Vacation Wedding Dresses

Planning a destination "I do"? Girl, you're about to make waves in the world of vacation wedding dresses! Whether it's a dreamy beachside ceremony or a romantic vineyard affair, your dress should be as unforgettable as the vows you'll exchange. Picture yourself twirling under the sun, feeling the ocean breeze or sipping champagne with a view—our collection is all about making those fairy-tale moments come to life. So pack your bags and get ready to slay your big day in style, because these dresses are designed for the fearless bride who's ready to own every magical moment.

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Best Seller

$84.90

4.558824 star rating

A pink glitter knit mermaid dress with a bow-back accent and a floor-length train.

$69.90

4.347826 star rating

A taupe satin strapless mermaid dress with a sweetheart neckline and chic pleated detailing.

Best Seller

$59.90

4.352941 star rating

A lime yellow formal mermaid dress with ruched mesh design and adjustable spaghetti straps.

Best Seller

$44.90

4.75 star rating

A black one-shoulder tropical maxi dress with a ruffled slit and metal-accented strap.

$39.90

3 star rating

A strapless tropical palm print maxi dress with a high side slit and form-hugging silhouette.

$59.90

5 star rating

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

Best Seller

$49.90

5 star rating

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

Best Seller

$69.90

5 star rating

A purple floral mesh gown featuring an off-the-shoulder neckline, mermaid silhouette, and high front slit.

$59.90

A pink floral satin maxi dress featuring a strappy open back and a flowy, vacation-ready silhouette.

$42.90

A taupe tropical print maxi dress featuring mesh fabric, a one-shoulder neckline, and chic O-ring detail.

New Arrival

$39.90

A strapless natural floral maxi dress featuring a mesh-lined cutout bodice and form-hugging silhouette.

New Arrival

$49.90

A taupe floral maxi dress featuring mesh fabric, a lace-up open back, and a high front slit.

New Arrival

$54.90

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

New Arrival

$46.90

A natural knit maxi dress featuring a bold tropical leaf print, one-shoulder cutout, and gold hardware.

Best Seller

$59.90

4.618497 star rating

A sage satin formal dress featuring a sleeveless square neckline, high-cut slit, and floor-length hem.

Best Seller

$39.90

4.609468 star rating

A chic black crepe wrap dress with a plunging V-neckline and high front slit.

$109.90

4.722891 star rating

A navy blue sequin mermaid dress with a lace-up back and thigh-high front slit.

$49.90

4.569231 star rating

A black crepe formal dress featuring a sleeveless square neckline and a high-cut front slit.

$59.90

4.609375 star rating

An iridescent sequin mini dress in white with a plunging V-neckline and adjustable spaghetti straps.

$54.90

4.483871 star rating

A lavender mesh corset column dress featuring a sweetheart neckline and high-side slit for elegance.

Best Seller

$79.90

4.773585 star rating

A light blue mini dress with faux pearl embellishments, featuring a cowl neckline and open-back design.

$52.90

4.695652 star rating

A white mini bodycon dress with faux pearl embellishments, featuring a sweetheart neckline and ruched sides.

Sale

$29.97 $109.90 73% off

4.581395 star rating

A dazzling yellow sequin-embroidered mesh dress with a mermaid silhouette and adjustable spaghetti straps.

Best Seller

$39.90

4.051282 star rating

A chic white glitter lace dress with a bodycon fit, perfect for weddings or special occasions.

$39.90

4.794118 star rating

A sleek black satin midi dress with a cowl neck and faux-wrap silhouette for elegant occasions.

$149.90

4.84375 star rating

A luxurious white mesh formal dress with faux pearl beading, cowl neckline, and high front slit.

Best Seller

$64.90

4.916667 star rating

A dreamy yellow strapless dress with mesh lining, ruffles, and a high side slit.

Sale

$19.97 $54.90 64% off

4.157895 star rating

A burgundy formal dress with sheer mesh sleeves, high slit, and curve-hugging silhouette.

$64.90

4.8125 star rating

A sultry black satin bodycon dress featuring a corset bodice and asymmetrical wrap hem.

$69.90

4.466667 star rating

A mauve mermaid silhouette dress with glitter fabric and adjustable spaghetti straps for formal events.

$64.90

4.153846 star rating

A white woven skater dress featuring a lace-up back, ruched bust, and tiered A-line silhouette.

$159.90

4.846154 star rating

A lavender strapless formal dress with beaded mesh, padded cups, and a high front slit.

