Island Maxi Dresses
Sashay into paradise vibes with our collection of island maxi dresses, where every piece is your passport to sun-kissed adventures and breezy elegance. Whether you're planning a dreamy getaway or just want to channel those tropical feels right at home, these dresses are your ultimate style companions. Think flowy silhouettes that dance with the ocean breeze and vibrant prints that make you feel like the queen of your own island. Perfect for lazy beach days or sizzling sunset soirées, these island maxi dresses will have you living your best life—no plane ticket required!
$19.97 $44.90 56% off
A pink floral maxi dress with a form-hugging bodice and flowy hem, perfect for special occasions.
$46.90
A sultry brown maxi dress featuring a twist plunge V-neckline, cutout bodice, and ruffled slit.
$19.97 $29.90 33% off
A strapless black floral maxi dress with a ruffle neckline, front slit, and stretchy knit fabric.
$22.97 $49.90 54% off
An airy pink mesh maxi dress with a bold floral print and adjustable spaghetti straps.
$39.90
A curve-flaunting black floral mesh maxi dress with a lace-up strappy back and flared hem.
$44.90
A black one-shoulder tropical maxi dress with a ruffled slit and metal-accented strap.
$59.90
A dreamy white floral maxi dress with an open tie back and ruffled silhouette.
$22.97 $49.90 54% off
A sage woven maxi dress featuring a flirty bust tie and flowy ruffled silhouette.
$49.90
An ivory off-the-shoulder pleated maxi dress with a flowy silhouette and drop waist seam.
$39.90
A strapless tropical maxi dress with a palm print, mesh fabric, and a high side slit.
$44.90
A sultry black floral maxi dress with a V-neckline and form-hugging silhouette for vacations.
$26.97 $59.90 55% off
A chic black V-neck maxi dress with color block panels and trendy spaghetti straps.
$26.97 $59.90 55% off
A chic black satin maxi dress with a halter neckline and high front slit for bold elegance.
$59.90
An ivory A-line maxi dress featuring gauze fabric, sheer lace insets, and a faux leather belt.
$22.97 $49.90 54% off
A pink floral mesh maxi dress with a mermaid silhouette and adjustable spaghetti straps.
$44.90
A red floral print mesh maxi dress with a sleeveless sweetheart neckline and lace trim.
$42.90
A strapless black floral mesh maxi dress with a bodycon fit and high-side slit.
$42.90
An abstract print maxi dress with a ruched bodycon silhouette and sheer off-the-shoulder sleeves.
Now Trending
Create a captivating entrance in this formal wrap dress for your next soiree. All eyes are on you in this stylishly chic long formal dress with a plunging V-neckline to perfectly display a sparkling rhinestone lariat or delicate layers of dainty necklaces. Fit & FeaturesCrepe fabric, moderate stretch, Asymmetrical wrap V-neckline, Adjustable spaghetti straps, Ruched detailing, slim-fit bodice, High front slit, floor-length wrap silhouette, Runs true to size, Where to Wear:Prom, black-tie weddings, and formal parties. Free Shipping on All Orders Over $75. | Windsor Sasha Formal High Slit Wrap Dress in Black | Size: XS | Rhinestone
Sultry and stunning, the Alisha formal dress will keep all eyes on you. With thin rhinestone detailed straps that give effortless sparkle and a curve-hugging silhouette, and an alluring high slit. Fit & FeaturesLightweight, breathable stretchy fabric, Sleeveless cowl neckline, Rhinestone detailed straps, High waist seam, Floor-length hem, form-fitting silhouette, high slit, Runs true to size, Where to Wear:Prom, glamorous evenings, dinner parties, weddings Free Shipping on All Orders Over $75. | Windsor Alisha Rhinestone Strap Formal Dress in Burgundy | Size: S | Stretchy Fabric/Rhinestone
Ella Cowl Neck Satin Dress in Orange
$19.97 $54.90
64% off
Enchant the room instantly in this gorgeous floor-length gown! Ella features a stunning sleeveless cowl neck, flattering high slit, and sleek spaghetti straps. Fit & FeaturesStretch satin lined fabric, Cowl neck, sleek spaghetti straps, Form-fitting silhouette, high-side slit, Floor-length hem, Runs true to size, Where to Wear:Prom, weddings, bridesmaids, fancy date nights, cocktail parties, engagement parties, rehearsal dinners Free Shipping on All Orders Over $75. | Windsor Ella Cowl Neck Satin Dress in Orange | Size: S | Satin Fabric
Charming Presence Strapless Slit Floral Maxi Dress in Black
$19.97 $29.90
33% off
Your presence will always be charming in this ditsy floral maxi dress at wedding showers, brunch, or casual parties! Adorned in a stunning disty floral print, this strapless dress features a ruffle trim neckline and padded bra cups for flattering support. The curve-hugging silhouette, front slit, and maxi-length hem create a captivating look, while the brushed knit stretchy fabric ensures comfort. Pair with earrings and strappy sandals. Fit & FeaturesDitsy floral print, Brushed knit stretchy fabric, Padded bra cups, Front slit, Curve-hugging silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Charming Presence Strapless Slit Floral Maxi Dress in Black | Size: M | Knit Fabric/Stretchy Fabric
