Womens Tropical Vacation Dresses
Sunshine, palm trees, and a lineup of women’s tropical vacation dresses that are basically a one-way ticket to paradise—yes, please! Whether you’re chasing sunsets or dancing the night away under swaying palms, these dreamy dresses were made for making memories (and turning heads) in every corner of your getaway. Let your style do the talking while you soak up those carefree vibes—because you deserve to look as bold and unforgettable as your adventure.
$49.90
A brown mesh maxi dress featuring a bold floral print, cowl halter neckline, and curve-hugging fit.
$49.90
A brown mesh maxi dress featuring a tropical floral print, strappy open back, and form-hugging fit.
$46.90
A brown floral mesh maxi dress featuring a plunging cowl neckline and strappy open back.
$54.90
An olive green woven jumpsuit featuring a halter neckline, cutout bodice, and ruffled wide-leg silhouette.
$44.90
A gold metallic knit maxi dress featuring a plunge cowl halter neckline and adjustable strappy open back.
$44.90
A sultry black floral maxi dress with a V-neckline and form-hugging silhouette, perfect for vacations.
$19.97 $39.90 50% off
A natural paisley-print maxi dress in mesh with a bodycon fit, square neckline, and high side slit.
$19.97 $42.90 53% off
A royal blue maxi dress featuring a tropical print, lace-up back, stretchy knit fabric, and high slit.
$20.97 $46.90 55% off
A sage green mini dress featuring a halter neckline, ruffled skater silhouette, and airy woven fabric.
$39.90
A brown tropical floral mesh midi dress featuring a strapless neckline, ruched sides, and flowy sheer hem.
$42.90
A strapless black floral maxi dress featuring mesh-lined fabric, a curve-hugging fit, and a high side slit.
$54.90
An ivory floral satin dress with a lace-up back and flirty A-line silhouette.
$46.90
A chic black knit jumpsuit featuring a strapless neckline and flattering wide-leg silhouette.
$19.97 $46.90 57% off
A rust-colored tropical print jumpsuit featuring a deep V-neckline, tie-back halter straps, and wide-leg silhouette.
$54.90
A black and white tropical print jumpsuit featuring a halter cowl neckline and flowy wide-leg silhouette.
$79.90
A purple floral mesh mermaid dress featuring a cowl neckline, lace-up back, and high front slit.
$44.90
A brown tropical print knit jumpsuit featuring a halter neckline, cutout bodice, and wide-leg silhouette.
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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
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
Sophistication meets sultry on the Marjorie formal dress perfect for cocktail parties and dressy family get-togethers. She features sheer chiffon peasant long sleeves, a square neckline, a bodycon silhouette, and a front ruched seam leading to the skin-flaunting slit along her midi-length hem. The formal dress is composed of a lined crepe fabric with a moderate stretch. Style with a chic clutch and heels to complete the look! Fit & FeaturesSheer chiffon peasant long sleeves, square neckline, Front ruched seam, slit detail, Bodycon silhouette, Midi-length hem, Lined crepe fabric, moderate stretch, Bra-friendly design, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Marjorie Formal Chiffon Sleeve Midi Dress in White | Size: S | Chiffon/Crepe Fabric
A chic staple skater dress featuring a flirty off-the-shoulder folded neckline and a short-length perfect for styling with boots or heels. Fit & FeaturesRibbed knit fabric with plenty of stretch, Off-the-shoulder neckline, fold-over accent, Long fitted sleeves, Short-length hem, Skater silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Chic Staple Ribbed Knit Skater Dress in Black | Size: M | Knit Fabric
The Gwendolyn glitter knit bow-back mermaid dress will have you sparkling up the night with a glamorous allure! Make your entrance in this floor-length gown designed to turn heads with a curve-flaunting mermaid fit and backless design. Fit & FeaturesGlitter knit fabric, moderate stretch, Square neckline, spaghetti straps, Backless design, high waist seam, Bow-back accent, floor-length train, Floor-sweeping hem, mermaid silhouette, Runs true to size, Extra glitter for maximum sparkle - may have some natural fallout, Where to Wear:Weddings, black tie galas, formal dances, big birthday events, rehearsal dinners, engagement parties, red carpet occasions, upscale glam parties Free Shipping on All Orders Over $75. | Windsor Gwendolyn Glitter Knit Bow-Back Mermaid Dress in Black | Size: L | Knit Fabric
A sparkling sequin scroll pattern adds beauty and shine to the glamorous Saige formal long dress! With a lace-up back that turns heads, a curve-hugging mermaid silhouette, and a high slit for a gorgeous look. Fit & FeaturesSequin scroll pattern, mesh fabric, stretchy full knit lining, Sleeveless plunge V-neckline, padded bust, Spaghetti straps, open lace-up back detail, Back zipper and hook-eye closure, Mermaid silhouette, floor-length hem, Runs true to size, Where to Wear:Prom, black-tie events, glam functions, and parties. Free Shipping on All Orders Over $75. | Windsor Saige Formal Sequin Lace-Up Mermaid Dress in Lavender | Size: XS | Knit Fabric/Mesh Fabric/Mesh Fabric
