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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 Steffen Striped Performance 1/4 Zip Pullover

    Johnnie-O

    Steffen Striped Performance 1/4 Zip Pullover

    $118.00
  • Johnnie-O Anthony Indigo Striped Hoodie

    Johnnie-O

    Anthony Indigo Striped Hoodie

    $148.00
  • Southern Tide Heather Chipley Plaid Intercoastal Flannel Sport Shirts in Heather Shadow Grey

    Southern Tide

    Heather Chipley Plaid Intercoastal Flannel Sport Shirts- Heather Shadow Grey

    $138.00
  • Southern Tide Cruiser Heather Quarter Zip Pullover
    The item has been added

    Southern Tide

    Cruiser Heather Quarter Zip Pullover - Heather Caviar Black

    $120.00
  • Toad & Co Jet 5-Pocket Corduroy Pant

    Toad & Co

    Jet 5-Pocket Corduroy Pant 30"

    $95.00
  • Southern Tide brrr°®-eeze Heather Performance Polo Shirt in Heather Steel Grey

    Southern Tide

    brrr°®-eeze Heather Performance Polo Shirt - Heather Steel Grey

    $108.00
  • Southern Tide brrr°®-eeze Heather Performance Polo Shirt in Heather Caviar Black

    Southern Tide

    brrr°®-eeze Heather Performance Polo Shirt - Black

    $108.00
  • Mystic Brand The Brand Hoodie

    Mystic

    Mystic Brand Hoodie

    $80.00
  • Mystic Brand The Brand Tee

    Mystic

    M The Brand Tee

    $35.00
  • Kuhl Burr Insulated Jacket

    Kuhl

    Burr Insulated Jacket

    $199.00
  • Southern Tide Heather Melbourne Reversible Plaid Sport Shirt

    Southern Tide

    Heather Melbourne Reversible Plaid Sport Shirt

    $145.00
  • Southern Tide Cruiser Heather Quarter Zip Pullover

    Southern Tide

    Cruiser Heather Quarter Zip Pullover - Heather Dress Blue

    $120.00
  • Lifestyle image of a man wearing the Southern Tide Linen Rayon Keep Palm and Carry On Print Sport Shirt | Island Pursuit | Free shipping over $100

    Southern Tide

    Linen Rayon Keep Palm and Carry On Print Sport Shirt

    $105.00
  • Southern Tide Gulf 8" Brrr Performance Shorts in True Navy

    Southern Tide

    brrr°®-die 8 Inch Performance Short - True Navy

    $108.00
  • Southern Tide Gulf 8" Brrr Performance Shorts in Stone

    Southern Tide

    brrr°®-die 8 Inch Performance Short - Stone

    $108.00
  • Fish Hippie Slub Patch Long Sleeve Hoodie

    Fish Hippie

    Balao Slub Long Slevee Hoodie

    $59.00
  • Johnnie-O Hatteras Quilted Puffer Vest

    Johnnie-O

    Hatteras Quilted Puffer Vest

    $178.00
  • Front view on the Southern Tide Solid Swim Trunk 2.0 in True Navy

    Southern Tide

    Solid Swim Trunk 2.0 - True Navy

    $89.50
  • Southern Tide Solid Swim Trunk 2.0 in Sunkist Coral

    Southern Tide

    Solid Swim Trunk - Sunkist Coral

    $98.00
  • Southern Tide Solid Swim Trunk 2.0 in Ocean Channel

    Southern Tide

    Solid Swim Trunk 2.0 - Ocean Channel

    $89.50
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