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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 The New Channel Marker 9" Short in Seagull Grey

    Southern Tide

    The New Channel Marker 9" Short - Seagull Grey

    $79.50
  • Southern Tide The New Channel Marker 9" Short in True Navy

    Southern Tide

    The New Channel Marker 9" Short - True Navy

    $79.50
  • Southern Tide The New Channel Marker 9" Short in Light Khaki sold by Island Pursuit offering free shipping over $100

    Southern Tide

    The New Channel Marker 9" Short - Light Khaki

    $79.50
  • Southern Tide The New Channel Marker 9" Short in Sandstone Khaki sold by Island Pursuit offering Free shipping over $100

    Southern Tide

    The New Channel Marker 9" Short - Sandstone Khaki

    $79.50
  • Southern Tide The New Channel Marker 7" Short in Seagull Grey

    Southern Tide

    The New Channel Marker 7" Short - Seagull Grey

    $79.50
  • Southern Tide The New Channel Marker 7" Short in True Navy

    Southern Tide

    The New Channel Marker 7" Short - True Navy

    $79.50
  • Southern Tide The New Channel Marker 7" Short in Light Khaki

    Southern Tide

    The New Channel Marker 7" Short - Light Khaki

    $79.50
  • Southern Tide The New Channel Marker 7" Short in Sandstone Khaki

    Southern Tide

    The New Channel Marker 7" Short - Sandstone Khaki

    $79.50
  • Tommy Bahama Sea Glass Breezer Linen Shirt in Natural

    Tommy Bahama

    Sea Glass Breezer Linen Shirt

    $110.00
  • Southern Tide Micro Gingham Brrr Intercostal Sport Shirt in Seven Seas Blue

    Southern Tide

    Micro Gingham Brrr Intercostal Sport Shirt - Seven Seas Blue

    $145.00
  • Southern Tide Intercoastal Performance Pant in Sandstone Khaki

    Southern Tide

    Intercoastal Performance Pant - Sandstone Khaki

    $135.00
  • Southern Tide Intercoastal Performance Pant in Seagull Grey

    Southern Tide

    Intercoastal Performance Pant - Seagull Grey

    $135.00
  • Southern Tide Intercoastal Performance Pant in Stone

    Southern Tide

    Intercoastal Performance Pant - Stone

    $135.00
  • Southern Tide Intercoastal Performance Pant in True Navy

    Southern Tide

    Intercoastal Performance Pant - True Navy

    $135.00
  • Southern Tide Jack Performance Pant in Grey

    Southern Tide

    Jack Performance Pant - Grey

    $135.00
  • Fish Hippie Shaker short in Chome

    Fish Hippie

    Shaker Hybrid Short

    $79.00
  • Southern Tide Gingham Intercoastal Sport Shirt in Navy

    Southern Tide

    Gingham Intercoastal Sport Shirt - Navy

    $120.00
  • 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
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