Vacation Clothing Ideas
Sunshine, sandy toes, and a suitcase full of dreams—it's time to dive into those vacation clothing ideas that are as unforgettable as your next getaway. Whether you're jet-setting to a tropical paradise or planning a chic city escape, every Windsor girl knows the secret to slaying those vacay vibes is all about the right wardrobe. Picture breezy skirts that dance with the ocean breeze, dresses that turn heads faster than a sunset cocktail, and tops that make every moment Instagram-worthy. Your adventure awaits, and with these killer outfit ideas, you'll be living your best life in style. So pack your bags, grab your shades, and let's make some memories!
$38.90
A white sleeveless ribbed knit midi dress featuring a V-neckline and chic high front slit.
$46.90
A vibrant yellow skater dress with a ruffled skirt, halter tie-back, and smocked high waist.
$46.90
A sultry brown maxi dress featuring a cutout bodice, ruffled slit, and slinky knit fabric.
$44.90
A playful ivory knit mini dress with long sleeves, cutout details, and a bodycon fit.
$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.
$34.90
A black abstract floral mini dress featuring a cowl halter neckline and ruffled slit design.
$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.
$44.90
A black one-shoulder tropical maxi dress with a ruffled slit and metal-accented strap.
$46.90
An ivory striped midi dress with cutouts, adjustable straps, and dual side slits for casual elegance.
$19.97 $34.90 43% off
A strapless white bodycon mini dress with a bold floral print and sheer mesh overlay.
$29.90
An airy orange woven midi skirt with a high slit, tie detail, and flowy slim-fit silhouette.
$19.97 $35.90 44% off
A strapless ivory ribbed knit midi dress with asymmetric seams and a form-hugging silhouette.
$46.90
A chic black knit jumpsuit featuring a strapless neckline and flattering wide-leg silhouette.
$24.90
A rust-colored halter knit crop top perfect for festivals and sunny beach days.
$34.90
A pink floral mesh maxi skirt with a high-rise waist and flattering bodycon fit.
$36.90
A strapless black mini dress with a floral print and flattering bodycon fit for vacations.
$22.90
A natural crochet crop top featuring a halter neckline and spaghetti strap tie for vacation style.
$32.90
A natural crochet maxi skirt featuring a high-rise waist and sultry high front slit.
$36.90
An ivory floral print maxi skirt with a high-rise waist and flowy knit fabric.
$42.90
An ivory knit wrap skirt with a tie-waist and cascading fringe hem for a chic getaway look.
$19.90
A trendy brown tube top with ruched sides, crafted from cotton knit for a flattering fit.
$44.90
A sultry black floral maxi dress with a V-neckline and form-hugging silhouette for vacations.
$34.90
A sheer mesh zebra print maxi skirt in brown, perfect for vacation or going out.
$28 $39.90 30% off
A khaki woven midi dress featuring a smocked bodice, ruffled hem, and dual spaghetti straps.
$26.90
A black knit high-rise mini skort with lace trim, perfect for festivals and vacations.
$39.90
A denim mini skort with a mid-rise adjustable belted waist and form-hugging silhouette.
$34.90
A mocha halter jumpsuit featuring a cutout bodice and flattering wide-leg silhouette in stretchy knit.
$19.90
An ivory floral print crop top in stretchy knit fabric with a bold, chic strapless design.
$39.90
A breezy ivory lace maxi skirt with a high-rise waist, side slit, and asymmetric hem.
$19.90
A natural crochet bandeau crop top with a tie-front closure, perfect for vacations and festivals.
$19.97 $35.90 44% off
A strapless taupe midi dress with a tropical print and flared hem, perfect for vacations.
$59.90
An ivory A-line maxi dress featuring gauze fabric, sheer lace insets, and a faux leather belt.
$30.90
A breezy ivory linen-blend crop top with a collared V-neckline and twist-front hem.
$19.97 $35.90 44% off
A strapless tropical midi dress in dark marsala with a bodycon silhouette and side slit.
$19.90
A black tropical print crop top with a plunging V-neckline and ruffled babydoll hem.
$27.90
A chic pair of black and white gingham capri pants with a high-rise waist and side slits.
$26.90
A gold knit cropped halter top featuring cutouts and beaded detailing, perfect for vacations or prom.
$46.90
A charming floral babydoll mini dress in natural with a flowy ruffled silhouette and smocked bust.
$22.90
A flirty white eyelet string bikini bottom with dual spaghetti ties and cheeky coverage.
$49.90
A natural knit halter mini dress with a bodycon silhouette and unique texture for beach strolls.
$22.90
A chic brown bikini bottom with O-ring insets and cheeky coverage, perfect for sunny vacations.
$14.90
A black crochet mesh sarong with a tie-waist and sultry sheer design for beach outings.
$36.90
A sheer crochet kimono in natural with slouchy sleeves and an open front design.
$42.90
A brown strapless cotton-blend mini dress with cargo pockets and a bodycon silhouette.
$19.97 $44.90 56% off
A pink floral maxi dress with a form-hugging bodice and flowy hem, perfect for special occasions.
$44.90
A strapless blue skort romper with a bodycon fit and flirty skirt overlay for stylish outings.
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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
Vacation Clothing Ideas
Stepping into vacation mode is a whole vibe—one that calls for wardrobe upgrades that match your energy, your destination, and your wildest itinerary dreams. Whether you’re packing for a last-minute getaway with your besties, planning a girls’ trip that’s been on the group chat forever, or prepping for that much-deserved solo escape, the right vacation clothing isn’t just about looking cute (though, obviously, that’s non-negotiable). It’s about feeling unstoppable from wheels up to the last sunset selfie. Think breezy fabrics that move with you, silhouettes that go from beach strolls to rooftop dinners, and details that make every mirror check a mini celebration. The best vacation looks are the ones that can keep up with your spontaneous plans—like impromptu brunches, poolside lounging, and late-night adventures—without ever missing a beat. And let’s be real, half the fun is in the getting ready: turning your hotel room into a runway, swapping outfit inspo with your ride-or-die crew, and making every outfit change feel like a main character moment.
Shopping for vacation clothing is basically an act of self-care—and if you’re the friend who’s always the designated stylist, it’s a love language, too. These pieces are made for gifting, especially for birthdays, bachelorette weekends, or just-because surprises that say, “Pack your bags, we’re making memories.” If you’re curating a capsule for yourself, think about versatility: outfits that play nicely together, layer like a dream, and handle a little sand, sun, or late-night dancing without complaint. Prioritize comfort, but never compromise on style; look for adjustable straps, stretchy waistbands, and flowy fits that let you live your best life from sunrise to after-hours. And don’t sleep on accessories—they’re the secret sauce that takes an outfit from cute to “where’d you get that?” status. When you’re ready to get inspired (or just want to treat yourself to a mini shopping spree while daydreaming about your next destination), check out the curated edit of Cute Vacation Outfits for all the looks that’ll have you booking flights just to show them off.
Every trip is a fresh chance to rewrite your style story and collect memories you’ll laugh about for years. Your vacation wardrobe should feel like a passport to confidence—ready for every group pic, every spontaneous detour, and every unforgettable night out. Whether you’re gifting a travel-obsessed bestie or treating yourself to a closet refresh, the right pieces are more than just clothes; they’re the outfits you’ll remember in every photo, the comfort you’ll crave after a day of exploring, and the little reminders that you’re always the main character, no matter where you land. So, hype yourself up, lean into your signature style, and let your vacation looks do the talking—because the world is your runway, and you were born to turn heads.