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.
$44.90
A brown cotton-blend romper with a halter plunge neckline and playful skater silhouette.
$39.90
A breezy ivory lace maxi skirt with a high-rise waist, side slit, and asymmetric hem.
$44.90
A gold metallic knit maxi dress featuring a plunge cowl halter neckline and adjustable strappy open back.
$20.97 $46.90 55% off
An abstract red knit maxi dress featuring a cowl neckline with hoop trims and a high side slit.
$42.90
An ivory knit wrap skirt with a tie-waist and cascading fringe hem for a chic getaway look.
$46.90
A chic black knit jumpsuit featuring a strapless neckline and flattering wide-leg silhouette.
$59.90
An ivory A-line maxi dress featuring gauze fabric, sheer lace insets, and a faux leather belt.
$39.90
A denim mini skort with a mid-rise adjustable belted waist and form-hugging silhouette.
$39.90
A sheer white crochet knit cover-up dress with long sleeves, plunge neckline, and chic hoop insert.
$32.90
A natural crochet maxi skirt featuring a high-rise waist and sultry high front slit.
$54.90
A denim woven maxi dress featuring a flowy ruffled silhouette, square neckline, and spaghetti straps.
$29.90
An off-white cotton crop top featuring flowy short sleeves, a tie-front, and a flattering V-neckline.
$38.90
A vibrant pink mini dress featuring a leopard snake print, mesh fabric, side cutout, and ruffled slit.
$24.90
An olive tropical crop top with a strappy lace-up back and trendy palm print.
$34.90
A sheer mesh zebra print maxi skirt in brown, perfect for vacation or going out.
$34.90
A chic brown strapless maxi dress with a high slit and flattering bodycon silhouette.
$19.97 $39.90 50% off
A natural paisley-print maxi dress in mesh with a bodycon fit, square neckline, and high side slit.
$44.90
A sultry black floral maxi dress with a V-neckline and form-hugging silhouette, perfect for vacations.
$34.90
A mocha halter jumpsuit featuring a cutout bodice and flattering wide-leg silhouette in stretchy knit.
$9.97 $19.90 50% off
A black tropical print crop top with a plunging V-neckline and ruffled babydoll hem.
$34.90
A trendy wide-leg pant in brown abstract print with a flattering high-rise waist.
$29.90
A rust-colored halter crop top in slinky knit fabric perfect for festivals or vacations.
$29.90
A black floral mesh crop top featuring long sleeves, a tie-front closure, and an ultra-cropped hem.
$19.97 $34.90 43% off
A yellow striped knit mini dress featuring a twisted strapless neckline and flattering bodycon silhouette.
$18.97 $44.90 58% off
A strapless blue skort romper with a bodycon fit and flirty skirt overlay for stylish outings.
$49.90
A sultry black knit jumpsuit featuring a cutout bodice and wide-leg silhouette.
$26.90
A vibrant orange floral tube top in chiffon with a tie-back detail and stretchy smocked panel.
$36.90
A natural high-rise mini skort featuring a printed woven overlay, side tie, and stretchy knit shorts lining.
$39.90
A black floral mesh maxi skirt featuring a high-rise waist, dramatic front slit, and attached panty lining.
$14.90
A beige jelly sandal featuring a thong strap, pretty flower accent, and easy open-back design.
$39.90
A black tropical print maxi skirt in stretchy knit fabric featuring a high front slit and flowy silhouette.
$29.90
A black tropical print crop top in stretchy knit fabric with long sleeves and a sultry tie-front.
$24.90
A black tropical print maxi skirt in sheer mesh with a high-rise waist and sultry side slit.
$34.90
An ivory crochet lace kimono with a relaxed fit, perfect for festival or vacation vibes.
$36.90
A pair of mid-rise denim hot shorts with a color wash tint and cheeky fit.
$9.97 $56.90 82% off
A floral chiffon romper in natural with a strapless neckline and flattering drop waist seam.
$9.97 $29.90 67% off
A boho chic ivory lace flare pant with a high-rise waist and sheer floral design.
$32.90
A relaxed off-white linen-blend crop top featuring a collared neckline and button-down front.
