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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 Clubbin' It Print Cruiser Quarter Zip Pullover

    Southern Tide

    Clubbin' It Print Cruiser Quarter Zip - Aged Denim

    $128.00
  • Southern Tide Driver Clubbin It Printed Polo | Island Pursuit

    Southern Tide

    Driver Clubbin It Printed Polo - Aged Denim

    $98.00
  • 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
  • Helly Hansen Men’s Crew Hooded Sailing Jacket 2.0

    Helly Hansen

    M Crew Hooded Sailing Jacket 2.0

    $175.00
  • 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 Long Sleeve Tee in Caviar Black

    Southern Tide

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

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

    Southern Tide

    brrr°®-illiant Performance Tee - Caviar Black

    $78.00
  • Southern Tide Charleston Granby Stripe Long Sleeve Sport Shirt - Cobalt Blue | Island Pursuit | Free shipping over $100

    Southern Tide

    Charleston Granby Stripe Long Sleeve Sport Shirt - Cobalt Blue

    $138.00
  • Southern Tide Charleston Overbrook Solid Long Sleeve Sport Shirt - Classic White | Island Pursuit | Free shipping over $100

    Southern Tide

    Charleston Overbrook Solid Long Sleeve Sport Shirt - Classic White

    $138.00
  • Southern Tide Charleston Parkwood Micro-Gingham Long Sleeve Sport Shirt | Island Pursuit | Free shipping over $100

    Southern Tide

    Charleston Parkwood Micro-Gingham Long Sleeve Sport Shirt

    $138.00
  • Southern Tide Linen Rayon Timmonsok Stripe Short Sleeve Sport Shirt | Island Pursuit | Free shipping over $100

    Southern Tide

    Linen Rayon Timmonsok Stripe Short Sleeve Sport Shirt

    $105.00
  • Southern Tide Charleston Blazer in Perfectly Pale Khaki

    Southern Tide

    Charleston Blazer - Perfectly Pale Khaki

    $295.00
  • Southern Tide Gingham Intercoastal Sport Shirt in University Blue

    Southern Tide

    Gingham Intercoastal Sport Shirt - University Blue

    $120.00
  • Southern Tide Linen Rayon Ditzy Floral Short Sleeve Sport Shirt | Island Pursuit | Free shipping over $100

    Southern Tide

    Linen Rayon Ditzy Floral Short Sleeve Sport Shirt - Coronet Blue

    $105.00
  • Johnnie-O Hugo 5-Pocket Pant 32"

    Johnnie-O

    Hugo 5-Pocket Pant 32"

    $158.00
  • Southern Tide brrr°®eeze Desmond Stripe Polo - University Blue

    Southern Tide

    brrr°®eeze Desmond Stripe Polo - University Blue

    $99.50
  • Southern Tide brrr°®eeze Desmond Stripe Polo - Black

    Southern Tide

    brrr°®eeze Desmond Stripe Polo - Black

    $99.50
  • Southern Tide brrr°®eeze Desmond Stripe Polo - Rush Blue

    Southern Tide

    brrr°®eeze Desmond Stripe Polo - Rush Blue

    $99.50
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