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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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  • Liverpool Los Angeles Men's Regent Relaxed Straight Vintage Premium 32"

    Liverpool

    Regent Relaxed Straight Vintage Premium 32"

    $119.00
  • Liverpool Los Angeles Men's Regent Relaxed Straight Vintage Premium 30"

    Liverpool

    Regent Relaxed Straight Vintage Premium 30"

    $119.00
  • Helly Hansen Men's Versalite Half Zip Fleece

    Helly Hansen

    M Versalite 1/2 Zip Fleece

    $90.00
  • Helly Hansen Men's Loke Jacket 2.0

    Helly Hansen

    M Loke Jacket 2.0

    $120.00
  • Helly Hansen Men's HH Tech Hoodie

    Helly Hansen

    HH Tech Hoodie

    $40.00
  • Helly Hansen Men's HP Racing Hooded Jacket 2.0

    Helly Hansen

    M HP Racing Hooded Jacket 2.0

    $200.00
  • Fish Hippie Men's Terene Short Sleeve Polo

    Fish Hippie

    Terene Short Sleeve Polo

    $79.00
  • Fish Hippe Men's Cantina Performance Polo

    Fish Hippie

    Cantina Performance Polo

    $79.00
  • Fish Hippie Men's Abaco Drifter Tee

    Fish Hippie

    Abaco Drifter Tee

    $37.00
  • Fish Hippie Men's 8 Ways tee

    Fish Hippie

    8 Ways tee

    $37.00
  • Fish Hippie Men's Every Tee

    Fish Hippie

    Everyday Tee

    $39.00
  • Johnnie-O Men's Performance Button Down Shirt - Bruin

    Johnnie-O

    Performance Button Down Shirt - Bruin

    $138.00
  • Johnnie-O Men's Westwood Performance Button Down Shirt

    Johnnie-O

    Westwood Performance Button Down Shirt

    $138.00
  • Johnnie-O Men's Melrose Melrose Cotton Linen Shorts 7"

    Johnnie-O

    Melrose Melrose Cotton Linen Shorts 7"

    $118.00
  • Johnnie-O Men's Masson Natural Performance Button Down Shirt

    Johnnie-O

    Masson Natural Performance Button Down Shirt

    $138.00
  • Johnnie-O Men's Atlas Lightweight Stretch 5-Pocket Pant 32"

    Johnnie-O

    Atlas Lightweight Stretch 5-Pocket Pant 32"

    $148.00
  • Johnnie-O Men's Atlas Lightweight Stretch 5-Pocket Pant 32"

    Johnnie-O

    Atlas Lightweight Stretch 5-Pocket Pant 30"

    $148.00
  • Johnnie-O Men's Basin Performance UPF Long Sleeve Sun Shirt

    Johnnie-O

    Basin Performance UPF Long Sleeve Sun Shirt

    $89.00
  • Johnnie-O Men's The Half Elastic 7" Surf Shorts - Bungalow

    Johnnie-O

    The Half Elastic 7" Surf Shorts - Bungalow

    $89.00
  • Johnnie-O Men's The Half Elastic 7" Surf Shorts - Big Blue

    Johnnie-O

    The Half Elastic 7" Surf Shorts - Big Blue

    $89.00