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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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  • Onward Reserve Men's Jackson Pullover Sweater

    Onward Reserve

    Jackson Pullover Sweater

    $158.00
  • Onward  Reserve Men's Bark Featherweight Flannel - Mallard Green

    Onward Reserve

    Bark Featherweight Flannel - Mallard Green

    $145.00
  • Onward Reserve Men's Whipcord Featherweight Flannel - Crabapple

    Onward Reserve

    Whipcord Featherweight Flannel - Crabapple

    $145.00
  • Onward Reserve Men's Saddle Featherweight Flannel - Naval Academy

    Onward Reserve

    Saddle Featherweight Flannel - Naval Academy

    $145.00
  • Johnnie-O Men's Gatlin Everyday Performance Button Down Shirt

    Johnnie-O

    Gatlin Everyday Performance Button Down Shirt

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

    Johnnie-O

    Maarten Everyday Performance Button Down Shirt

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

    Johnnie-O

    Kamper Performance Flannel Button Down Shirt

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

    Johnnie-O

    Olie Featherweight Performance Button Down Shirt

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

    Johnnie-O

    Hendley Everyday Performance Button Down Shirt

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

    Johnnie-O

    Morganstern Natural Performance Button Down Shirt

    $138.00
  • Johnnie-O Men's Weyburn Lakewave Baseball Sweatshirt

    Johnnie-O

    Weyburn Lakewave Baseball Sweatshirt

    $128.00
  • Johnnie-O Men's Penns Performance Hoodie Pullover

    Johnnie-O

    Penns Performance Hoodie Pullover

    $138.00
  • Johnnie-O Men's Freeborne Performance 1/4 Zip Pullover

    Johnnie-O

    Freeborne Performance 1/4 Zip Pullover

    $118.00
  • Helly Hansen Men's Men's Crew Hooded Pile Jacket

    Helly Hansen

    Men's Crew Hooded Pile Jacket

    $205.00
  • Helly Hansen Men's Men's Chill Jacket 3.0

    Helly Hansen

    Men's Chill Jacket 3.0

    $315.00
  • Helly Hansen Men's Gravity Insulated Ski Jacket

    Helly Hansen

    Men's Gravity Insulated Ski Jacket

    $305.00
  • Kuhl Men's Aktivator Fleece Performance Full Zip Jacket

    Kuhl

    Aktivator Fleece Performance Full Zip Jacket

    $169.00
  • Kuhl Men's Joyrydr Shirt-Jacket

    Kuhl

    Joyrydr Shirt-Jacket

    $149.00
  • Liverpool Los Angeles Men's Diamond Pattern Quarter Zip Pullover Sweater

    Liverpool

    Diamond Pattern Quarter Zip Pullover Sweater

    $119.00
  • Liverpool Los Angeles Men's Button Up Long Sleeve Shirt

    Liverpool

    Button Up Long Sleeve Shirt

    $109.00