Get ready to be on island time in this gorg tropical floral mesh maxi dress perf for vacay. Featuring a strapless neckline and high side slit, style with heels. Fit & FeaturesSheer mesh fabric with full-length knit lining, high stretch, Large tropical floral print, Strapless straight neckline, High-cut side slit, Maxi-length hem, Form-hugging silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Island Time Tropical Floral Mesh Maxi Dress in Pink | Size: L | Knit Fabric/Mesh Fabric/Sheer Mesh Fabric
Love Language Floral Print Mesh Maxi Dress in Pink
$22.97 $49.90
54% off
This airy mesh maxi dress speaks your love language designed with a bold floral print and long fitted silhouette. Style with mules for date night. Fit & FeaturesSheer mesh fabric with full-length knit lining, high stretch, Large floral print, V-neckline, Adjustable spaghetti straps, Maxi-length hem, fitted silhouette, Floral print placement may vary, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Love Language Floral Print Mesh Maxi Dress in Pink | Size: L | Knit Fabric/Mesh Fabric/Sheer Mesh Fabric
Gorgeous blooms dance across this floral maxi dress making every entrance statement worthy! Perfect for cocktail parties or dressy dinners, this strapless dress boasts a form-hugging fit, a high side slit allowing for movement, and a maxi-length hem. Complete the look with a clutch purse and heels. Fit & FeaturesFloral print, mesh fabric, stretchy knit lining, Strapless neckline, High side slit, Form-hugging fit, Runs true to size, Please note flower placement may vary, Free Shipping on All Orders Over $75. | Windsor Grandeur Blooms Strapless Slit Floral Maxi Dress in Blue | Size: S | Knit Fabric/Mesh Fabric/Mesh Fabric
A floral print adds to the dreamy charm of this flowy maxi dress boasting an open tie back design and ruffled silhouette perfect for beachside strolls or day parties. Fit & FeaturesFloral print, woven fabric, short woven lining, Sweetheart neckline with bust tie, Spaghetti straps, Open tie back design, Ruffled flowy silhouette, Maxi-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sunshine Dream Open Tie Back Floral Maxi Dress in White | Size: L | Woven Fabric
Impress in this floral maxi dress showcasing a sleek strapless neckline and a column silhouette that flatters your figure. Style the dress with a choker. Fit & FeaturesStatement floral print, Mesh fabric lined with soft, stretch knit, Column silhouette, Maxi-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Impressive Blossom Strapless Floral Maxi Dress in Black | Size: L | Mesh Fabric
Perfect for your vacay in Tulum, this one-shoulder tropical maxi dress was made for sunset dinners and dancing! Fit & FeaturesTropical print, smooth knit fabric with short stretchy lining, One-shoulder neckline, One shoulder strap with metal accents, Front ruffled slit, Bodycon silhouette, Maxi-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor In Tulum One-Shoulder Tropical Maxi Dress in Black | Size: S | Knit Fabric
Island Maxi Dresses
Island maxi dresses are the unsung heroines of any wardrobe, ready to whisk you away on a sartorial adventure, whether you're island hopping or just dreaming of the sea from your backyard. These flowing garments are more than just pieces of fabric; they're an instant mood booster, a declaration of all things fun and free-spirited. Picture yourself walking along a sandy beach as your dress dances with the wind—each step is a statement of grace and ease. The beauty of island maxi dresses lies in their versatility. They are perfect for those balmy evenings when the sun dips below the horizon and the sky turns a painter's palette of fiery hues. But they're equally at home at a sunny garden party, paired with sandals and a chic sunhat, or even a bustling market day when paired with comfy flats and a large tote.
For those who lean towards timeless styles, our Classic Maxi Dresses offer a splendid array of options that maintain that elegant simplicity but with a traditional twist. These dresses make delightful gifts, especially with the warm season beckoning. Imagine gifting one to your best friend, sister, or even treating yourself—each dress promises not just a gorgeous look but a treasure trove of memories waiting to be made. The recipient will find endless occasions to don their island maxi, from spontaneous beach trips to planned elegant dinners under the stars. What makes these dresses particularly gift-worthy is their adaptability to different body types and personal styles. They flatter, enhance, and most importantly, celebrate the wearer, making them a thoughtful and personal gift choice.
When selecting the perfect island maxi dress, consider the fabric and fit that best suits the occasion. Lightweight, breathable fabrics like cotton or silk are ideal for tropical climates, keeping you cool as you soak up the sun. For those cooler evenings or windier locales, opt for something with a little more weight or a wrap style that offers both style and warmth. The fit should be comfortable yet flattering—look for dresses that cinch at the waist or have adjustable ties to suit different body shapes. Colors and patterns play a pivotal role too; vibrant florals and bold prints echo the exuberance of island life, while soft pastels and muted tones offer a subtle nod to the serene beauty of the sea. No matter the choice, an island maxi dress is not just a garment—it's a passport to a carefree, stylish summer.