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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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  • Helly Hansen Men’s Crew Hooded Sailing Jacket 2.0

    Helly Hansen

    M Crew Hooded Sailing Jacket 2.0

    $175.00
  • 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 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
  • 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
  • Southern Tide brrr°®eeze Desmond Stripe Polo - Navy

    Southern Tide

    brrr°®eeze Desmond Stripe Polo - Navy

    $99.50
  • Southern Tide brrr°-eeze Meadowbrook Stripe Polo - Clearwater Blue

    Southern Tide

    brrr°-eeze Meadowbrook Stripe Polo - Clearwater Blue

    $108.00
  • Southern Tide brrr°-eeze Meadowbrook Stripe Polo - Platinum Grey

    Southern Tide

    brrr°-eeze Meadowbrook Stripe Polo - Platinum Grey

    $108.00
  • Southern Tide brrr°-eeze Meadowbrook Stripe Polo - Aged Denim

    Southern Tide

    brrr°-eeze Meadowbrook Stripe Polo - Aged Denim

    $108.00
  • Southern Tide brrr°-eeze Meadowbrook Stripe Polo - Geranium Pink

    Southern Tide

    brrr°-eeze Meadowbrook Stripe Polo - Geranium Pink

    $108.00
  • Southern Tide brrr°®-illiant Performance Hoodie in Caviar Black

    Southern Tide

    brrr°®-illiant Performance Hoodie - Caviar Black

    $95.00
  • Southern Tide brrr°®-eeze Heather Performance Polo Shirt in Heather Flamingo Pink

    Southern Tide

    brrr°®-eeze Heather Performance Polo Shirt - Heather Flamingo Pink

    $108.00
  • Southern Tide brrr°®-eeze Heather Performance Polo Shirt in Heather Nautical Navy

    Southern Tide

    brrr°®-eeze Heather Performance Polo Shirt - Heather Nautical Navy

    $108.00
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