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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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  • Helly Hansen Men's Salt Inshore Sailing Jacket in Navy

    Helly Hansen

    Salt Inshore Sailing Jacket

    $230.00
  • Liverpool Los Angeles Men's Kingston Modern Straight Vintage Premium Eco 32"

    Liverpool

    Kingston Modern Straight Vintage Premium Eco 32"

    $109.00 - $119.00
  • Liverpool Los Angeles Men's Kingston Modern Straight Vintage Premium Eco 32"

    Liverpool

    Kingston Modern Straight Vintage Premium Eco 30"

    $109.00 - $119.00
  • Fish Hippie Men's True Blue Short Sleeve Tee in Grey

    Fish Hippie

    True Blue Short Sleeve Tee

    $35.00
  • Fish Hippie Men's Shaker short in Chambray Camo

    Fish Hippie

    Shaker Hybrid Short

    $79.00
  • Fish Hippie Waterside Tech Short in Cloud

    Fish Hippie

    Waterside Tech Short

    $79.00 - $89.00
  • Fish Hippie Shellbine Stripe Polo

    Fish Hippie

    Shellbine Stripe Polo

    $79.00
  • Helly Hansen Men' LIFALOFT™ Insulator Jacket

    Helly Hansen

    M LIFALOFT™ Insulator Jacket

    $215.00
  • Helly Hansen Men's Crew Insulator Sailing Jacket in Navy

    Helly Hansen

    M Crew Insulator Jacket 2.0

    $190.00
  • Helly Hansen Men's Dubliner Waterproof Jacket in Essential Navy

    Helly Hansen

    M Dubliner Waterproof Jacket

    $130.00
  • Johnnie-O Men's Heathered Original 4-Button Polo

    Johnnie-O

    Heathered Original 4-Button Polo

    $89.00
  • Helly Hansen Men's Dubliner Insulated Waterproof Jacket in Black

    Helly Hansen

    M Dubliner Insulated Waterproof Jacket

    $175.00
  • Kuhl Men's Burr Jacket In Gun Metal

    Kuhl

    M Burr Jacket

    $139.00
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