Outfits For Island Vacation
Sun-kissed days and balmy nights are calling your name, and it's time to answer with the perfect outfits for island vacation vibes. Whether you're sipping coconut cocktails beachside or dancing under the stars, we've got the styles to make sure all eyes are on you. Think breezy dresses that catch the ocean breeze just right, skirts that sway with every step you take on sandy shores, and tops that scream effortless chic. Our curated collection is all about making waves and turning heads, ensuring your island getaway is as unforgettable as you are. So pack your bags, grab your sunnies, and get ready to slay the island scene like the fearless fashionista you are!
$46.90
A white strapless skater dress with a ruched bodice and playful pleated hem.
$17.97 $42.90 58% off
An ivory knit jumpsuit with a plunging halter neckline and bold cutout bodice for vacation style.
$79.90
A pink mini dress with faux pearl embellishments, featuring a cowl neckline and strappy open-back design.
$46.90
A vibrant yellow skater dress with a ruffled skirt, halter tie-back, and smocked high waist.
$48.90
A breezy white mini skater dress featuring eyelet knit fabric and a flirty tie-back detail.
$34.90
A black abstract floral mini dress featuring a cowl halter neckline and ruffled slit design.
$35.90
A natural-colored sleeveless wrap mini dress in stretchy knit fabric with a form-hugging fit.
$46.90
A sultry brown maxi dress featuring a cutout bodice, ruffled slit, and slinky knit fabric.
$36.90
An olive rib knit bodycon mini dress with a playful front knot tie and asymmetrical hem.
$44.90
A black cotton-blend halter skater romper with a plunge neckline and playful silhouette.
$36.90
A green knit mini dress featuring a halter neckline, open back, and pleated sweetheart bust.
$29.90
An airy orange woven midi skirt with a high slit, tie detail, and flowy slim-fit silhouette.
$34.90
A strapless white bodycon mini dress with a bold floral print and sheer mesh fabric.
$42.90
A black knit maxi dress with a tropical floral print and flattering ruched bodycon silhouette.
$62.90
An ivory floral skater dress with a corset bodice, lace trim, and adjustable straps.
$59.90
A white woven maxi dress featuring a floral print, open tie back, and ruffled silhouette.
$32 $39.90 20% off
An ivory boho lace romper featuring an off-the-shoulder neckline and a skater silhouette.
$52.90
A white eyelet skater dress featuring a ruffled hem and spaghetti straps for flirty charm.
$35.90
A strapless ivory midi dress with ribbed knit fabric and asymmetric seams for a chic silhouette.
$42.90
An ivory halter romper with ruffled drop waist, faux leather belt, and hidden fitted shorts.
$59.90
An ivory floral lace mini dress featuring a strapless corset-inspired bodice and ruffled A-line silhouette.
$39.90
An ivory sheer lace maxi skirt with a high-rise waist, adjustable ruching, and asymmetric hem.
$38.90
A white eyelet knit skater dress featuring a sleeveless square neckline and adjustable spaghetti straps.
$54.90
A floral ivory skater dress with a halter V-neckline and voluminous silhouette for sunny days.
$42.90
A strapless ivory floral mesh maxi dress with a bodycon silhouette for a stunning vacation look.
$44.90
A sage woven romper featuring a flirty tie-back design and ruffled shorts hem.
$30.90
An ivory eyelet midi dress with a dainty floral print and strapless bodycon fit.
$46.90
A charming floral babydoll mini dress in natural with a flowy ruffled silhouette and smocked bust.
$59.90
An ivory A-line maxi dress featuring gauze fabric, sheer lace insets, and a faux leather belt.
$45.90
A chic brown maxi dress featuring an abstract print, cutout bodice, and sultry side slit.
$49.90 - $52.90
A white linen skater dress featuring a corset lace-up back and sweetheart neckline with bust tie.
$39.90
A natural striped knit mini dress with a flirty cutout back and bodycon fit.
$39.90
A black knit maxi dress with a cutout bodice and high slit for sultry occasions.
$42.90
An ivory knit wrap skirt with a tie-waist and cascading fringe hem for a chic getaway look.
$45.90
A black floral maxi dress with a V-neckline, spaghetti straps, and a flowy floor-length hem.
$36.90
An ivory floral print maxi skirt with a high-rise waist and flowy knit fabric.
