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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 Floral Coral Intercoastal Short Sleeve Sport Shirt  | Island Pursuit | Free shipping over $100

    Southern Tide

    Floral Coral Intercoastal Short Sleeve Sport Shirt - Chilled Blue

    $120.00
  • Southern Tide Harkers Island Madras Plaid Long Sleeve Sport Shirt| Island Pursuit | Free shipping over $100

    Southern Tide

    Harkers Island Madras Plaid Long Sleeve Sport Shirt

    $128.00
  • Southern Tide Vacation Views Boxer in Desert Flower Coral

    Southern Tide

    Vacation Views Boxer - Desert Flower Coral

    $28.00
  • Southern tide Skipjack Boxer Shorts in True Navy

    Southern Tide

    Skipjack Boxer Shorts - True Navy

    $28.00
  • Southern tide Skipjack Boxer Shorts in Ocean Channel

    Southern Tide

    Skipjack Boxer Shorts - Ocean Channel

    $28.00
  • Schooling Fish Boxer

    Southern Tide

    Schooling Fish Boxer

    $28.00
  • Southern TIde Nailed It Boxer inTangerine Orange

    Southern Tide

    Nailed It Boxer - Tangerine Orange

    $28.00
  • Southern Tide Micro Gingham Brrr Intercostal Sport Shirt in Cobalt Blue

    Southern Tide

    Micro Gingham Brrr Intercostal Sport Shirt - Cobalt Blue

    $145.00
  • Southern Tide Beach Blooms Swim Trunk  | Island Pursuit

    Southern Tide

    Beach Blooms Swim Trunk - Lawn Green

    $98.00
  • Southern Tide brrr°-eeze Meadowbrook Stripe Polo in  Tangerine Orange

    Southern Tide

    brrr°-eeze Meadowbrook Stripe Polo - Tangerine Orange

    $108.00
  • Southern Tide brrr°-eeze Meadowbrook Stripe Polo in Lawn Green

    Southern Tide

    brrr°-eeze Meadowbrook Stripe Polo - Lawn Green

    $108.00
  • Southern Tide New Skipjack Polo Shirt in Paprika Red

    Southern Tide

    New Skipjack Polo Shirt - Paprika Red

    $85.00
  • Southern Tide Summer Rays Short Sleeve Sport Shirt | Island Pursuit | Free shipping over $100

    Southern Tide

    Summer Rays Short Sleeve Sport Shirt

    $105.00
  • Southern Tide Paradise Palms Linen Rayon Short Sleeve Sport Shirt| Island Pursuit | Free shipping over $100

    Southern Tide

    Paradise Palms Linen Rayon Short Sleeve Sport Shirt

    $105.00
  • Southern Tide Nailed It Linen Rayon Short Sleeve Sport Shirt | Island Pursuit | Free shipping over $100

    Southern Tide

    Nailed It Linen Rayon Short Sleeve Sport Shirt

    $105.00
  • Southern Tide Beach Blooms Linen Rayon Short Sleeve Sport Shirt | Island Pursuit | Free shipping over $100

    Southern Tide

    Beach Blooms Linen Rayon Short Sleeve Sport Shirt

    $105.00
  • Keep It Nautical Intercoastal Heather Short Sleeve Sport Shirt | Island Pursuit | Free shipping over $100

    Southern Tide

    Keep It Nautical Intercoastal Heather Short Sleeve Sport Shirt

    $120.00
  • Southern Tide Leagally Frond Intercoastal Short Sleeve Sport Shirt | Island Pursuit | Free shipping over $100

    Southern Tide

    Leagally Frond Intercoastal Short Sleeve Sport Shirt - Flamingo Pink

    $120.00
  • Southern Tide Leagally Frond Intercoastal Short Sleeve Sport Shirt | Island Pursuit | Free shipping over $100

    Southern Tide

    Leagally Frond Intercoastal Short Sleeve Sport Shirt - Eternal Blue

    $120.00
  • Chubbies The Moon Shadows Classic Swim Trunk 7"

    Chubbies

    The Moon Shadows Classic Swim Trunk 7"

    $69.50