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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 Teo Performance Jersey Polo Shirt

    Johnnie-O

    Teo Performance Jersey Polo Shirt

    $98.00
  • Johnnie-O Men's Emillio Performance Jersey Polo Shirt

    Johnnie-O

    Emillio Performance Jersey Polo Shirt

    $98.00
  • Johnnie-O Men's Boggings Performance Jersey Golf Polo

    Johnnie-O

    Boggings Performance Jersey Golf Polo

    $98.00
  • Johnnie-O Men's Drayton Merino Cashmere Sweater Hoodie

    Johnnie-O

    Drayton Merino Cashmere Sweater Hoodie

    $288.00
  • Johnnie-O Men's Brantley Performance Button Down Shirt

    Johnnie-O

    Brantley Performance Button Down Shirt

    $138.00
  • Johnnie-O Men's Kisco Performance Joggers

    Johnnie-O

    Kisco Performance Joggers

    $128.00
  • Johnnie-O Men's Kester Textured Hoodie

    Johnnie-O

    Kester Textured Hoodie

    $168.00
  • Johnnie-O Men's Welsey Performance 1/4 Zip Hoodie

    Johnnie-O

    Welsey Performance 1/4 Zip Hoodie

    $128.00
  • Johnnie-O Men's Stevie Performance Mesh Polo

    Johnnie-O

    Stevie Performance Mesh Polo

    $89.00
  • Johnnie-O Men's Sully 1/4 Zip Pullover

    Johnnie-O

    Sully 1/4 Zip Pullover

    $128.00
  • Johnnie-O Men's Niccolo 1/4 Zip Cashmere Sweater

    Johnnie-O

    Niccolo 1/4 Zip Cashmere Sweater

    $398.00
  • Johnnie-O Men's Lomond Printed Knit Vest

    Johnnie-O

    Lomond Printed Knit Vest

    $278.00
  • Marcelo Stretch Knit Flannel Lodge Shirt

    Johnnie-O

    Marcelo Stretch Knit Flannel Lodge Shirt

    $198.00
  • 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