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Dresses

Resort Wear Dresses

Live the island life wherever you are with effortlessly stylish resort wear dresses in a variety of prints and fabrics. Our collection includes gorgeous sleeveless, short sleeve, ¾ sleeve, and long sleeve styles, with dresses by Sailor Sailor, Southern Tide, Southwind Apparel, and more.

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  • Sail to Sable Women's STS x CK Bradley Long Sleeve Tunic Flare Dress Sail to Sable Women's STS x CK Bradley Long Sleeve Tunic Flare Dress

    STS x CK Bradley Long Sleeve Tunic Flare Dress

    Sail to Sable
    $198.00
    The fan favorite Long Sleeve Flare Tunic is back in a fresh fall print! Inspired by autumn's classic hues, we know this one will quickly become a staple in your timeless wardrobes. Dress this one up with wedges and simple jewelry for an effortlessly...
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    $198.00
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  • Sail to Sable Women's Geo Floral Smocked Waist Midi Dress Sail to Sable Women's Geo Floral Smocked Waist Midi Dress

    Geo Floral Smocked Waist Midi Dress

    Sail to Sable
    $268.00
    Hello, ultimate hostess look! This is perfect for the girl that loves to entertain. We can't think of a better outfit to pair with the long list of fall soirées that will be hosted over the next few months. Celebrate in style with an effortless...
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    $268.00
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  • Kenny Flowers Women's The Jetset White Sleeveless Resort Dress Kenny Flowers Women's The Jetset White Sleeveless Resort Dress

    The Jetset Sleeveless Resort Dress

    Kenny Flowers
    $158.00
    Check in early and run the resort with this chic, upscale dress designed for jet-setters. This is the perfect black dress for anyone looking to show off a fresh vacation tan. Flowy, tiered and made of super-soft bamboo fabric, The Jetset - Black Resort...
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    $158.00
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  • Sail to Sable's Cabbage & White Eyelet V-Neck Flutter Sleeve Maxi Dress Sail to Sable's Cabbage & White Eyelet V-Neck Flutter Sleeve Maxi Dress

    Cabbage & White Eyelet V-Neck Flutter Sleeve Maxi Dress

    Sail to Sable
    $298.00
    The fan favorite V-Neck Flutter Sleeve Maxi is back and is sure to get you summer vacation ready in no time! This silhouette is at the very top of our must-pack list. The ultra-flattering cinched waist and deep v-neckline combination stands out from the...
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    $298.00
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  • Sail to Sable's Hydrangea Block Print V-Neck Smocked Midi Dress Sail to Sable's Hydrangea Block Print V-Neck Smocked Midi Dress

    Hydrangea Block Print V-Neck Smocked Midi Dress

    Sail to Sable
    $228.00
    Flutter Sleeve V-Neck Smocked Midi received the ultimate New England summer treatment and we cannot wait to wear it out and about! Spun in a crisp cotton fabrication and adorned with our latest custom hand-painted block print, we're sure this one...
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    $228.00
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  • Gretchen Scott's Ruffneck 3/4 Sleeve Dress - Grand Bazaar Gretchen Scott's Ruffneck 3/4 Sleeve Dress - Grand Bazaar

    Ruffneck 3/4 Sleeve Dress - Grand Bazaar

    Gretchen Scott
    $219.00
    36" Length 3/4 Sleeves Stand Up Ruffle Neck Coordinating Fabric: Inside Back Panel / Turn Back Cuffs / Side Seam 4" Hand Hem Jersey - 97% Poly / 3% Elastane Machine Wash Cold / Cool Tumble Dry or Dry Clean
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    $219.00
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  • Gretchen Scott's Haight Ashbury Dress/ Skirt - Vintages Vines Gretchen Scott's Haight Ashbury Dress/ Skirt - Vintages Vines

    Haight Ashbury Dress/ Skirt - Vintages Vines

    Gretchen Scott
    $129.00
    36" Length Wear as Skirt or Dress Side Seam Pockets Deep Smocked Waistband Finished w/Tasseled Draw Strings 4" Hand Hem Matching Mantra Carry Bag 6" X 9.5" 100% Poly Machine Wash Cold / Cool Tumble Dry or Dry Clean
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    $129.00
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  • Saint James Propriano Nautical Sailor Striped Dress Saint James Propriano Nautical Sailor Striped Dress
    - 51%
    - 51%

    Propriano Nautical Sailor Striped Dress

    Saint James
    $107.50 - $219.00

    Saint James has been an iconic French fashion brand since 1850, most famous for sailor stripes (favored by style icons from Grace Kelly and Picasso to the iconic Karl Lagerfeld). The Neige-Navy Propriano III is a classic striped dress featuring a...
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