$44.90
A black one-shoulder tropical maxi dress with a ruffled slit and metal-accented strap.
$44.90
A sultry black floral maxi dress with a V-neckline and form-hugging silhouette, perfect for vacations.
$44.90
An airy taupe maxi dress with an abstract print, strapless neckline, and high side slit.
$24.90
A stylish brown triangle bikini top with O-ring insets and a flirty knotted bust.
$56.90
A natural floral chiffon romper featuring a strapless neckline and flattering drop waist seam.
$49.90
A sleeveless sage maxi dress with a flirty bust tie and flowy ruffled silhouette.
$36.90
A strapless black mini dress with a floral print and flattering bodycon fit in stretchy knit fabric.
$49.90
A chic brown knit jumpsuit featuring an open back, hoop neckline, and wide-leg silhouette.
$49.90
A natural knit halter mini dress with a bodycon silhouette and unique texture for beach strolls.
$44.90
A pink floral maxi dress with a form-hugging bodice and flowy hem, perfect for special occasions.
$36.90
A sheer crochet kimono in natural with slouchy sleeves and an open front design.
$49.90
A chic yellow skater dress featuring a lace-up corset bodice and adjustable tank straps.
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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, 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 Yellow | Size: M | Knit Fabric/Mesh Fabric/Mesh 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
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: S | 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: L | Knit Fabric/Rhinestone/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: L | Knit Fabric
Both sexy and demure, the Kristen party dress wows from every angle! Perfect for bachelorette weekends, themed soirees, and formal birthdays! She features a sleeveless sweetheart neckline with a padded bust, cowl draping, adjustable spaghetti straps, and side ruched seams that hug your curves along her short bodycon silhouette. The formal party dress is composed of a faux pearl embellished mesh fabric with a stretchy knit lining. Complete the look in statement block heels. Fit & FeaturesSleeveless sweetheart neckline, Padded bust, cowl draping, Adjustable spaghetti straps, Side ruched seams, bodycon silhouette, Mini-length hem, Faux pearl embellishments, mesh fabric, stretch knit lining, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Kristen Faux Pearl Mini Party Dress in White | Size: M | Knit Fabric/Mesh Fabric/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: XL | Knit Fabric/Mesh Fabric/Mesh 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: M | Knit Fabric
Outfits For Island Vacation
Ah, island vacations – the mere thought sends a wave of excitement tingling down your spine, doesn’t it? Picture this: balmy breezes, the sun kissing your skin, and an endless horizon of turquoise waters that blend seamlessly into azure skies. It’s not just a getaway; it’s a blissful escape from the everyday hustle. And what’s an escape without the perfect wardrobe to make you feel like the queen of the island? Whether it's a spontaneous adventure with your squad or a planned retreat to rejuvenate your spirit, each moment deserves to be dressed in nothing but the best.
When packing for paradise, the key is to blend comfort with style—think light, airy fabrics that dance with the wind and vibrant colors that mirror the island's exotic beauty. An island vacation dress isn't just a garment; it's your partner as you explore quaint coastal towns, dine by the seaside, or let loose at a sun-drenched beach party. It’s the confidence you wear as you sip on a coconut, your feet dipped in warm sand, laughing over a shared joke with friends. These dresses are designed to make you feel effortlessly chic, capturing the carefree essence of your surroundings. And let’s not forget, they make stunning gifts too! Imagine gifting such a dress to your bestie or sister, essentially handing them not just a piece of clothing, but an invitation to adventure and relaxation.
Now, while the dresses steal the spotlight, let’s not underestimate the power of the right accessories and complementary pieces. A flowy kimono, a pair of gladiator sandals, or a statement necklace can elevate your look from simple to stunning, making every picture of you scream, ‘vacation goals’. And for those chillier island nights? A lightweight, stylish wrap or a boho-chic sweater will keep the vibe just right. Remember, every piece you choose is a stroke in the painting that is your vacation experience – make it vibrant, make it unforgettable. For more inspiration on creating these perfect ensembles, check out our collection of Cute Vacation Outfits. Here at Windsor, we’re all about making those windsor vacations not just a trip, but a full-on, fabulous fashion statement that you’ll reminisce about for years to come. So, pack up, dress up, and get ready to turn the island into your personal runway.