Casual Vacation Outfits
Sunshine, palm trees, and a whole lot of chill vibes—sounds like the perfect getaway, right? Whether you're jet-setting to a tropical paradise or hitting up a cozy cabin retreat, nailing that effortlessly chic look is a must. Enter: casual vacation outfits that scream laid-back luxe without breaking the bank. Think breezy dresses that dance with the ocean breeze, flirty skirts perfect for sunset strolls, and tops that keep you cool while turning up the heat. It's all about packing those versatile pieces that let you mix, match, and slay every day of your vacay. Grab your sunnies, girl, because these looks are ready to make waves!
$42.90
An ivory knit wrap skirt with a tie-waist and cascading fringe hem for a chic getaway look.
$9.97 $46.90 79% off
A blue gauze skater dress featuring a halter neckline, cutout bodice, and ruffled mini hem.
$32.90
A natural crochet maxi skirt featuring a high-rise waist and sultry high front slit.
$19.97 $49.90 60% off
An olive green gauze skater dress featuring a tie-front, ruffled tiers, and adjustable spaghetti straps.
$12.97 $29.90 57% off
An off-white cotton crop top featuring flowy short sleeves, a tie-front, and a flattering V-neckline.
$14.97 $42.90 65% off
A navy blue paisley skater dress with a halter V-neckline and playful tie-back design.
$14.97 $34.90 57% off
A chic strapless brown maxi dress with a high slit and flattering bodycon silhouette.
$44.90
A sultry black floral maxi dress with a V-neckline and form-hugging silhouette, perfect for vacations.
$49.90
A brown mesh maxi dress featuring a bold floral print, drapey cowl halter neckline, and curve-hugging fit.
$34.90
A mocha halter jumpsuit featuring a cutout bodice and flattering wide-leg silhouette in stretchy knit.
$6.97 $19.90 65% off
A black tropical print crop top with a plunging V-neckline and ruffled babydoll hem.
$20.97 $49.90 58% off
A sultry black knit jumpsuit featuring a cutout bodice and wide-leg silhouette.
$17.97 $42.90 58% off
A sultry taupe jumpsuit with a tropical print, featuring a cutout design and wide-leg silhouette.
$32.90
A relaxed off-white linen-blend crop top featuring a collared neckline and button-down front.
$38 $46.90 19% off
A chic black and white pinstripe romper with floral lace straps and a pleated skater skirt.
$10.97 $24.90 56% off
A tropical print maxi skirt in black mesh with a high-rise waist and sultry side slit.
$9.97 $34.90 71% off
A sheer black chiffon kimono featuring relaxed sleeves and a tie-front for effortless vacation layering.
$46.90 - $49.90
A chic black cargo jogger with high-waist, metal ring trims, and elastic hem for a sporty look.
$46.90
A brown woven midi dress with a ditsy floral pattern, corset bodice, and high front slit.
$44.90
A red floral print mesh maxi dress with a sleeveless sweetheart neckline and bodycon silhouette.
$19.97 $46.90 57% off
A vibrant yellow skater dress with a ruffled design, halter tie-back, and smocked high waist.
$59.90
A black crepe jumpsuit featuring a floral applique corset bodice and wide-leg pants with pockets.
$14.97 $38.90 62% off
A white eyelet knit skater dress featuring a sleeveless square neckline and adjustable spaghetti straps.
$39.90
A brown knit midi dress with ruched detailing and an off-the-shoulder neckline for casual elegance.
$10.97 $26.90 59% off
A rust satin paisley scarf top with a strapless neckline and tie-back design for effortless style.
$32.90
A breezy white eyelet knit skater dress featuring a square neckline and double-layered flared skirt.
$17.97 $42.90 58% off
An ivory halter romper with ruffled drop waist, faux leather belt, and hidden fitted shorts.
$34.90
A brown denim mini skort featuring a high-rise waist and dual front slits for a chic look.
$44.90
A sleeveless brown denim mini dress with a V-neck collar and zip-up front closure.
$10.97 $24.90 56% off
An olive tropical crop top with a strappy lace-up back and trendy palm print.
$39.90
A khaki denim skort with a high-rise waist and ruched drawstring for a unique touch.
$14.97 $44.90 67% off
A taupe paisley skater dress with a halter V-neck and stretchy smocked bodice.
$17.97 $42.90 58% off
A medium denim halter romper with lace-up cutout bust and form-hugging fit for sunny days.
$36.90
A cozy heather grey ribbed knit mini dress with an off-the-shoulder neckline and A-line silhouette.
$14.97 $34.90 57% off
A trendy wide-leg pant in brown abstract print with a flattering high-rise waist.
$32.90
A pair of dark denim mid-rise shorts with a vintage-inspired fabric and edgy frayed hem.
$44.90
A natural-colored knit mini dress with an off-the-shoulder neckline and twist popover accent.
$49.90
A trendy grey plaid shacket with a relaxed fit, perfect for layering during cozy season.
$36.90
A dark denim mini skort featuring a high-rise fit, faux wrap overlay, side tie, and frayed hem.
$29.90
A trendy brown striped knit mini dress with a mock neckline and long fitted sleeves.
$12.90
A black ribbed knit bandeau top with a strapless neckline and form-hugging fit.
$32.90
A trendy pair of grey mid-rise denim shorts featuring an acid wash design and form-hugging fit.
$49.90
A navy blue plaid woven shacket with a collared neckline and relaxed cropped fit.
$36.90
An edgy black acid-wash denim skort with a mini-length overlay and hidden shorts for coverage.
$35 $49.90 30% off
An effortlessly cute navy blue plaid shacket in faux wool, perfect for casual everyday styling.