$44.90
A brown tropical-print knit jumpsuit featuring a halter neckline, cutout bodice, and wide-leg silhouette.
$36.90
A denim satin mini dress with a ruched wrap silhouette and sleeveless square neckline.
$42.90
A sleek black knit midi dress with a high slit, cowl neckline, and spaghetti straps.
$39.90
An ivory lace romper with a plunging V-neck, open back, and ruffled mini-length overlay.
$44.90
A red floral print mesh maxi dress with a sleeveless sweetheart neckline and lace trim.
$35.90
A pink sleeveless bodycon midi dress with a square neckline and stretchy knit fabric.
$48.90
A breezy white eyelet knit mini skater dress with a flirty tie-back and ruffled hem.
$24.90
A form-hugging ivory crop tube top with a strapless neckline in stretchy knit fabric.
Now Trending
Windsor Beautifully Beaded Mesh Crop Top in Black | Size: S | Mesh Fabric/Sheer Mesh Fabric Free Shipping on All Orders Over $75.
Embrace sultry charm and chic style with this ruched corset crop top. The flattering off-the-shoulder neckline exudes elegance, while the gathered hook and eye bodice accentuate your hourglass figure. Its cropped length offers a fresh, modern edge—perfect with high-waisted denim or skirts. The tie sleeves introduce a playful touch to this versatile top, ideal for amplifying a night-out ensemble or a casual brunch look with friends. Fit & FeaturesOff-the-shoulder neckline, ruched short sleeves, Sweetheart bust with lace trim, Padded cups, built-in non-slip strip , Hidden front hook-eye closures, Cropped hem, Lined mesh fabric, minimal stretch, Runs true to size , Free Shipping on All Orders Over $75. | Windsor Hooked In Ruched Crop Top in Beige | Size: L | Mesh Fabric/Mesh Fabric
Take the plunge and dare to show skin in this sleeveless halter crop top for a night out! Featuring a halter cowl neckline with bar trim, an open back, and a stylish crop hem, this top is perfect for standing out and making a statement. Complete the look in sleek faux leather pants. Fit & FeaturesSlinky knit fabric, plenty of stretch, Bar trim, Cropped hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Take The Plunge Sleeveless Halter Crop Top in Black | Size: S | Leather/Knit Fabric
Bring the heat in this fab crop top! It features a round neckline, long sleeves, and a cropped hem. The all-over heat stones give this top all the dazzling shine you need! The crop top is composed of a sheer unlined mesh fabric that offers a form-hugging fit with a moderate stretch. Complete look with a high waist mini skirt and heels for a stunning night out look. Fit & FeaturesCrew neckline, Long fitted sleeves, Heat stones, Cropped hem, Unlined mesh fabric, Form-hugging fit, moderate stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Feel The Heat Stone Crop Top in Black | Size: L | Mesh Fabric/Mesh Fabric
Everyone will want your style secrets after seeing you in this glitzy rhinestone crop top! It features a crew neckline, long fitted sleeves, a fitted cropped hem, and is composed of a sultry sheer fishnet fabric with all-over mini rhinestone embellishments. Style over a lacy bralette with faux leather pants for a night out. Fit & FeaturesCrew neckline, Long fitted sleeves, Fitted cropped hem, Sheer fishnet fabric, Mini rhinestone embellishments, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Glitzy Muse Rhinestone Fishnet Crop Top in White | Size: S | Leather/Rhinestone
Get ready to feel the vibes of this elevated basic halter V-neck crop top! It's perfect for styling with any bottoms. Fit & FeaturesSmooth knit, cotton-blend, stretchy fabric, Halter V-neck, Crop hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Feel The Vibes Halter V-Neck Crop Top in White | Size: M | Cotton/Stretchy Fabric
Your new favorite date night top. This sultry lace trim corset halter top flatters your figure and exudes romance! Fit & FeaturesLace fabric, sewn-in knit lining, Plunge lace trim halter neckline with ties, Underwire bust, flexible boning, Corset fitted bodice, side zipper and hook-eye closure, Cropped length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Gorgeous Night Lace Trim Corset Halter Top in Black | Size: S | Lace Fabric/Knit Fabric
