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Vacation Dresses

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105 products

A woman stands confidently in the Sharapova Sleeveless Mockneck Dress in Love All Pink, paired with pink open-toe heels and large hoop earrings against a plain light background.
A woman stands confidently in the Sharapova Sleeveless Mockneck Dress in Love All Pink, paired with pink open-toe heels and large hoop earrings against a plain light background.A woman poses against a plain white background in the Sharapova Sleeveless Mockneck Dress, a hot pink mini dress with decorative trim, paired with matching pink heeled sandals and her hair styled in a high ponytail.A woman with brown hair in a high ponytail faces away, wearing the Sharapova Sleeveless Mockneck Dress in hot pink and matching high-heeled sandals against a plain light background.The Sharapova Sleeveless Mockneck Dress features a high neckline with rectangular cutout details, a small back zipper, and a smooth, slightly shiny bright pink fabric.

Sharapova Sleeveless Mockneck Dress

Love All Pink

Sale price$105 USD Regular price$278 USD
1 Color Available
FINAL SALE
Sale price$105 USD Regular price$278 USD
FINAL SALE
A woman with straight brown hair wears the Bounce 3/4-Sleeve Ruffle Shirtdress in Desert Sun, featuring tiered ruffled sleeves and a flared skirt. She pairs it with flat, strappy sandals against a plain white background.
A woman with straight brown hair wears the Bounce 3/4-Sleeve Ruffle Shirtdress in Desert Sun, featuring tiered ruffled sleeves and a flared skirt. She pairs it with flat, strappy sandals against a plain white background.A woman with long brown hair faces away, wearing the Bounce 3/4-Sleeve Ruffle Shirtdress in yellow. The knee-length dress features loose fit, ruffled bell sleeves, and a ruffled hem. She wears flat shoes against a plain white background.A woman wears the Bounce 3/4-Sleeve Ruffle Shirtdress, a bright yellow, loose-fit dress with tiered ruffle sleeves, a flared ruffled hem, front buttons, and a collar. She pairs it with flat sandals.

Bounce Ruffle Shirtdress

Desert Sun

Sale price$115 USD Regular price$298 USD
1 Color Available
FINAL SALE
Sale price$115 USD Regular price$298 USD
FINAL SALE
A woman stands against a plain white background wearing the Novak Sleeveless Midi Dress in Petra Floral and nude heeled sandals.
A woman stands against a plain white background wearing the Novak Sleeveless Midi Dress in Petra Floral and nude heeled sandals.A woman smiles in the Novak Sleeveless Midi Dress - Petra Floral, a V-neck, sleeveless midi with pink, green, and white florals, front slit, and pockets. She pairs it with nude sandals and has her hair tied back.A woman with brown hair in a ponytail stands with her back to the camera against a plain light background, wearing the Novak Sleeveless Midi Dress - Petra Floral, featuring pink, green, and white ornate patterns.A woman wears the Novak Sleeveless Midi Dress - Petra Floral, featuring a deep V-neck, front buttons, pockets, and a pink, green, and white floral print. Her hands rest in her pockets as she turns her head slightly to the side.A woman stands by a pool in lush greenery, wearing the Novak Sleeveless Midi Dress - Petra Floral, styled with a wide-brimmed white hat, white earrings, and white slide sandals.The Novak Sleeveless Midi Dress - Petra Floral features a V-neckline, front slit, and an intricate pink, green, and white floral swirl pattern on a beige background.

Novak Sleeveless Midi Dress

Petra Floral

Sale price$190 USD Regular price$498 USD
1 Color Available
FINAL SALE
Sale price$190 USD Regular price$498 USD
FINAL SALE
A woman wears the Enchant 2 Sleeveless Dress - Splash Stripe in Multi, featuring thin straps, a colorful striped pattern, and a ruffled high-low hem. She pairs it with hoop earrings and sandals for a vibrant look.
A woman wears the Enchant 2 Sleeveless Dress - Splash Stripe in Multi, featuring thin straps, a colorful striped pattern, and a ruffled high-low hem. She pairs it with hoop earrings and sandals for a vibrant look.A woman smiles in the Enchant 2 Sleeveless Dress – Splash Stripe, a loose, high-low maxi featuring vibrant pink, green, orange, yellow, and blue stripes. She accessorizes with gold hoop earrings and flat sandals.A woman with long brown hair, seen from the back, wears the Enchant 2 Sleeveless Dress - Splash Stripe, a colorful maxi dress with thin shoulder straps, vertical green, yellow, pink, purple, and orange stripes, and a ruffled hem.A woman with natural curly hair stands by a pool, wearing the Enchant 2 Sleeveless Dress in Splash Stripe with thin straps and white sandals. She holds her hands together, cityscape and sky visible in the background.The Enchant 2 Sleeveless Dress - Splash Stripe is a loose-fit, sleeveless dress with thin straps and a ruffled hem, featuring vertical and diagonal stripes in pink, green, yellow, orange, blue, and black.

