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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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  • Southern Tide Gulf 8" Brrr Performance Shorts in True Navy

    Southern Tide

    brrr°®-die 8 Inch Performance Short - True Navy

    $108.00
  • Southern Tide Gulf 8" Brrr Performance Shorts  in Stone

    Southern Tide

    brrr°®-die 8 Inch Performance Short - Stone

    $108.00
  • Fish Hippie Brooker Resolve Quilted Vest in Navy

    Fish Hippie

    Brooker Resolve Quilted Vest

    $155.00
  • Fish Hippie - Balao SShort Sleeve Button Front

    Fish Hippie

    Balao Knit Short Sleeve Button Front

    $69.00 - $79.00
  • Fish-Hippie Reversible Brooker Quilted Vest

    Fish Hippie

    Reversible Brooker Quilted Vest

    $115.00
  • Fish Hippie Rigged Long Sleeve T-Shirt

    Fish Hippie

    Rigged Long Sleeve T-Shirt

    $40.00
  • Fish Hippie Remedy Long Sleeve T-Shirt

    Fish Hippie

    Remedy Long Sleeve T-Shirt

    $40.00
  • Fish Hippie Dueces Long Sleeve T-Shirt

    Fish Hippie

    Dueces Long Sleeve T-Shirt

    $40.00
  • Fish Hippie Slub Patch Long Sleeve Hoodie

    Fish Hippie

    Balao Slub Long Slevee Hoodie

    $59.00
  • Fish Hippie Broadmarsh Flannel Button Down Shirt

    Fish Hippie

    Broadmarsh Flannel Button Down Shirt

    $99.00
  • Johnnie-O Hobson Knit Full-Zip Sweater Jacket

    Johnnie-O

    Hobson Knit Full-Zip Sweater Jacket

    $268.00
  • JOhnnie-O Enfield Zip Front Quilted Puffer Vest

    Johnnie-O

    Enfield Zip Front Quilted Puffer Vest

    $248.00
  • Johnnie-O Baron Wool Blend 1/4 Zip Pullover Sweater

    Johnnie-O

    Baron Wool Blend 1/4 Zip Pullover Sweater

    $198.00
  • Johnnie-O Lyon Top Shelf Button Up Shirt

    Johnnie-O

    Lyon Top Shelf Button Up Shirt

    $168.00
  • Johnnie-O Metz Hangin' Out Button Up Shirt

    Johnnie-O

    Metz Hangin' Out Button Up Shirt

    $138.00
  • Johnnie-O Howard Hangin' Out Button Up Shirt

    Johnnie-O

    Howard Hangin' Out Button Up Shirt

    $138.00
  • Johnnie-O Chapman Hangin' Out Button Up Shirt

    Johnnie-O

    Chapman Hangin' Out Button Up Shirt

    $148.00
  • Johnnie-O Afton Hangin' Out Button Up Shirt

    Johnnie-O

    Afton Hangin' Out Button Up Shirt

    $148.00
  • Johnnie-O Denali Hangin' Out Button Up Shirt

    Johnnie-O

    Denali Hangin' Out Button Up Shirt

    $148.00
  • Johnnie-O Hyat Hangin' Out Button Up Shirt

    Johnnie-O

    Hyat Hangin' Out Button Up Shirt

    $148.00