MEN

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.

Sort by
  • 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
  • Tommy Bahama Sea Glass Breezer Linen Shirt in Natural

    Tommy Bahama

    Sea Glass Breezer Linen Shirt

    $110.00
  • Fish Hippie Men's Shaker short in Chambray Camo

    Fish Hippie

    Shaker Hybrid Short

    $79.00
  • 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