Sleeveless

Casual Resort Dresses

Whether you’re out boating, sightseeing, or strolling along the beach, a closet full of gorgeous, preppy-inspired ladies’ sleeveless dresses gives you a well-rounded wardrobe that’s ready for anything.

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Hi Ho

Ginnie Linen Shift Dress

MSRP:

Was: $149.00

Now: $74.50 - $149.00
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Hi Ho

Pauline Sleeveless Linen Dress

MSRP:

Was: $145.00

Now: $72.50
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Southwind Apparel

Black Laguna UPF 50+ Strapless Dress

MSRP:

Was:

$126.00
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Southwind Apparel

Black Charleston UPF 50+ Sleeveless Dress

MSRP:

Was:

$110.00
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Southwind Apparel

Navy Charleston UPF 50+ Sleeveless Dress

MSRP:

Was:

$110.00
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Southwind Apparel

Navy Chesapeake V-Front Sleeveless Dress

MSRP:

Was:

$105.00

At Island Pursuit, we feature the newest styles in casual resort dresses. Shop preppy-inspired sportswear like bright and cheery Katherine Way dresses, polo-style dresses, ruffle-neck skipper dresses, modest high-neck cuts, and trendy off-the-shoulder designs. Go from the boardroom to the beach in versatile styles that lend themselves to almost any occasion.

Authentic, Preppy-inspired Brands

Our curated collection of casual resort dresses features styles from these leading brands and more:

Hi Ho - Change to Barbara Erickson
Southern Tide
Prana
Southwind Apparel
Katherine Way
Sailor Sailor

We take pride in selecting brands that use ethical and sustainable production methods. Support American-made casual resort wear and dresses when you purchase sleeveless styles by Katherine Way and Sailor Sailor. Enjoy the soft, luxurious feel of organic cotton from Prana. With such a wide range of colors and prints, you can use these gorgeous dresses as a canvas for your favorite looks!

Get inspired and join in the fun by shopping our collection of colorful, coastal-inspired dresses today.