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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 brrr°die 8" Island Camo Performance Short

    Southern Tide

    brrr°die 8" Island Camo Performance Short - Ultimate Grey

    $118.00
  • Southern Tide brrr°die 8" Island Camo Performance Short

    Southern Tide

    brrr°die 8" Island Camo Performance Short - Dark Seas

    $118.00
  • Southern Tide Gulf 10" Brrr Performance Shorts in Seagull Grey

    Southern Tide

    brrr°®-die 10 Inch Performance Short - Seagull Grey

    $108.00
  • Southern Tide Gulf 10" Brrr Performance Shorts in Stone

    Southern Tide

    brrr°®-die 10 Inch Performance Short - Stone

    $108.00
  • Southern Tide Gulf 10" Brrr Performance Shorts in True Navy

    Southern Tide

    brrr°®-die 10 Inch Performance Short - True Navy

    $108.00
  • Southern Tide Ryder Heather Halls Performance Polo| Island Pursuit

    Southern Tide

    Ryder Heather Halls Performance Polo - Heather Orchid Petal

    $98.00
  • Southern Tide Ryder Heather Halls Performance Polo| Island Pursuit

    Southern Tide

    Ryder Heather Halls Performance Polo - Heather Wake Blue

    $98.00
  • Southern Tide Ryder Heather Halls Performance Polo| Island Pursuit

    Southern Tide

    Ryder Heather Halls Performance Polo - Heather Pale Rosette Pink

    $98.00
  • Southern Tide The Seaport Davenport Stripe Polo | Island Pursuit

    Southern Tide

    The Seaport Davenport Stripe Polo - Geranium Pink

    $98.00
  • 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
  • Southern Tide New Skipjack Polo Shirt in  Pale Rosette Pink

    Southern Tide

    New Skipjack Polo Shirt - Pale Rosette Pink

    $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