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

    Southern Tide

    brrr°®eeze Desmond Stripe Polo - Navy

    $99.50
  • Southern Tide Brenton Chest Stripe Performance Polo - Navy

    Southern Tide

    Brenton Chest Stripe Performance Polo - Navy

    $95.00
  • Southern Tide Brenton Chest Stripe Performance Polo - Black

    Southern Tide

    Brenton Chest Stripe Performance Polo - Black

    $95.00
  • Southern Tide Driver Gameplay Performance Polo - Navy

    Southern Tide

    Driver Gameplay Performance Polo - Navy

    $95.00
  • Southern Tide Driver Gameplay Performance Polo - Chianti

    Southern Tide

    Driver Gameplay Performance Polo - Chianti

    $95.00
  • Southern Tide brrr°-eeze Meadowbrook Stripe Polo - Smoke Green

    Southern Tide

    brrr°-eeze Meadowbrook Stripe Polo - Smoke Green

    $108.00
  • 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 - Orchid Petal

    Southern Tide

    brrr°-eeze Meadowbrook Stripe Polo - Orchid Petal

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

    Southern Tide

    brrr°-eeze Meadowbrook Stripe Polo - Aged Denim

    $108.00