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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 Seaport Davenport Stripe Polo | Island Pursuit

    Southern Tide

    The Seaport Davenport Stripe Polo - Coronet Blue

    $98.00
  • Southern Tide Intercoastal Primrose Plaid Long Sleeve Sport Shirt | Island Pursuit | Free shipping over $100

    Southern Tide

    Intercoastal Primrose Plaid Long Sleeve Sport Shirt - Morning Mist Sage

    $138.00
  • Southern Tide Intercoastal Primrose Plaid Long Sleeve Sport Shirt | Island Pursuit | Free shipping over $100

    Southern Tide

    Intercoastal Primrose Plaid Long Sleeve Sport Shirt - Orchid Petal

    $138.00
  • Southern Tide Intercoastal Primrose Plaid Long Sleeve Sport Shirt | Island Pursuit | Free shipping over $100

    Southern Tide

    Intercoastal Primrose Plaid Long Sleeve Sport Shirt - Subdued Blue

    $138.00
  • Southern Tide New Skipjack Polo Shirt in Pale Marine Blue

    Southern Tide

    New Skipjack Polo Shirt - Marine Blue

    $85.00
  • Helly Hansen Men’s Crew Hooded Sailing Jacket 2.0

    Helly Hansen

    M Crew Hooded Sailing Jacket 2.0

    $175.00
  • Southern Tide Island Blooms Swim Trunk in Geranium Pink

    Southern Tide

    Island Blooms Swim Trunk - Geranium Pink

    $98.00
  • Southern Tide Dazed and Transfused Swim Trunk in Coronet Blue

    Southern Tide

    Dazed and Transfused Swim Trunk - Coronet Blue

    $98.00
  • Southern Tide Painted Check Swim Trunk - Wake Blue

    Southern Tide

    Painted Check Swim Trunk - Wake Blue

    $98.00
  • Southern Tide Dazed and Transfused Boxer Brief in Coronet Blue

    Southern Tide

    Dazed and Transfused Boxer Brief - Coronet Blue

    $34.50
  • Southern Tide Island Camo Boxer Brief in Clearwater Blue

    Southern Tide

    Island Camo Boxer Brief - Clearwater Blue

    $34.50
  • Southern TideLetterpress Skipjack Long Sleeve Hoodie T-Shirt in Wake Blue

    Southern Tide

    Letterpress Skipjack Long Sleeve Hoodie T-Shirt - Wake Blue

    $58.00
  • Southern Tide brrr°®-illiant Performance Hoodie in Clearwater Blue

    Southern Tide

    brrr°®-illiant Performance Hoodie - Clearwater Blue

    $95.00
  • Southern Tide brrr°®-illiant Performance Long Sleeve Tee in Caviar Black

    Southern Tide

    brrr°®-illiant Performance Long Sleeve Tee - Caviar Black

    $88.00
  • Southern Tide brrr°®-illiant Performance Long Sleeve Tee in Clearwater Blue

    Southern Tide

    brrr°®-illiant Performance Long Sleeve Tee - Clearwater Blue

    $88.00
  • Southern Tide brrr°®-illiant Performance Tee in Caviar Black

    Southern Tide

    brrr°®-illiant Performance Tee - Caviar Black

    $78.00
  • Southern Tide brrr°®-illiant Performance Tee in Clearwater Blue

    Southern Tide

    brrr°®-illiant Performance Tee - Clearwater Blue

    $78.00
  • Southern Tide brrr° Intercoastal Dazed and Transfused Short Sleeve Sport Shirt in Coronet Blue | Island Pursuit | Free shipping over $100

    Southern Tide

    brrr° Intercoastal Dazed and Transfused Short Sleeve Sport Shirt - Coronet Blue

    $128.00
  • Southern Tide Driver Island Blooms Printed Polo in Surf Spray Sage

    Southern Tide

    Driver Island Blooms Printed Polo - Surf Spray Sage

    $98.00
  • Southern Tide Driver Island Blooms Printed Polo in Clearwater Blue

    Southern Tide

    Driver Island Blooms Printed Polo - Clearwater Blue

    $98.00
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