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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 Gingham Intercoastal Sport Shirt in Crimson

    Southern Tide

    Gingham Intercoastal Sport Shirt - Crimson

    $120.00
  • Southern Tide Gingham Intercoastal Sport Shirt in Slate Grey

    Southern Tide

    Gingham Intercoastal Sport Shirt - Slate Grey

    $120.00
  • Southern Tide Gingham Intercoastal Sport Shirt in Black

    Southern Tide

    Gingham Intercoastal Sport Shirt - Black

    $120.00
  • Southern Tide Micro Ginaham Intercoastal Performance Sport Shirt in True Navy

    Southern Tide

    Micro Gingham Intercoastal Performance Sport Shirt - True Navy

    $135.00
  • Southern Tide Short Sleeve Dock Shirt in Navy sold by Island Pursuit offering free shipping over $100

    Southern Tide

    Short Sleeve Dock Shirt - Navy

    $89.50
  • Southern Tide Short Sleeve Dock Shirt in Seagull Grey

    Southern Tide

    Short Sleeve Dock Shirt - Seagull Grey

    $89.50
  • Helly Hansen LIFALOFT™ Insulator Jacket | Island Pursuit | Free shipping over $100

    Helly Hansen

    M LIFALOFT™ Insulator Jacket

    $200.00
  • Helly Hansen Men's Crew Insulator Sailing Jacket in Navy

    Helly Hansen

    M Crew Insulator Sailing Jacket

    $180.00
  • Johnnie-O CrossCountry PREPFORMANCE Pants 34" in High Tide | Island Pursuit | Free shipping over $100

    Johnnie-O

    Cross Country Performance Pant 34"

    $135.00
  • Southern Tide Intercoastal Performance Pant 32" in Stone

    Southern Tide

    Intercoastal Performance Pant 32"

    $135.00
  • Kuhl Burr Jacket In Onyx

    Kuhl

    Burr Jacket

    $139.00
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