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!

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$20.97 $46.90 55% off

4.8 star rating

An abstract red knit maxi dress featuring a cowl neckline with hoop trims and a high side slit.

$52.90

5 star rating

A burgundy floral maxi dress featuring a draped cowl neckline, mesh-lined fabric, and a dramatic front slit.

$49.90

5 star rating

A brown mesh maxi dress featuring a bold floral print, cowl halter neckline, and curve-hugging fit.

$49.90

5 star rating

A brown floral mesh maxi dress featuring a curve-hugging fit and flirty strappy open back.

$39.90

4 star rating

A curve-flaunting black floral mesh maxi dress with a lace-up strappy back and flared hem.

Sale

$24.97 $54.90 55% off

4 star rating

A breezy natural linen-blend maxi dress featuring a halter neckline, open tie back, and high side slit.

$59.90

A brown woven floral maxi dress with flutter sleeves, open back, and a draped, fitted A-line silhouette.

$34.90

4.5 star rating

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

$38.90

4.6 star rating

A curve-hugging black maxi dress crafted from partially sheer mesh fabric with a sweetheart neckline.

$44.90

4.6 star rating

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

$34.90

5 star rating

A black rib-knit maxi dress featuring a crew neck and form-hugging, stretchy silhouette for versatile styling.

$49.90

5 star rating

A burgundy floral mesh maxi dress featuring a plunge halter neckline and curve-enhancing mermaid silhouette.

$59.90

4 star rating

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

$54.90

5 star rating

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

$44.90

5 star rating

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

$39.90

3 star rating

A strapless black mesh maxi dress featuring a floral print, high side slit, and form-hugging silhouette.

$35.90

5 star rating

A black knit maxi dress featuring a front keyhole cutout and a curve-hugging, textured silhouette.

$38.90

5 star rating

An olive green maxi dress featuring a low back with tie, cowl neckline, and stretchy knit fabric.

$44.90

A strapless burgundy mesh maxi dress featuring a bold floral print and a dramatic high side slit.

Sale

$19.97 $34.90 43% off

A light blue strapless maxi dress featuring bold floral mesh, stretchy knit lining, and a curve-hugging fit.

$44.90

4.954546 star rating

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

$42.90

5 star rating

A strapless black floral mesh maxi dress with a bodycon fit and high-side slit.

Sale

$19.97 $39.90 50% off

5 star rating

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

$42.90

3.5 star rating

An abstract print maxi dress with a ruched bodycon silhouette and sheer off-the-shoulder sleeves.

$34.90

3 star rating

A chic wine maxi dress with a strapless neckline, high slit, and form-hugging knit fabric.

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Windsor Mayra Formal Satin Slit Long Dress in Sage
(176) 4.619318 star rating

Slip into the luxe vibes of Mayra! Designed to highlight your figure, this formal satin dress delivers a chic form-hugging fit and a high slit for effortless movement. Fit & FeaturesSmooth satin-knit fabric, moderate stretch, Sleeveless square neckline, spaghetti straps, Fitted bodice, side hip pleating, Form-fitting silhouette, high-cut front slit, Floor-length hem, Style runs small, Where to Wear:Homecoming, weddings, black-tie parties, galas, military balls, engagement parties, rehearsal dinners, bridal celebrations, birthday events, milestone celebrations Free Shipping on All Orders Over $75. | Windsor Mayra Formal Satin Slit Long Dress in Sage | Size: S | Satin Fabric

Windsor Sasha Formal High Slit Wrap Dress in Black
(171) 4.5847955 star rating

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

Marissa Formal Satin Cowl Neck Dress in Green
(169) 4.5680475 star rating

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, and engagement parties. Free Shipping on All Orders Over $75. | Windsor Marissa Formal Satin Cowl Neck Dress in Green | Size: S | Satin Fabric

Windsor Rowena Sequin Mermaid Dress in Navy Blue
(168) 4.7261906 star rating

Chic and glamorous, the Rowena sequin mermaid long dress will stylishly elevate your formal night-out look. With a lace-up strap design and fitted mermaid silhouette with a high slit, you'll deliver stunning style. Fit & FeaturesSheer mesh fabric, knit lining, moderate stretch, embroidered sequin scroll design, Sleeveless square neckline, padded bust, Spaghetti straps, open back, lace-up strap design, tie closure, Lower back zipper with hook and eye closure, High waist seam, Fitted floor-length mermaid silhouette, high front slit, Runs true to size, Where to Wear:Prom, black-tie parties and galas, fancy engagement parties Free Shipping on All Orders Over $75. | Windsor Rowena Sequin Mermaid Dress in Navy Blue | Size: M | Knit Fabric/Mesh Fabric/Sheer Mesh Fabric

