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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 Corbet French Terry Crewneck Sweatshirt

    Johnnie-O

    Corbet French Terry Crewneck Sweatshirt

    $108.00
  • Johnnie-O Hackel Performance Button Up Shirt

    Johnnie-O

    Hackel Performance Button Up Shirt

    $148.00
  • Johnnie-O Emory Linen Button Up Shirt

    Johnnie-O

    Emory Linen Button Up Shirt

    $158.00
  • Johnniie-O Mulligan Performance Woven Shorts

    Johnnie-O

    Mulligan Performance Woven Shorts 9"

    $98.00
  • Johnnie-O Nassau Cotton Blend Shorts

    Johnnie-O

    Nassau Cotton Blend Shorts 8"

    $98.00
  • Johnnie-O Vern Printed Jersey Performance Polo

    Johnnie-O

    Vern Printed Jersey Performance Polo

    $98.00
  • Johnnie-O Brennan 2.0 Long Sleeve T-Shirt

    Johnnie-O

    Brennan 2.0 Long Sleeve T-Shirt

    $58.00
  • Johnnie-O Huron Solid Featherweight Performance Polo

    Johnnie-O

    Huron Solid Featherweight Performance Polo

    $98.00
  • Johnnie-O Hugo 5-Pocket Pant 32"

    Johnnie-O

    Hugo 5-Pocket Pant 32"

    $158.00
  • Johnnie-O Hugo 5-Pocket Pant 32"

    Johnnie-O

    Hugo 5-Pocket Pant 30"

    $158.00
  • Southern Tide brrr°®eeze Desmond Stripe Polo - University Blue

    Southern Tide

    brrr°®eeze Desmond Stripe Polo - University Blue

    $99.50
  • Southern Tide brrr°®eeze Desmond Stripe Polo - Black

    Southern Tide

    brrr°®eeze Desmond Stripe Polo - Black

    $99.50
  • Southern Tide brrr°®eeze Desmond Stripe Polo - Rush Blue

    Southern Tide

    brrr°®eeze Desmond Stripe Polo - Rush Blue

    $99.50
  • Southern Tide brrr°®eeze Desmond Stripe Polo - Navy

    Southern Tide

    brrr°®eeze Desmond Stripe Polo - Navy

    $99.50
  • Southern Tide Brenton Chest Stripe Performance Polo - Navy

    Southern Tide

    Brenton Chest Stripe Performance Polo - Navy

    $95.00
  • Southern Tide Brenton Chest Stripe Performance Polo - Black

    Southern Tide

    Brenton Chest Stripe Performance Polo - Black

    $95.00
  • Southern Tide Driver Gameplay Performance Polo - Navy

    Southern Tide

    Driver Gameplay Performance Polo - Navy

    $95.00
  • Southern Tide Driver Gameplay Performance Polo - Chianti

    Southern Tide

    Driver Gameplay Performance Polo - Chianti

    $95.00
  • Southern Tide Breton Stripe Swim Trunk

    Southern Tide

    Breton Stripe Swim Trunk

    $98.00
  • Southern Tide Heather Skipping Jacks Swim Trunk

    Southern Tide

    Heather Skipping Jacks Swim Trunk - Heather Clearwater Blue

    $98.00