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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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  • Johnnie-O Castro 1/4 Zip Pullover

    Johnnie-O

    Castro 1/4 Zip Pullover

    $148.00
  • Johnnie-O Alex Hangin' Out Button Up Shirt

    Johnnie-O

    Alex Hangin' Out Button Up Shirt

    $138.00
  • Johnnie-O Scotty Performance Button-Down Shirt

    Johnnie-O

    Scotty Performance Button-Down Shirt

    $138.00
  • Johnnie-O Peterson Performance Button Up Shirt

    Johnnie-O

    Peterson Performance Button Up Shirt

    $138.00
  • 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 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
  • Southern Tide Micro Gingham Brrr Intercostal Sport Shirt in Cobalt Blue

    Southern Tide

    Micro Gingham Brrr Intercostal Sport Shirt - Cobalt Blue

    $145.00
  • Johnnie-O Mayfair 100% Cashmere Quarter Zip Sweater

    Johnnie-O

    Mayfair 100% Cashmere Quarter Zip Sweater

    $398.00
  • Johnnie-O Denali Double-Zip Fleece Vest

    Johnnie-O

    Denali Double-Zip Fleece Vest

    $138.00
  • Johnnie-O Belfry Quilted Puffer Vest

    Johnnie-O

    Belfry Quilted Puffer Vest

    $148.00
  • Johnnie-O Cutler Long Sleeve Original 4-Button Polo

    Johnnie-O

    Cutler Long Sleeve Original 4-Button Polo

    $118.00
  • Johnnie-O Newport 5-Pocket Cotton Pant 32"

    Johnnie-O

    Newport 5-Pocket Cotton Pant 32"

    $148.00
  • Johnnie-O Newport 5-Pocket Cotton Pant 30"

    Johnnie-O

    Newport 5-Pocket Cotton Pant 30"

    $148.00
  • Johnnie-O Harkers Corduroy 5-Pocket Pant 34"

    Johnnie-O

    Harkers Corduroy 5-Pocket Pant 34"

    $168.00
  • Johnnie-O Harkers Corduroy 5-Pocket Pant 32"

    Johnnie-O

    Harkers Corduroy 5-Pocket Pant 32"

    $168.00
  • Johnnie-O Harkers Corduroy 5-Pocket Pant 30"

    Johnnie-O

    Harkers Corduroy 5-Pocket Pant 30"

    $168.00
  • 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 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
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