$46.90

4.833334 star rating

A bronze knit maxi dress featuring a trendy lace-up back and flattering bodycon silhouette.

Best Seller

$59.90

4.818182 star rating

A black crepe mermaid dress with a square halter neckline and elegant high front slit.

Best Seller

$34.90

4.666667 star rating

A black abstract floral mini dress featuring a cowl halter neckline and ruffled slit design.

Best Seller

$59.90

4.625 star rating

A sage satin slim-fit formal dress featuring a corset bodice, faux wrap-front, and ruched detailing.

$62.90

4.5 star rating

A chic green mermaid dress with a cold-shoulder design, pleated sweetheart neckline, and high slit.

$59.90

4 star rating

A sultry light blue mesh formal dress with a square neckline, high slit, and slim silhouette.

$89.90

4.5 star rating

A dazzling gold mermaid dress with a lace-up back, high slit, and glitter knit fabric.

$54.90

4.428571 star rating

An ivory floral satin dress with a lace-up back and flirty A-line silhouette.

$139.90

4.857143 star rating

An enchanting pink A-line tulle dress with rhinestone embellishments and adjustable spaghetti straps.

$69.90

4.857143 star rating

A coral satin strapless column dress featuring a pleated neckline and high side slit.

$49.90

4.666667 star rating

A radiant red satin midi dress with a corset bodice, adjustable straps, and a wrap slit.

Sale

$19.97 $59.90 67% off

4.5 star rating

An ivory mini dress with faux pearl embroidery, cold-shoulder design, and ruched bodycon silhouette.

Best Seller

$44.90

3 star rating

A breezy white chiffon skater dress featuring a cold-shoulder design, sweetheart neckline, and ruched bodice.

$49.90

4.8 star rating

A lavender glitter skater dress with sheer peasant sleeves and a fit and flare silhouette.

$49.90

5 star rating

A natural floral skater dress featuring a corset-inspired bodice, pleated trim, and cotton woven fabric.

$64.90

4.6 star rating

A green knit mermaid dress with a cowl neckline, spaghetti straps, and a high front slit.

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Windsor Sasha Formal High Slit Wrap Dress in Black
(169) 4.6094675 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

Windsor Alisha Rhinestone Strap Formal Dress in Black
(83) 4.626506 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: M | Stretchy Fabric/Rhinestone

Windsor Ella Cowl Neck Satin Dress in Mauve-2
(55) 4.3818183 star rating

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 Mauve-2 | Size: S | Satin Fabric

Sunshine Dream Open Tie Back Floral Maxi Dress in White
(7) 5 star rating

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: M | Woven Fabric

In Tulum One-Shoulder Tropical Maxi Dress in Black
(4) 4.75 star rating

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

Chic Romance Floral Lace-Up Maxi Dress in Black
(4) 5 star rating

Evoke chic romance on date night in this gorgeous floral maxi dress designed with an open lace-up strappy back and floor-length form-hugging silhouette. Style with a sleek handbag and stiletto heels. Fit & FeaturesSheer mesh fabric with knit lining, high stretch, Large floral print, Sleeveless deep V-neckline, Spaghetti straps, Open cross-back lace-up strappy design, Maxi-length hem, form-hugging silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Chic Romance Floral Lace-Up Maxi Dress in Black | Size: L | Knit Fabric/Mesh Fabric/Sheer Mesh Fabric

Glow Goddess Strappy Back Metallic Knit Maxi Dress in Gold
(4) 5 star rating

Achieve a glowing radiance in this metallic knit maxi dress for vacation or sunset cocktails! Featuring a seductive plunge cowl halter neckline and a form-hugging silhouette, this dress accentuates your curves with effortless elegance while the back slit offers easy movement. Fit & FeaturesMetallic knit fabric, knit lining, moderate stretch, Plunge cowl halter neckline, Adjustable strappy open back, Form-hugging silhouette, Back slit, maxi-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Glow Goddess Strappy Back Metallic Knit Maxi Dress in Gold | Size: XS | Knit Fabric

Laid Back Fave Crew Neck Tank Maxi Dress in Black
(4) 5 star rating

Your new laid-back fave tank maxi dress for styling up or down for any occasion! Crafted from rib knit fabric, this crew neck dress offers a form-hugging fit and a maxi-length hem for a flattering silhouette. Complete the look in cute sandals and sunnies! Fit & FeaturesRib-knit stretchy fabric, Crew neck, Form-hugging maxi silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Laid Back Fave Crew Neck Tank Maxi Dress in Black | Size: M | Knit Fabric/Stretchy Fabric