Windsor Cheyenne Formal One-Shoulder Velvet Dress in Black-2
(124) 4.782258 star rating

Lavish yourself with a luxe formal dress that elevates your special occasion outfit! Cheyenne features a one-shoulder neckline, a wired V-neck bust, a fitted long sleeve, a high side slit on the floor-length hem, and a curve-hugging A-line silhouette. The long dress is composed of a lined velvet fabric that offers a moderate stretch. Complete the look with rhinestone heels and a sphere clutch. Fit & FeaturesOne-shoulder neckline, wired V-neck bust, Fitted long sleeve, High side slit, floor-length hem, A-line silhouette, Lined velvet fabric, Form-hugging fit, moderate stretch, Strapless or sticky bra recommended, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Cheyenne Formal One-Shoulder Velvet Dress in Black-2 | Size: S | Rhinestone/Velvet Fabric

Addison Glitter Mesh Formal Dress in Black
(113) 4.628319 star rating

Make a sparkly statement at your next soiree in the trendy glam Addison glitter formal dress! Bring radiance to the room in this floor-length dress with a sleek design that fits like a glove. Fit & FeaturesSheer glitter mesh fabric, full knit stretchy lining, Sleeveless cowl neckline, spaghetti straps, High waist seam, Floor-length fitted silhouette, Runs true to size, Where to Wear:Prom, black tie weddings, galas, special date nights, rehearsal dinner Free Shipping on All Orders Over $75. | Windsor Addison Glitter Mesh Formal Dress in Black | Size: XS | Knit Fabric/Mesh Fabric/Mesh Fabric

Bethanie Formal Sequin V-Neck Mermaid Dress in Yellow
(89) 4.573034 star rating

Embellished with light-catching sequins, the Bethanie formal dress is a clear stunner with a lace-up back and a flattering mermaid silhouette with a floor-length hem. Fit & FeaturesSequin-scroll pattern, mesh fabric, stretch knit lining, Sleeveless V-neckline, padded bust, Lace-up back, zipper and hook-eye closure, Mermaid silhouette, Floor-length hem, Runs true to size, Where to Wear:Prom, black-tie events, formal weddings, and upscale parties. Free Shipping on All Orders Over $75. | Windsor Bethanie Formal Sequin V-Neck Mermaid Dress in Yellow | Size: S | Knit Fabric/Mesh Fabric/Mesh Fabric

Windsor Alisha Rhinestone Strap Formal Dress in Black
(84) 4.6309524 star rating

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 Black | Size: L | Stretchy Fabric/Rhinestone

Windsor Jamie Lace-Up Satin Formal Column Dress in Red
(70) 4.785714 star rating

Dare to stun in the Jamie satin formal dress crafted with silky satin fabric for a gorgeous sheen. The bold plunge halter neckline and open lace-up back will turn heads while the fitted column silhouette flaunts your curves. Fit & FeaturesSilky satin fabric, short knit stretchy lining, Plunge halter V-neckline, shoulder straps, padded bra cups, Lace-up open back, lower zipper with hook-eye closure, High side slit, Fitted column silhouette, Floor-length hem, Runs true to size, Where to Wear:Prom, weddings, galas, and black-tie soirees. Free Shipping on All Orders Over $75. | Windsor Jamie Lace-Up Satin Formal Column Dress in Red | Size: XS | Knit Fabric/Satin Fabric

Rose Formal Mesh Corset Column Dress in Green
(67) 4.447761 star rating

The Rose formal long column dress is the perfect combination of elegance and glamour with a sheer corset trim and high-side slit for effortless allure! Fit & FeaturesMesh fabric, partial stretchy knit lining, Sleeveless sweetheart neckline, cowl pleating, Adjustable spaghetti straps, crisscross open back, Padded bust, sheer corset bodice, flexible boning, Side ruched seams, fitted column silhouette, High-side slit, floor-length hem, Style runs small, Where to Wear:Prom, weddings, bridesmaids, rehearsal dinners, cocktail soirees, and dressed-up date nights. Free Shipping on All Orders Over $75. | Windsor Rose Formal Mesh Corset Column Dress in Green | Size: M | Knit Fabric/Mesh 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.