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!

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$38.90

4.577778 star rating

A white sleeveless ribbed knit midi dress featuring a V-neckline and chic high front slit.

Sale

$19.97 $46.90 57% off

4.75 star rating

A vibrant yellow skater dress with a ruffled skirt, halter tie-back, and smocked high waist.

$44.90

4.6 star rating

A brown cotton-blend romper with a halter plunge neckline and playful skater silhouette.

$39.90

5 star rating

A breezy ivory lace maxi skirt with a high-rise waist, side slit, and asymmetric hem.

$44.90

4.6 star rating

A gold metallic knit maxi dress featuring a plunge cowl halter neckline and adjustable strappy open back.

$42.90

4.6 star rating

An ivory knit wrap skirt with a tie-waist and cascading fringe hem for a chic getaway look.

Sale

$19.97 $59.90 67% off

4 star rating

An ivory A-line maxi dress featuring gauze fabric, sheer lace insets, and a faux leather belt.

Sale

$19.97 $46.90 57% off

4.5 star rating

A chic black knit jumpsuit featuring a strapless neckline and flattering wide-leg silhouette.

$39.90

4.75 star rating

A denim mini skort with a mid-rise adjustable belted waist and form-hugging silhouette.

$39.90

4.5 star rating

A sheer white crochet knit cover-up dress with long sleeves, plunge neckline, and chic hoop insert.

$32.90

4.5 star rating

A natural crochet maxi skirt featuring a high-rise waist and sultry high front slit.

Sale

$19.97 $54.90 64% off

5 star rating

A denim woven maxi dress featuring a flowy ruffled silhouette, square neckline, and spaghetti straps.

Sale

$12.97 $29.90 57% off

5 star rating

An off-white cotton crop top featuring flowy short sleeves, a tie-front, and a flattering V-neckline.

$38.90

5 star rating

A vibrant pink mini dress featuring a leopard snake print, mesh fabric, side cutout, and ruffled slit.

$34.90

4.666667 star rating

A sheer mesh zebra print maxi skirt in brown, perfect for vacation or going out.

Sale

$10.97 $24.90 56% off

4 star rating

An olive tropical crop top with a strappy lace-up back and trendy palm print.

Sale

$14.97 $34.90 57% off

4.5 star rating

A chic brown strapless maxi dress with a high slit and flattering bodycon silhouette.

$44.90

5 star rating

A sultry black floral maxi dress with a V-neckline and form-hugging silhouette, perfect for vacations.

Sale

$9.97 $39.90 75% off

5 star rating

A natural paisley-print maxi dress in mesh with a bodycon fit, square neckline, and high side slit.

$34.90

3 star rating

A mocha halter jumpsuit featuring a cutout bodice and flattering wide-leg silhouette in stretchy knit.

Sale

$6.97 $19.90 65% off

4.5 star rating

A black tropical print crop top with a plunging V-neckline and ruffled babydoll hem.

Sale

$14.97 $34.90 57% off

5 star rating

A trendy wide-leg pant in brown abstract print with a flattering high-rise waist.

$29.90

3 star rating

A black floral mesh crop top featuring long sleeves, a tie-front closure, and an ultra-cropped hem.

Sale

$20.97 $49.90 58% off

5 star rating

A sultry black knit jumpsuit featuring a cutout bodice and wide-leg silhouette.

Sale

$10.97 $26.90 59% off

5 star rating

A vibrant orange floral tube top in chiffon with a tie-back detail and stretchy smocked panel.

$36.90

5 star rating

A natural high-rise mini skort featuring a printed woven overlay, side tie, and stretchy knit shorts lining.

Sale

$16.97 $39.90 57% off

5 star rating

A black floral mesh maxi skirt featuring a high-rise waist, dramatic front slit, and attached panty lining.

$14.90

2 star rating

A beige jelly sandal featuring a thong strap, pretty flower accent, and easy open-back design.

Sale

$12.97 $29.90 57% off

A black tropical print crop top in stretchy knit fabric with long sleeves and a sultry tie-front.

