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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 Carl Stretch Flannel Lodge Shirt Jacket

    Johnnie-O

    Carl Stretch Flannel Lodge Shirt Jacket

    $198.00
  • Johnnie-O Men's Hoppin Performance 1/4-Zip Pullover

    Johnnie-O

    Hoppin Performance 1/4-Zip Pullover

    $148.00
  • Johnnie-O Men's Motion Performance 1/4 Zip Pullover

    Johnnie-O

    Motion Performance 1/4 Zip Pullover

    $128.00
  • Johnnie-O Men's Adelson Natural Performance Button Down Shirt

    Johnnie-O

    Adelson Natural Performance Button Down Shirt

    $158.00
  • Johnnie-O Men's  Donovan Featherweight Performance Button Down Shirt

    Johnnie-O

    Donovan Featherweight Performance Button Down Shirt

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

    Johnnie-O

    Cayden Everyday Performance Button Down Shirt

    $138.00
  • Johnnie-O Men's Rocke Performance Shorts

    Johnnie-O

    Rocke Performance Shorts

    $98.00
  • Johnnie-O Men's Penns Performance Hoodie

    Johnnie-O

    Penns Performance Hoodie

    $138.00
  • Johnnie-O Men's Brinson Drirelease® Waffle Hoodie

    Johnnie-O

    Brinson Drirelease® Waffle Hoodie

    $148.00
  • 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 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
  • Johnnie-O Men's Travis Performance Button Down Shirt

    Johnnie-O

    Travis Performance Button Down Shirt

    $138.00
  • Johnnie-O Men's Hoppin Performance Drawstring Hoodie

    Johnnie-O

    Hoppin Performance Drawstring Hoodie

    $168.00