$6.97 $29.90 77% off
A taupe ribbed knit bodycon mini dress with spaghetti straps and a scoop neckline for casual outings.
$34.90
A high-rise grey denim skort with an edgy acid wash and envelope front skirt design.
$24.90
A taupe ribbed knit tank top featuring a sleeveless V-neckline and partial button-down front.
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Achieve a perfectly stylish everyday look with this sleeveless ribbed knit midi dress! Designed with a comfortable ribbed knit fabric offering plenty of stretch, it features a V-neckline, spaghetti straps, a midi-length hem with a chic high front slit, and a form-hugging silhouette. Pair with a cropped denim jacket and clear mules. Fit & FeaturesStretchy ribbed knit fabric, V-neckline, Spaghetti straps, High front slit, Form-hugging fit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Perfectly Stylish Sleeveless Ribbed Knit Midi Dress in Black | Size: M | Knit Fabric
Channel the chic fall vibe in this ditsy floral woven midi dress featuring a sleeveless sweetheart neckline with a ruched bust and tie-front detail, thin tank shoulder straps, and a corset-style bodice. The high waist leads to a flowy A-line silhouette accented with a high-cut front slit. Fit & FeaturesDitsy floral-printed woven fabric, Sweetheart neckline, ruched bust, tie-front detail, underwire bust, Thin tank shoulder straps, Corset-style bodice with piping, high waist seam, Hidden side zipper and hook-eye closure, High front slit, Midi-length A-line fit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Chic Fall Vibe Ditsy Floral Corset Midi Dress in Brown | Size: S | Woven Fabric
Sweet Look Eyelet Knit Skater Dress in White
$14.97 $38.90
62% off
Capture hearts with your sweet look in this airy eyelet knit skater dress. You'll adore the flowy feel of the fit-and-flare silhouette. Fit & FeaturesEyelet knit fabric with knit lining, Sleeveless square neckline, underbust seam, Adjustable spaghetti straps, Skater silhouette, Mini-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sweet Look Eyelet Knit Skater Dress in White | Size: M | Knit Fabric
Create a cute picturesque 'fit in this corset A-line midi dress! The corset bodice and lace-up back add a touch of allure to the sweet silhouette. Fit & FeaturesWoven fabric lined with stretchy knit, Sweetheart neckline, tie-front detail, Thin adjustable straps, Corset bodice, lace-up back, High waist seam, Midi-length A-line silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Picturesque Cutie Corset Lace-Up A-Line Midi Dress in Light Blue | Size: S | Woven Fabric
Toasty Sweetheart V-Neck Bodycon Knit Midi Dress in Chartreuse
$15.97 $38.90
59% off
This sleeveless ribbed knit midi dress features a striking V-neckline and bodycon fit with a front slit detail for movement. Perfect for layering with a jacket and heels. Fit & FeaturesStretchy ribbed knit fabric, V-neckline, Spaghetti straps, Front slit, Midi-length bodycon fit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Toasty Sweetheart V-Neck Bodycon Knit Midi Dress in Chartreuse | Size: L | Knit Fabric
Show off your smooth moves in this strapless bodycon midi dress perfect for dressing up or down for any occasion! Fit & FeaturesRib knit fabric, sewn-in knit lining, moderate stretch, Strapless neckline, Side slit, Bodycon silhouette, Midi-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Smooth Talker Strapless Bodycon Midi Dress in Light Blue | Size: L | Knit Fabric
The perfect chic sleeveless midi dress for grabbing dinner downtown! Crafted from smooth knit fabric, this crew neck dress boasts curve-accentuating ruched seams along the bodycon silhouette and a sleek midi-length hem. Pair with kitten heels and a clutch. Fit & FeaturesSmooth knit fabric, stretchy knit lining, Sleeveless crew neck, Side ruched seams, Bodycon silhouette, Midi-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Dinner Downtown Sleeveless Ruched Midi Dress in Brown | Size: S | Knit Fabric
Show off pretty vibes in this adorable layered skater dress made with breezy eyelet knit fabric. Pair with sneakers for a cute casual look or wedges for a dressier style. Fit & FeaturesStretchy sheer eyelet knit fabric, partial knit lining, Square neckline, Spaghetti straps, Double-layered skater skirt, Short fit-and-flare silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Pretty Vibes Eyelet Knit Layered Skater Dress in White-2 | Size: L | Knit Fabric
Windsor Blissful Cutie Halter Cutout Skater Dress in Blue
$9.97 $46.90
79% off
Get swept off your feet in this cute skater dress for any casual occasion! With its halter neckline and cutout bodice, this dress is designed to show off your figure, while the ruffled mini-length hem adds a flirty touch. Fit & FeaturesGauze woven fabric, woven lining, Halter neckline with spaghetti strap ties, Stretchy smocked bust, Cutout bodice, Ruffled skater silhouette, Mini-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Blissful Cutie Halter Cutout Skater Dress in Blue | Size: M | Gauze/Woven Fabric
Windsor Breezy Chic Belted A-Line Maxi Dress in Ivory
$19.97 $59.90
67% off
Breezy chic, this A-line maxi dress is made with an airy gauze woven fabric accented with sheer lace insets. The belted waist leads to a long tiered flowy fit for that effortless vibe. Fit & FeaturesGauze woven fabric with sheer lace insets, Strapless sweetheart neckline with ruffled trim, Bust cutout with tie-front detail, ruching, underbust seam, Faux leather belted waist, gold metal buckle, Maxi-length hem, Tiered A-line silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Breezy Chic Belted A-Line Maxi Dress in Ivory | Size: L | Leather/Gauze/Sheer Lace Fabric