Sale

$16.97 $39.90 57% off

A black tropical print maxi skirt in stretchy knit fabric featuring a high front slit and flowy silhouette.

Sale

$10.97 $24.90 56% off

A black tropical print maxi skirt in sheer mesh with a high-rise waist and sultry side slit.

Sale

$18.97 $44.90 58% off

A brown tropical-print knit jumpsuit featuring a halter neckline, cutout bodice, and wide-leg silhouette.

$36.90

A pair of mid-rise denim hot shorts with a color wash tint and cheeky fit.

$34.90

An ivory crochet lace kimono with a relaxed fit, perfect for festival or vacation vibes.

$32.90

A relaxed off-white linen-blend crop top featuring a collared neckline and button-down front.

Sale

$9.97 $29.90 67% off

A boho chic ivory lace flare pant with a high-rise waist and sheer floral design.

Sale

$9.97 $56.90 82% off

A floral chiffon romper in natural with a strapless neckline and flattering drop waist seam.

$36.90

4.660131 star rating

A denim satin mini dress with a ruched wrap silhouette and sleeveless square neckline.

Best Seller

$39.90

4.40625 star rating

An ivory lace romper with a plunging V-neck, open back, and ruffled mini-length overlay.

$44.90

4.954546 star rating

A red floral print mesh maxi dress with a sleeveless sweetheart neckline and lace trim.

$39.90

4.7 star rating

A brown knit midi dress with long sleeves, off-the-shoulder neckline, and ruched bodycon fit.

$35.90

5 star rating

A pink sleeveless bodycon midi dress with a square neckline and stretchy knit fabric.

Sale

$19.97 $48.90 59% off

4.5 star rating

A flirty white mini skater dress featuring a breezy eyelet knit and charming tie-back detail.

Sale

$10.97 $26.90 59% off

4.857143 star rating

A rust satin paisley scarf top with a strapless neckline and tie-back design for effortless style.

$24.90

4.714286 star rating

A form-hugging ivory crop tube top with a strapless neckline in stretchy knit fabric.

Sale

$17.97 $42.90 58% off

4.75 star rating

An ivory halter romper with ruffled drop waist, faux leather belt, and hidden fitted shorts.

$39.90

4.75 star rating

A strapless black and white striped mini dress with a cutout bodice and bodycon silhouette.

$44.90

5 star rating

A sleeveless brown denim mini dress with a V-neck collar and zip-up front closure.

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Windsor Beautifully Beaded Mesh Crop Top in Black
(59) 4.779661 star rating

Windsor Beautifully Beaded Mesh Crop Top in Black | Size: S | Mesh Fabric/Sheer Mesh Fabric Free Shipping on All Orders Over $75.

Hooked In Ruched Crop Top in Beige
(57) 4.7894735 star rating

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 Sleeveless Halter Crop Top in Black
(39) 4.769231 star rating

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

Windsor Feel The Heat Stone Crop Top in Black
(28) 4.714286 star rating

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

Windsor Glitzy Muse Rhinestone Fishnet Crop Top in White
(13) 4.923077 star rating

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

Feel The Vibes Halter V-Neck Crop Top in White
(12) 4.4166665 star rating

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

Windsor Always Happy Hour Cowl Neck Crop Top in Green-2
Sale
(10) 5 star rating

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
Sale
(9) 5 star rating

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

Windsor Party Diva Cropped Rhinestone Halter Top in Brown
(8) 4.875 star rating

A cropped rhinestone halter top that'll inspire your next going-out look! It features a sultry plunge cowl neckline and a partially open back that turns heads. Pair with jeans. Fit & FeaturesSheer mesh fabric with knit lining, moderate stretch, Studded rhinestones, Plunging halter neckline, cowl bust, Mini bar strap at bust, Halter neck ties, partially open back , Fitted cropped hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Party Diva Cropped Rhinestone Halter Top in Brown | Size: L | Knit Fabric/Rhinestone/Mesh Fabric

Glitzy Chic Cropped Rhinestone Halter Top in Beige
(8) 4.25 star rating

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: M | Knit Fabric/Rhinestone/Mesh Fabric

Vacation Clothing Ideas