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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 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 Carmel Sateen 5-Pocket Pants 32"

    Johnnie-O

    Carmel Sateen 5-Pocket Pants 32"

    $148.00
  • Johnnie-O Men's Carmel Sateen 5-Pocket Pants 30"

    Johnnie-O

    Carmel Sateen 5-Pocket Pants 30"

    $148.00
  • Johnnie-O Men's Hampton Garment-Dyed Corduroy Pant

    Johnnie-O

    Hampton Garment-Dyed Corduroy Pant 32"

    $158.00
  • Johnnie-O Men's Hampton Garment-Dyed Corduroy Pant

    Johnnie-O

    Hampton Garment-Dyed Corduroy Pant 30"

    $158.00
  • Johnnie-O Men's Rett Garment-Dyed Stretch Corduroy Trucker Jacket

    Johnnie-O

    Rett Garment-Dyed Stretch Corduroy Trucker Jacket

    $168.00
  • 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