Embrace the sultry vibes of this cowl neck crop top for your next happy hour spree! Pair with the matching skirt to complete the vibe. Shop Matching Bottoms: Always Happy Hour High-Rise Slit Midi Skirt, Catch The Curve High Slit Midi SkirtFit & FeaturesDouble-lined slinky knit stretchy fabric, Cowl neckline, Adjustable spaghetti straps, Side ruched seams, Fitted crop hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Always Happy Hour Cowl Neck Crop Top in Green-2 | Size: L | Knit Fabric/Stretchy Fabric
Trendy Cutie Lace-Up Ribbed Smooth Knit Crop Top in Black
$10.97 $24.90
56% off
You'll be such a trendy cutie in this lace-up ribbed smooth knit crop top! Made with the iconic ribbed smooth knit fabric, it offers plenty of stretch for ultra-comfortable wear. The top features a crew neckline, short sleeves, an open lower back with a lace-up strappy design to add some allure, and a cropped hem with a form-hugging fit for a snatched look. Style with a denim skirt and lace-up heels! Fit & FeaturesRibbed smooth knit fabric, plenty of stretch, Crew neckline, Short sleeves, Open lower back, lace-up straps, tie closure, Cropped, Form-hugging fit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Trendy Cutie Lace-Up Ribbed Smooth Knit Crop Top in Black | Size: XS | Knit Fabric
Have a major glitzy chic moment in this mesh crop top embellished with all-over rhinestones for a stunning shine. The top features a sleeveless halter neckline with a cowl neck bust, halter neck ties, and a form-hugging fit. Fit & FeaturesSheer mesh fabric with knit lining, plenty of stretch, All-over rhinestone embellishments, Sleeveless halter neckline, cowl neck bust, Halter neck ties, Fitted cropped hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Glitzy Chic Cropped Rhinestone Halter Top in Beige | Size: S | Knit Fabric/Rhinestone/Mesh Fabric
Vacation Clothing Ideas
When it comes to packing for a getaway, your suitcase is basically your passport to feeling like the main character—so make every piece count. Whether you’re jet-setting to a tropical paradise, road tripping with your besties, or planning a dreamy staycation, the secret sauce is all about mixing comfort with confidence. Think breezy linen sets that keep you cool from sunrise to golden hour, cotton tees that play nice with literally everything, and wide-leg pants that move with you as you chase sunsets or last-minute dinner reservations. The real MVPs are those versatile pieces you can style up or down, turning a late-night adventure into an impromptu photo shoot. And don’t even get us started on accessories—oversized sunnies, statement earrings, and a swipe of bold lip color can take your look from “just landed” to “where’s the afterparty?” faster than you can say “out of office.”
If you’re shopping for yourself (because self-love is always in style) or looking for the perfect gift for your ride-or-die, vacation clothing ideas are the ultimate game-changer. Imagine gifting your BFF a matching set that’s made for poolside lounging and spontaneous brunches, or surprising your sister with a flowy dress that’ll have her twirling through every Insta story. Windsor vacation outfits are made for those who want to own every moment—whether you’re exploring a new city, dancing under the stars, or just soaking up good vibes with your crew. Prioritize lightweight, breathable fabrics that keep you feeling fresh, even when the group chat dares you to take on a full day of exploring. And don’t underestimate the power of layers; a denim jacket or a slouchy cardigan is your ticket to surviving chilly flights or breezy nights without missing a beat. Shoes? Go for comfort-meets-style: think cute slip-ons for airport sprints and sandals that can handle both boardwalk strolls and rooftop cocktails.
Packing for a trip is your chance to curate a wardrobe that feels as adventurous as your itinerary. Start with a foundation of neutral colors for easy mixing and matching, then add pops of personality with bold prints, vibrant accessories, or a killer pair of shades. The best vacation looks are the ones that make you feel unstoppable—ready for a day of sightseeing, a spontaneous dip in the pool, or a night out that turns into morning. If you’re looking to level up your wanderlust wardrobe, check out our curated picks for Stylish Vacation Wear and get inspired to pack like a pro. No matter where your travels take you, remember: you’re not just dressing for the destination—you’re dressing for the memories you’re about to make.