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Explore Men’s Preppy, Island-Inspired Resort Wear

Whether you’re lounging on a beach, surfing, hitting the links, or sailing, we feature men’s sports wear that captures classic American style with modern twists, all from brands you know and love.

From the best in performance shirts, button-down wovens to hybrid swim trunks, you’ll find everything you need at Island Pursuit.

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  • Johnnie-O Men's Welsey Performance 1/4 Zip Hoodie Johnnie-O Men's Welsey Performance 1/4 Zip Hoodie

    Welsey Performance 1/4 Zip Hoodie

    Johnnie-O
    $128.00
    Soft, stretchy and versatile, this performance hoodie is quarter-zip hybrid designed for the course or anywhere where a lightweight, moisture-wicking layer is appreciated. Heathered 1/4 zip pullover hoodie Lightweight Signature puller Raised logo...
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  • Johnnie-O Men's Stevie Performance Mesh Polo Johnnie-O Men's Stevie Performance Mesh Polo

    Stevie Performance Mesh Polo

    Johnnie-O
    $89.00
    Like your favorite mesh polo you grew up with but elevated with premium performance fabric update for breathability and mobility, this polo is sure to be in your high rotation golf gear. Mesh performance pique 4 button polo Side vents Embroidered...
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  • Kenny Flowers Men's The Casa Blanca White Linen Short Sleeve Shirt  Kenny Flowers Men's The Casa Blanca White Linen Short Sleeve Shirt

    The Casa Blanca White Linen Short Sleeve Shirt

    Kenny Flowers
    $88.00
    From the port to the resort, this crisp, timeless white linen shirt has arrived so you can enjoy an exclusive taste of the Amalfi. Extremely breathable, extremely boss. Seriously, whatever you say, goes. And this shirt goes. It goes anywhere you take it,...
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  • Kenny Flowers Men's The BVIS Short Sleeve Shirt Kenny Flowers Men's The BVIS Short Sleeve Shirt

    The BVIS Short Sleeve Shirt

    Kenny Flowers
    $88.00
    Inspired by our favorite Caribbean islands and life at sea, this timeless, tropical print is your gateway to paradise. Once you put this vintage Hawaiian shirt on, it's just you and your crew, coming in hot on the yacht, sippin' frozen cocktails at the...
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  • Madda Fella Men's Ernest Long Sleeve Linen Shirt Madda Fella Men's Ernest Long Sleeve Linen Shirt

    Ernest Long Sleeve Linen Shirt

    Madda Fella
    $155.00
    Discover the timeless charm of our Ernest Linen long sleeve shirt, crafted with the finest 100% linen sourced from Ireland. Embrace effortless elegance with its classic button-down design, perfect for both casual outings and refined gatherings. Available...
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  • Madda Fella Men's Ernest Long Sleeve Linen Shirt With Trim Madda Fella Men's Ernest Long Sleeve Linen Shirt With Trim

    Ernest Long Sleeve Linen Shirt With Trim

    Madda Fella
    $165.00
    Men's 100% Irish Linen Shirt – Versatile, Classic, and Adventure-Ready Step into effortless style with our Men's 100% Irish Linen Shirt, expertly crafted from premium, breathable Irish linen. Designed to keep you cool and comfortable, this...
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  • Madda Fella Men's Channel Marker Crew Neck Sweater Madda Fella Men's Channel Marker Crew Neck Sweater

    Channel Marker Crew Neck Sweater

    Madda Fella
    $128.00
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  • Liverpool Los Angeles Men's Regent Relaxed Straight Vintage Premium 32"

    Regent Relaxed Straight Vintage Premium 32"

    Liverpool
    $119.00
    Relaxed Straight denim crafted with aging techniques to achieve a unique and genuine vintage appearance. Designed for men with muscular builds or guys who seek a looser fit, our Regent Relaxed Straight offers the perfect amount of room at the thigh and...
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  • Liverpool Los Angeles Men's Regent Relaxed Straight Vintage Premium 30"

    Regent Relaxed Straight Vintage Premium 30"

    Liverpool
    $119.00
    Relaxed Straight denim crafted with aging techniques to achieve a unique and genuine vintage appearance. Designed for men with muscular builds or guys who seek a looser fit, our Regent Relaxed Straight offers the perfect amount of room at the thigh and...
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  • Helly Hansen Men's Moss fisherman's Raincoat Helly Hansen Men's Moss fisherman's Raincoat

    Men's Moss fisherman's Raincoat

    Helly Hansen
    $120.00 - $130.00
    Made with our waterproof Helox+ PU fabric technology, the iconic Men's Moss Raincoat keeps you dry in downpour. We have a storied history protecting Norwegian fishermen in all kinds of weather, and we took inspiration from the 1950s Helly Hansen...
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  • Johnnie-O Men's Sully 1/4 Zip Pullover Johnnie-O Men's Sully 1/4 Zip Pullover

    Sully 1/4 Zip Pullover

    Johnnie-O
    $128.00
    Best-seller, this plaited cotton-blend quarter-zip is the universal layer that packs a punch when it comes to unbeatable softness, versatility and style. Heathered double knit 1/4 zip pullover Contrast inside collar Banded bottom Signature leather...
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  • Johnnie-O Men's Niccolo 1/4 Zip Cashmere Sweater Johnnie-O Men's Niccolo 1/4 Zip Cashmere Sweater

    Niccolo 1/4 Zip Cashmere Sweater

    Johnnie-O
    $398.00
    Our Top Shelf collection features our most elevated pieces with an emphasis on ultra-premium fabrics and next-level details. Made with beautiful long-staple cashmere yarns–the good stuff– this quarter-zip. Details Top Shelf...
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