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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 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
  • Johnnie-O Men's The Course Performance T-Shirt

    Johnnie-O

    The Course Performance T-Shirt

    $78.00
  • Johnnie-O Mens Top O' The Morning Featherweight Performance Polo

    Johnnie-O

    Top O' The Morning Featherweight Performance Polo

    $110.00
  • Johnnie-O Men's Glidey Featherweight Performance Polo

    Johnnie-O

    Glidey Featherweight Performance Polo

    $110.00
  • Johnnie-O Men's Stetsons Performance Mesh Polo

    Johnnie-O

    Performance Mesh Polo - Stetson Stripe

    $110.00
  • Johnnie-O Men's The Course Performance Long Sleeve T-Shirt

    Johnnie-O

    The Course Performance Long Sleeve T-Shirt

    $98.00
  • Johnnie-O Men's Newport 5-Pocket Cotton Pant 32"

    Johnnie-O

    Newport 5-Pocket Cotton Pants 32"

    $148.00
  • Johnnie-O Men's Newport 5-Pocket Cotton Pant 30"

    Johnnie-O

    Newport 5-Pocket Cotton Pants 30"

    $148.00
  • Johnnie-O Men's Hanks "Lightweight Sully" 1/4 Zip Pullover

    Johnnie-O

    Hanks "Lightweight Sully" 1/4 Zip Pullover

    $148.00
  • Johnnie-O Men's Mulligan 9" Performance Woven Shorts

    Johnnie-O

    Mulligan Performance Woven Shorts

    $98.00