maxi dress featuring a cutout bodice, ruffled slit, and slinky knit fabric.
$35.90
A natural-colored sleeveless wrap mini dress in stretchy knit fabric with a form-hugging fit.
$44.90
A playful ivory knit mini dress with cutout details, perfect for vacations or pool parties.
$26.90
A rust satin paisley scarf top with a strapless neckline and tie-back design for effortless style.
$34.90
A black abstract floral mini dress with a cowl halter neckline and ruffled slit design.
$32.90
A strapless yellow mini dress with ruched sides and a playful ruffled hem in knit fabric.
$44.90
A brown cotton-blend romper with a halter plunge neckline and playful skater silhouette.
$24.90
An airy orange woven crop top with a sweetheart neckline and charming tie-back bow design.
$44.90
A white floral skater dress with a strappy tie-back and ruffled mini-length hem.
$42.90
A sultry strapless yellow mini dress with ruffled trim and a flattering bodycon silhouette.
$49.90
A chic yellow skater dress featuring a lace-up corset bodice and adjustable tank straps.
$59.90
A white woven maxi dress featuring a floral print, open tie back, and ruffled silhouette.
$46.90
An ivory striped midi dress with cutouts, adjustable straps, and dual side slits for casual elegance.
$44.90
A beige high-rise maxi skirt with delicate embroidery and a flirty high front slit.
$59.90
A charming red gingham skater dress featuring an open back, ruffled hem, and sweetheart neckline.
$36.90
A green mini-length bodycon dress featuring a pleated sweetheart bust and open back with criss-cross straps.
$49.90
A chic brown knit jumpsuit featuring an open back, hoop neckline, and wide-leg silhouette.
$29.90
An airy orange woven midi skirt with a high slit, tie detail, and flowy slim-fit silhouette.
$46.90
A sheer ivory lace romper with a halter neckline and sultry open strappy back.
$36.90
A strapless black mini dress with a floral print and flattering bodycon fit in stretchy knit fabric.
$32.90
A natural crochet maxi skirt featuring a high-rise waist and sultry high front slit.
$28.97 $64.90 55% off
A pink skater dress with a lace-trim corset bodice and flattering short-length hem.
$19.97 $32.90 39% off
A brown knit halter skater dress with ruched waist and flirty double-layered skirt.
$54.90
A light blue strapless romper with a ruffled hem and flirty tie-waist for chic occasions.
$34.90
A pink floral mesh maxi skirt with a high-rise waist and flattering bodycon fit.
$24.90
A rust-colored halter knit crop top perfect for festivals and sunny beach days.
$54.90
A pair of medium denim high-rise shorts with rhinestone chains and trendy distressed accents.
$52.90
A white eyelet lace skater dress featuring a scoop neckline and ruffled mini-length hem.
$36.90
An ivory corset top featuring lace trim, adjustable straps, and a smocked stretchy back.
$29.90
A pink floral mesh bustier with a strapless neckline and fitted crop hem for a flirty look.
$46.90
A sleek black strapless jumpsuit with a tropical print and flattering wide-leg silhouette.
$36.90
An ivory floral print maxi skirt with a high-rise waist and flowy knit fabric.
$29.90
An ivory floral skort with a ruffled tiered silhouette and high-rise smocked waistband.
$22.97 $49.90 54% off
A strapless white eyelet mini dress with a form-hugging fit and flirty front slit.
$19.90
A trendy brown tube top with ruched sides, crafted from cotton knit for a flattering fit.
$42.90
A medium denim halter romper with lace-up cutout bust and form-hugging fit for sunny days.
$29.90
A pink striped boxer skort featuring a mid-rise waist and form-hugging woven fabric.
$24.90
A multi-colored floral tie-front bikini top with puff sleeves and ruffled trim in knit fabric.
$26.90
A chic ivory lace mini skirt with a high-rise waist and eyelet lace trim.
$46.90
A charming floral babydoll mini dress in natural with a flowy ruffled silhouette and smocked bust.
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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: L | 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 Pink | Size: XS | Knit Fabric/Mesh Fabric/Mesh 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
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 Black-2 | Size: XL | Knit Fabric
Bring the dazzling glamour to the party in this long sleeve rhinestone mesh mini dress! Designed with a stretchy sheer mesh fabric with a partial knit lining, the mini-length dress is accented with all-over rhinestone embellishments for a gorgeous and chic shine. The square neckline shapes the bodice, and the unlined long sleeves have slit accents and flare out for a trendy look. The bodycon silhouette will hug your gorgeous curves. Style this mini dress with rhinestone heels for all the more sparkle. Fit & FeaturesStretchy sheer mesh fabric, partial knit lining, Rhinestone embellishments, Square neckline, Long bell sleeves with slit detail, Back zipper, hook and eye closure, Bodycon fit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Dazzling Glam Long Sleeve Rhinestone Mesh Mini Dress in Beige | Size: XL | Knit Fabric/Rhinestone/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 Pink | Size: XS | Knit Fabric/Mesh Fabric/Mesh Fabric
The first step is picking the right dress. You're going to be working it in this figure-hugging mini! Put your hair in a half-up-do and slip into some heels for a bomb AF look! The dress features a sleeveless cowl neckline, spaghetti straps that cross at the back, and an asymmetrical hem. Complete the outfit with sleek hoop earrings. Fit & FeaturesSleeveless drapey cowl neckline, Spaghetti straps, cross at back, Mini length, asymmetric hemline , Smooth knit fabric, metallic sheen , Form-hugging fit , Plenty of stretch , Runs true to size, Free Shipping on All Orders Over $75. | Windsor All The Right Moves Cowl Neck Mini Dress in Green | Size: S | 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 Navy Blue | Size: L | Knit Fabric/Mesh Fabric/Mesh Fabric
Summer Vacation Outfits
When it comes to curating the ultimate summer vacation outfits, it’s all about blending effortless style with a carefree spirit—because this is your time to shine, make memories, and live out every main character moment. Whether you’re packing your suitcase for a spontaneous beach escape or mapping out a week of city adventures with your ride-or-die crew, the right summer vacation outfit is your secret weapon for feeling like the best version of yourself. Think lightweight fabrics that let you dance under the sun, silhouettes that move with you from sunrise coffee runs to late-night rooftop hangs, and pops of color that catch the light (and maybe a few admiring glances). The Windsor girl knows that every getaway is its own kind of runway, and she’s here for the looks that turn travel days into style statements.
Gifting summer vacation outfits is basically giving the gift of confidence and adventure, so don’t be surprised if your bestie, sister, or even your mom lights up when she unwraps something cute for her next trip. These pieces are perfect for anyone who loves to celebrate every moment—think birthdays, graduations, or just-because treats for the friend who’s always planning the next group getaway. When you’re shopping for yourself, consider what makes you feel unstoppable: maybe it’s a flirty dress that’s just begging for a twirl on the boardwalk, or a matching set that makes getting ready a breeze after a day in the sun. Look for details that make your heart skip—smocked waists for comfort, adjustable straps for that just-right fit, and breezy cuts that keep you cool when the group chat decides to extend happy hour. And don’t forget, the best summer vacation outfits are the ones that work double duty, taking you from poolside lounging straight to dinner with a quick switch of accessories. If you’re on the hunt for more inspo or want to see how other Windsor girls are styling their looks, check out our curated collection of Summer Outfit Ideas for endless ways to keep the good vibes rolling all season long.