The Lucille formal satin dress will have you looking and feeling radiant and luxe! The dress captivates with a lace-up back, mermaid silhouette, and high front slit for effortless allure. Fit & FeaturesLined satin knit fabric, minimal stretch, Sleeveless square neckline, padded bust, adjustable spaghetti straps, Open lace-up back design, zipper and hook-eye closure, Fitted bodice, front ruched seam, high-cut slit, Mermaid silhouette, floor-length hem, Runs true to size, Where to Wear:Prom, weddings, bridesmaids, black tie galas, red-carpet events, nights at the opera or theatre, big milestone celebrations Free Shipping on All Orders Over $75. | Windsor Lucille Formal Satin Mermaid Dress in Coral | Size: L | Knit Fabric/Satin Fabric
Bring the romantic allure to the evening affair in the Marylou lace mesh plunge formal dress! She embodies flirtatious style in a sleeveless plunge V-neckline with a built-in padded bust and adjustable spaghetti straps on her empire waist bodice. The sparkly embroidered lace mesh fabric effortlessly flows into a floor-length silhouette with a high-side slit to showcase some legs. She also features a curve-conscious silhouette to flaunt your stunning figure! Complete the look in an elegant hair clip. Fit & FeaturesPlunge V-neckline, adjustable spaghetti straps, Adhesive bra recommended, built-in padded bust, High side slit, back zipper, hook and eye closure, Empire waist, form-fitting silhouette, Floor-length hem, Sparkly embroidered lace mesh fabric, full knit lining, moderate stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Marylou Lace Mesh Plunge Neck Formal Dress in Black | Size: L | Knit Fabric/Mesh Fabric/Mesh Fabric
Spend an evening in the timeless elegance of the Alicia floor-length formal dress and feel like a work of art! The side ruched seams accentuate your curves along the mermaid silhouette, and the high front slit adds a touch of drama to the floor-length hem. Fit & FeaturesSmooth knit fabric lined with stretchy knit, Padded bra cups, Back zipper and hook-eye closure, High front slit, Mermaid silhouette, Runs true to size, Where to Wear:Prom, galas, black tie parties, weddings, bridesmaids, nights at the theatre and opera, red-carpets Free Shipping on All Orders Over $75. | Windsor Alicia Off-The-Shoulder Mermaid Formal Dress in Green | Size: XS | Knit Fabric
Sleek and sophisticated! The Emmie satin formal dress exudes elegance with a lace-up back and flattering mermaid silhouette that accentuates your figure. Fit & FeaturesStretchy satin-knit fabric, lined bust, Spaghetti straps, V-neckline, Lace-up back, Mermaid silhouette, floor-length hem, Runs true to size, Where to Wear:Prom, black-tie galas, weddings, bridesmaids, formal parties, and red-carpet events. Free Shipping on All Orders Over $75. | Windsor Emmie Lace-Up Mermaid Satin Formal Dress in Brown | Size: L | Satin Fabric
Womens Tropical Vacation Dresses
Ready to channel your main character energy? Tropical vacation dresses are basically your passport to paradise, whether you’re hopping a flight to a dreamy island or just manifesting that getaway vibe at your next pool party. These dresses are made for the girls who crave adventure, who want to feel the sun on their skin and the breeze in their hair, and who never shy away from a little drama—in the best way possible. Think flowy fabrics that catch the light, bold prints that pop against turquoise water, and silhouettes that let you twirl from sunrise mimosas to late-night beach bonfires. The right tropical dress doesn’t just look cute in pics (though, let’s be real, you’ll be serving looks for the ‘gram)—it’s also about feeling confident, comfortable, and totally free. When you’re packing for that once-in-a-lifetime trip or just want to bring a touch of vacay to your everyday, go for styles that are lightweight and easy to layer, with details like flirty cutouts, tie-backs, and adjustable straps. Trust, you’ll thank yourself when you’re breezing through airport security or dancing barefoot in the sand.
A tropical vacation dress is the ultimate BFF for girls’ trips, honeymoons, or even a solo adventure that’s all about self-love. They make the perfect gift for your bestie who just booked her dream escape, or for that family member who’s always planning the next getaway. These dresses are the secret weapon for destination weddings, cruises, and every “wish you were here” moment in between. When you’re picking the perfect dress, think about where you’ll be living your best life—flowy maxis and breezy midis are a vibe for sunset dinners, while playful minis bring all the energy for poolside hangs or exploring local markets. Don’t be afraid to go bold with tropical florals, palm prints, or juicy colors that look amazing with a fresh tan and your favorite statement earrings. And because we know you’re not about that high-maintenance life, look for easy-care fabrics that pack like a dream (wrinkle-resistant = more time for fun, less time ironing). Whether you’re snapping selfies on a rooftop bar, twirling under fairy lights, or just soaking in the good vibes, tropical vacation dresses are your ticket to feeling like the main character no matter where you are. For even more inspo and to find your next go-to look, check out our curated collection of Tropical Beach Dresses—because paradise is a state of mind, and you deserve to dress like it.