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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 Fjord Quick-Dry Short Sleeve Shirt 2.0

    Helly Hansen

    Fjord Quick-Dry Short Sleeve Shirt 2.0

    $75.00
  • Alashan Cashmere Cotton Cashmere Classic V-Neck Vest in Steel

    Alashan Cashmere

    Cotton Cashmere Classic V-Neck Vest

    $85.00
  • Alashan Cashmere Cotton Cashmere 1/4 Zip Mock Neck Pullover

    Alashan Cashmere

    Cotton Cashmere 1/4 Zip Mock Neck Pullover

    $138.00
  • Alashan Cashmere 100% Cashmere 1/4 Zip Mock Neck in skyline Blue

    Alashan Cashmere

    100% Cashmere 1/4 Zip Mock Neck

    $415.00
  • Alashan Cashmere 100% Cashmere Classic Crew Neck in Ash Grey

    Alashan Cashmere

    Men's 100% Cashmere Classic Crew Neck

    $355.00
  • Alashan cashmere 100% Cashmere Classic Cable Crew Neck in Midnight Navy

    Alashan Cashmere

    100% Cashmere Classic Cable Crew Neck

    $459.00
  • Alashan cashmere  100% Cashmere Classic V-Neck Pullover in Wild Wood

    Alashan Cashmere

    100% Cashmere Classic V-Neck Pullover

    $345.00
  • Helly Hansen Men's HP Fleece Jacket 2.0

    Helly Hansen

    Unisex Crew Insulator Vest 2.0

    $150.00
  • 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
  • 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