Cute Vacation Outfits
Pack your bags and grab your sunnies, because it's time to jet-set in style with the cutest vacation outfits that scream sunshine and selfies! Whether you're strolling along sandy beaches or sipping mocktails by the pool, these looks are all about turning heads and making memories. Think flirty florals, breezy fabrics, and playful prints that let you live out your wanderlust dreams. So go ahead, unleash your inner globe-trotter and rock those cute vacation outfits like the fearless fashionista you are!
$19.97 $32.90 39% off
A chic brown strapless A-line mini dress with pleated bust and stretchy knit fabric.
$49.90
A pink rhinestone-embellished mini dress with an A-line silhouette and adjustable spaghetti straps.
$64.90
A white woven skater dress featuring a lace-up back, ruched bust, and tiered A-line silhouette.
$38.90
A white eyelet knit skater dress featuring a sleeveless square neckline and adjustable spaghetti straps.
$38.90
A pink ribbed knit midi dress with a V-neckline, bodycon fit, and front slit detail.
$59.90
A light blue woven midi dress featuring a corset bodice and charming lace-up back detail.
$48.90
A flirty white mini skater dress featuring breezy eyelet knit fabric and a charming tie-back detail.
$42.90
A vibrant yellow halter bodycon mini dress in stretchy knit fabric, perfect for any occasion.
$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.
$44.90
A white floral skater dress with a strappy tie-back and ruffled mini-length hem.
$34.90
A black abstract floral mini dress featuring a cowl halter neckline and ruffled slit design.
$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.
$35.90
A sassy red-brown bodycon mini dress with a one-shoulder neckline and soft hacci knit fabric.
$20.97 $46.90 55% off
A white strapless skater dress with a ruched bodice and playful pleated hem.
$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.
$59.90
A charming red gingham skater dress featuring an open back, ruffled hem, and sweetheart neckline.
$39.90
An ivory lace romper featuring a strapless neckline, tiered ruffles, and a flattering drop waist.
$29.90
An airy orange woven midi skirt with a high slit, tie detail, and flowy slim-fit silhouette.
$36.90
A strapless black mini dress with a floral print and flattering bodycon fit in stretchy knit fabric.
$20.97 $46.90 55% off
An ivory chiffon skater dress featuring a smocked bodice, cutout accent, and breezy long sleeves.
$46.90
A chic black knit jumpsuit featuring a strapless neckline and flattering wide-leg silhouette.
$19.97 $32.90 39% off
A brown knit halter skater dress with ruched waist and a flirty double-layered skirt.
$46.90
An ivory gingham strapless midi dress with an A-line silhouette and convenient side pockets.
$52.90
A white eyelet lace skater dress featuring a scoop neckline and ruffled mini-length hem.
$32.90
A natural crochet maxi skirt with a high-rise waist and sultry front slit, perfect for vacations.
$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.
$36.90
An ivory floral print maxi skirt with a high-rise waist and flowy hem in stretchy knit fabric.
$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.
$46.90
A charming floral babydoll mini dress in natural with a flowy ruffled silhouette and smocked bust.
$34.90
A mocha halter jumpsuit featuring a cutout bodice and flattering wide-leg silhouette in stretchy knit.
$24.97 $54.90 55% off
A floral ivory skater dress with a halter V-neckline and voluminous silhouette for sunny days.
$44.90
A yellow skater dress featuring eyelet lace embroidery and a stretchy smocked bodice.
$44.90
A strapless pink crepe mini dress with an A-line silhouette, perfect for elegant occasions.
$44.90
A taupe paisley skater dress with a halter V-neck and flowy mini-length hem.
$19.90
An ivory floral print crop top in stretchy knit fabric with a bold, chic strapless design.
$30.90
An ivory eyelet midi dress with a dainty floral print and strapless bodycon fit.
$46.90
A pink sleeveless floral romper with a sweetheart neckline and adjustable spaghetti straps.
$19.97 $35.90 44% off
A strapless taupe midi dress with a tropical print and flared hem, perfect for vacations.
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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 Natural | Size: XS | Knit 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: L | 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
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
Cute Vacation Outfits
Every trip deserves a main character moment, and cute vacation outfits are basically your ticket to living that jet-set fantasy—whether you’re crossing continents or just crossing state lines. Think about it: you’re rolling your suitcase through the airport, playlist on blast, sunglasses on, and your look is already turning heads. That’s the vibe. The right vacation wardrobe is all about versatility and easy glam, with pieces that can take you from poolside lounging to rooftop dinners, from spontaneous sightseeing to last-minute dance floors. When you’re curating your getaway closet, it’s all about mixing effortless comfort with a little “look at me” energy. Flowy skirts that catch the breeze, flirty dresses that go from brunch to beach bonfire, lightweight tops that don’t wrinkle when you toss them in your bag—these are the MVPs you’ll be reaching for on repeat. Don’t sleep on those little details, either: adjustable straps, stretchy waistbands, or breezy fabrics that keep you cool even when the day’s plans heat up. And if you’re packing for a group trip or a bestie’s birthday bash, these pieces make the perfect “thinking of you” gift—because who doesn’t want to unwrap a little vacay magic?
It’s not just about the destination, it’s about those spontaneous moments when you want to feel cute, confident, and ready for whatever comes next. Maybe you’re planning a romantic getaway with your boo, or you’re the group’s designated “activities director” who always finds the best hidden gems. Maybe you’re treating your mom to a girls’ weekend, or you’re finally cashing in on that solo trip you’ve been dreaming about since forever. No matter who’s tagging along (even if it’s just your inner hype girl), your vacation style should be as bold and fun as your itinerary. The best cute vacation outfits are the ones that make you feel unstoppable—think bold prints, playful cutouts, and silhouettes that show off your personality. And let’s be real: packing light is a whole sport, so you want pieces that play well together, giving you endless outfit combos without overstuffing your carry-on. Add in a few statement accessories, and you’re basically set for every Instagrammable moment, from sunrise coffee runs to late-night gelato missions. If you’re vibing with laid-back looks that still serve style, check out our Casual Vacation Outfits for even more inspo.
Packing for a getaway isn’t just about clothes—it’s about the memories you’re about to make and the stories you’ll tell when you get back. Each outfit is like a little time capsule, ready to be part of your next adventure. Whether you’re gifting a few cute pieces to your travel buddy or treating yourself to a wardrobe refresh, remember: you deserve to feel fabulous every step of the way. So go ahead, chase the sun, dance until dawn, and let your style do the talking. The world is your runway, and your vacation wardrobe is your secret weapon—now get out there and show ‘em how it’s done.