Enchant Dress

Splash Stripe

Sale price$210 USD Regular price$398 USD
1 Color Available
Sale price$210 USD Regular price$398 USD
A woman smiles in the Brynne 3 Sleeveless Dress - Poolside Gossip in Desert Sun, featuring a square neckline and yellow trim. She pairs it with yellow sandals and hoop earrings against a plain background.
A woman smiles in the Brynne 3 Sleeveless Dress - Poolside Gossip in Desert Sun, featuring a square neckline and yellow trim. She pairs it with yellow sandals and hoop earrings against a plain background.A woman smiles, wearing the Brynne 3 Sleeveless Dress - Poolside Gossip, a yellow and white patterned shift dress with side pleats and striped borders. She has long hair tied back and pairs the look with flat yellow sandals.A woman with a ponytail faces away, wearing the Brynne 3 Sleeveless Dress in Poolside Gossip—a short yellow and white patterned dress with a square neckline—paired with flat sandals against a plain background.The Brynne 3 Sleeveless Dress - Poolside Gossip features a white base with a yellow floral print and yellow striped borders along the hem and sides.A woman wears the Brynne 3 Sleeveless Dress - Poolside Gossip in Serene Green, featuring a square border design, paired with hoop earrings and white sandals, standing against a plain white background.A woman models the Brynne 3 Sleeveless Dress - Poolside Gossip, an above-the-knee dress with green and white florals and striped side panels. She completes the look with hoop earrings, white heeled sandals, and a high ponytail.A woman stands with her back turned, wearing the Brynne 3 Sleeveless Dress in Poolside Gossip—a green and white patterned mini dress—paired with white heeled sandals, a high ponytail, and large hoop earrings against a plain background.The Brynne 3 Sleeveless Dress - Poolside Gossip features a bright green and white floral pattern with a straight cut and green striped borders along the hem and sides.

Brynne Dress

Desert Sun Poolside Gossip

Sale price$170 USD Regular price$328 USD
2 Colors Available
Sale price$170 USD Regular price$328 USD
A woman with curly hair models the Palm Sleeveless Maxi Dress - Poolside Terry, a white halter-neck maxi with a chest keyhole detail, standing against a plain light background.
A woman with curly hair models the Palm Sleeveless Maxi Dress - Poolside Terry, a white halter-neck maxi with a chest keyhole detail, standing against a plain light background.A woman with curly hair wears the Palm Sleeveless Maxi Dress - Poolside Terry, a long white halter-neck dress with gathered bust detailing, styled simply with minimal jewelry and brown sandals against a white background.A woman with curly hair wears the Palm Sleeveless Maxi Dress - Poolside Terry, a strapless, floor-length white dress with halter tie detail and sandals. She stands against a plain white background, looking at the camera with a relaxed expression.A woman with curly hair stands facing away, wearing the Palm Sleeveless Maxi Dress - Poolside Terry, a long white strapless dress with a halter neck tie and elastic back, against a plain light-colored background.A woman in the Palm Sleeveless Maxi Dress - Poolside Terry stands by a pool, while another in a white dress and sandals appears in the background. Lush greenery surrounds them.

