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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 Alta PREP-FORMANCE Joggers in Charcoal

    Johnnie-O

    Alta Jogger 29"

    $98.00
  • Johnnie O Greaves Surflannel Plaid Dress shirt in lake Blue

    Johnnie-O

    Greaves Surflannel Plaid Dress Shirt

    $138.00
  • Johnnie-O Heathered Brennan Long Sleeve Pocket T-Shirt in Sea Glass Green

    Johnnie-O

    Heathered Brennan Long Sleeve T-Shirt

    $68.00
  • Southern Tide Rosemont Brrr Intercoastal Performance Sport Shirt- in Seven Seas Blue

    Southern Tide

    Rosemont Brrr Intercoastal Performance Sport Shirt-Seven Seas Blue

    $145.00
  • Johnnie O Skiles Striped 1/4 Zip Pullover in Indigo

    Johnnie-O

    Skiles Striped 1/4 Zip Pullover

    $138.00
  • Johnnie-O Swing Long Sleeve Featherweight Polo in White

    Johnnie-O

    Swing Long Sleeve Featherweight Polo

    $118.00
  • Fish Hippie Peer Group Short Sleeve Tee in Azure Blue

    Fish Hippie

    Peer Group Short Sleeve Tee

    $35.00
  • Fish Hippie Focus Short Sleeve Tee in Pine Green

    Fish Hippie

    Focus Short Sleeve Tee

    $35.00
  • Fish Hippie Banyan Fleece Vest Grey

    Fish Hippie

    Banyan Fleece Vest

    $115.00
  • Fish Hippie Drifter Hoodie in Amber

    Fish Hippie

    Drifter Hoodie

    $69.00
  • Fish Hippie Balao Long Sleeve Pocket Tee in Slate

    Fish Hippie

    Balao Long Sleeve Tee

    $49.00
  • Fish Hippie RumFront Plaid Button Down Shirt Admiral Blue made with a cotton/hemp blend

    Fish Hippie

    RumFront Long Sleeve Shirt

    $99.00
  • Johnnie O Scorpion Bowl Swim Trunk in Twilight

    Johnnie-O

    Scorpion Bowl Swim Trunk

    $89.00
  • Johnnie O Mallon Half Elastic 7 inch Surf Shorts in Nantucket Red

    Johnnie-O

    Half Elastic 7" Surf Shorts

    $89.00
  • Johnnie-O  Santiago Cotton Stretch Shorts in Wake

    Johnnie-O

    Santiago Cotton Stretch Shorts

    $98.00
  • Johnnie-O Fuller Stripe short Sleeve Pocket Tee shirt in Steel

    Johnnie-O

    Fuller Stripe short Sleeve Pocket Tee Shirt

    $48.00
  • Johnnie-O Heathered Dale Short Sleeve T-Shirt

    Johnnie-O

    Heathered Dale Short Sleeve T-Shirt

    $48.00
  • Southern Tide Solid Brrr Intercoastal Performance Sport Shirt in Classic White

    Southern Tide

    Solid Brrr Intercoastal Performance Sport Shirt - Classic White

    $145.00
  • Quiksilver Original Arch 18" Boardshorts in Shocking Pink  with black and white checker panel on the side of leg

    Quiksilver

    Original Arch 18" Boardshorts

    $65.00
  • Helly Hansen Logo eco-friendly tee shirt in organic cotton in white

    Helly Hansen

    M HH Logo T-Shirt

    $40.00