Amalfi Coast Plunge Neck Mermaid Floral Maxi Dress in Burgundy
(3) 5 star rating

Enjoy a sunset dinner and drinks in this floral maxi dress along the Amalfi Coast! With sultry details and a mermaid silhouette that flaunts your curves, this dress will turn heads. Fit & FeaturesFloral print, mesh fabric lined with stretchy knit, Plunge halter cowl neckline, tie closure, Mermaid silhouette, Maxi-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Amalfi Coast Plunge Neck Mermaid Floral Maxi Dress in Burgundy | Size: S | Mesh Fabric/Mesh Fabric

Statement Blooms Strapless Floral Maxi Dress in Taupe
(3) 5 star rating

Perfect for any occasion, this floral maxi dress will make a statement! The strapless neckline and maxi hem create a flattering silhouette, while the vibrant floral print and side slit add a touch of playful elegance. Fit & FeaturesFloral print, mesh fabric, soft knit stretchy lining, Strapless neckline, Side slit, Form-hugging fit, Relaxed maxi-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Statement Blooms Strapless Floral Maxi Dress in Taupe | Size: L | Knit Fabric/Mesh Fabric/Mesh Fabric

Vacation Wedding Dresses

When you’re planning your dream destination “I do,” every detail matters—but let’s be real, it’s the dress that turns the moment into magic. Vacation wedding dresses are all about capturing that effortless, sun-kissed vibe while making sure you’re the main character in every photo (and every memory). Whether you’re exchanging vows with your toes in the sand, under a canopy of swaying palms, or atop a cliff with waves crashing below, your dress should be as free-spirited and adventurous as you are. Think lightweight fabrics that float with the breeze, delicate lace that catches the sunlight, and silhouettes that let you dance, twirl, and move with total freedom. The Windsor bridal collection is designed for the girl who wants to look stunning without sacrificing comfort—because nothing should hold you back from running into the surf or spinning under the stars with your new forever plus-one. And let’s not forget, these dresses are perfect for every kind of celebration, from a chic elopement to a full-on destination bash with your ride-or-die crew. If you’re shopping for a bestie who’s about to jet off and say yes in paradise, a windsor wedding dress makes the ultimate gift—one that says, “You deserve to feel like a goddess, wherever you’re getting married.”

Shopping for wedding dresses Windsor style means you’re looking for more than just a pretty dress—you’re after a vibe, a memory, a feeling that lasts long after the last dance. The Windsor bridal shop isn’t just a place to find a dress; it’s where you find the version of yourself that’s bold, radiant, and ready to take on forever. Our collection is curated for every bride, from the hopeless romantic dreaming of a soft, flowy gown to the fearless fashionista craving something sleek and modern. We know that every destination wedding comes with its own set of adventures—humidity, unpredictable weather, spontaneous dips in the pool—so our dresses are made to go the distance. Lightweight chiffons, breezy tulles, and easy-to-pack fabrics mean you can toss your dress in a suitcase and still look flawless when you step off the plane. And because we’re all about making memories, these dresses aren’t just for the ceremony. Rock your windsor wedding dress at the welcome party, the post-wedding brunch, or even on a spontaneous getaway with your new spouse. The versatility means you’ll be reaching for these dreamy styles again and again, long after the last piece of cake has disappeared. And if you’re still building out your vacation wardrobe, don’t miss our curated collection of Summer Dresses For Vacation—because every trip deserves a little main-character energy.

Every windsor bridal moment is about celebrating you—your style, your story, your once-in-a-lifetime adventure. Picking the perfect vacation wedding dress is all about trusting your instincts and choosing what makes you feel unstoppable. Maybe you’re the bride who wants to glow in something classic with a twist, or maybe you’re ready to break all the rules in a mini dress that turns heads from the ceremony to the after-party. Whatever your vibe, wedding dresses Windsor style are designed to make you feel like the best version of yourself. And don’t forget, these dresses are also a gorgeous pick for bridesmaids, sisters, or anyone in your crew who’s ready to celebrate love in paradise. So whether you’re shopping for your own big day or looking for the perfect gift for your BFF’s destination wedding, Windsor is your ultimate hype girl—here to make sure you step into every celebration with confidence, sparkle, and a little bit of mischief.

Top Picks For Vacation Wedding Dresses