Palm Sleeveless Maxi Dress

White

Sale price$170 USD Regular price$328 USD
1 Color Available
Sale price$170 USD Regular price$328 USD
A woman models the Winner Sleeveless A-Line Dress in Coral Crush, a loose-fitting satin mini with a ruffled hem, paired with gold strappy heels against a plain light backdrop.
A woman models the Winner Sleeveless A-Line Dress in Coral Crush, a loose-fitting satin mini with a ruffled hem, paired with gold strappy heels against a plain light backdrop.A woman poses in the Winner Sleeveless A-Line Dress - Solid Satin, a bright pink mini dress with ruffles and a flared hem. She pairs it with gold high-heeled sandals, standing against a simple light background.A woman stands facing away in the Winner Sleeveless A-Line Dress - Solid Satin, a bright pink ruffled mini dress, paired with beige heeled sandals against a plain light background.A woman poses by a pool in the Winner Sleeveless A-Line Dress - Solid Satin, a bright pink ruffled style, paired with gold open-toe heels. She smiles with her hands behind her back amid lush greenery.The Winner Sleeveless A-Line Dress features bright pink solid satin, a loose A-line silhouette, ruffled flared hem, and round neckline for a playful yet elegant look.

Winner Sleeveless A-Line Dress

Coral Crush

Sale price$145 USD Regular price$378 USD
1 Color Available
FINAL SALE
Sale price$145 USD Regular price$378 USD
FINAL SALE
A woman stands confidently in heeled sandals against a white background, wearing the Justinian Midi Dress - Durell Silk in Multi, a flowing sleeveless dress with a geometric black and white pattern and a bold pink border.
A woman stands confidently in heeled sandals against a white background, wearing the Justinian Midi Dress - Durell Silk in Multi, a flowing sleeveless dress with a geometric black and white pattern and a bold pink border.A woman with long brown hair faces away from the camera, wearing the Justinian Midi Dress - Durell Silk, a halter-neck dress featuring a geometric navy and white print with pink and white borders. She pairs it with beige heeled sandals.A woman in tan heeled sandals models the Justinian Midi Dress - Durell Silk, a loose, sleeveless handkerchief dress featuring a navy and white geometric pattern with bold pink and white striped borders, against a plain light background.A woman in the Justinian Midi Dress – Durell Silk, featuring flowing geometric black and white patterns with bold pink borders, walks past a bright pink wall in tan heeled sandals and gold hoops, tropical plants behind her.

Justinian Midi Dress

Durell

Sale price$260 USD Regular price$498 USD
1 Color Available
FINAL SALE
Sale price$260 USD Regular price$498 USD
FINAL SALE
A woman models the Theodora Caftan Dress - Durell Silk in Multi, featuring a loose, knee-length silhouette with bold geometric patterns. She accessorizes with gold hoop earrings and tan heeled sandals against a plain white backdrop.
A woman models the Theodora Caftan Dress - Durell Silk in Multi, featuring a loose, knee-length silhouette with bold geometric patterns. She accessorizes with gold hoop earrings and tan heeled sandals against a plain white backdrop.A woman in profile wears the Theodora Caftan Dress - Durell Silk, featuring a loose fit with a bold geometric navy pattern and bright pink borders. She has long brown hair, gold earrings, and heeled sandals against a white background.A woman with long brown hair models Theodora Caftan Dress - Durell Silk, a loose short-sleeved dress with bold navy, white, and bright pink geometric patterns. She wears nude heeled sandals against a plain light background.

Theodora Caftan Dress

Durell

Sale price$348 USD
12 Colors Available
+7
Sale price$348 USD
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Vacation Dresses

Trina Turk's vacation dresses are designed to move from poolside afternoons to destination weddings, rooftop dinners, weekend escapes, and everyday moments that deserve a little more color: maxi and midi silhouettes, signature caftan dresses that layer over swimwear by day and stand alone by night, and wrap and shift styles cut for effortless, refined movement, each in bold, original prints developed exclusively for the collection. Shop the full Cruise & Resortwear assortment, discover the signature Caftan Dresses silhouette, or complete the look in Women's Swimwear.

What should I pack for a warm-weather vacation?
A few versatile pieces that move easily between settings: a caftan or wrap dress that works as a swim cover-up by day and a full look by night, plus one dressier silhouette for an elevated dinner or event.

What should I wear to a destination wedding?
A flowing caftan or a structured midi dress in a bold print strikes the balance between elevated and easy, dressed up enough for the occasion without losing warm-weather comfort.

What makes a dress versatile for travel?
A silhouette that does more than one job, worn as a swim cover-up during the day and as a complete look for dinner, so fewer pieces cover more of the trip.

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