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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 Plumeria Short Sleeve T-Shirt

    Southern Tide

    Plumeria Short Sleeve T-Shirt

    $48.00
  • Southern tide Sailing with Skipjacks Short Sleeve T-Shirt

    Southern Tide

    Sailing with Skipjacks Short Sleeve T-Shirt

    $48.00
  • 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 Tidal Wave

    Southern Tide

    brrr°®-eeze Heather Performance Polo Shirt - Heather Tidal Wave

    $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
  • Southern Tide brrr°®-eeze Heather Performance Polo Shirt in Heather Ocean Channel

    Southern Tide

    brrr°®-eeze Heather Performance Polo Shirt - Heather Ocean Channel

    $108.00
  • Southern tide Good Chemis-Tree Printed Boxer

    Southern Tide

    Good Chemis-Tree Printed Boxer

    $28.00
  • Southern tide Change Your Altitude Printed Boxer

    Southern Tide

    Change Your Altitude Printed Boxer

    $28.00
  • Southern tide Livin' Lodge Printed Boxer

    Southern Tide

    Livin' Lodge Printed Boxer

    $28.00
  • Southern tide Skipjack Boxer Shorts in Dusty Coral

    Southern Tide

    Skipjack Boxer Shorts - Dusty Coral

    $28.00
  • Southern tide Skipjack Boxer Shorts in Cedar Green

    Southern Tide

    Skipjack Boxer Shorts - Cedar Green

    $28.00
  • brrr° Intercoastal McBee Check Long Sleeve Sport Shirt | Island Pursuit | Free shipping over $100

    Southern Tide

    brrr° Intercoastal McBee Check Long Sleeve Sport Shirt - Wisteria Purple

    $145.00
  • brrr° Intercoastal McBee Check Long Sleeve Sport Shirt | Island Pursuit | Free shipping over $100

    Southern Tide

    brrr° Intercoastal McBee Check Long Sleeve Sport Shirt - Windward Blue

    $145.00
  • brrr° Intercoastal McBee Check Long Sleeve Sport Shirt  | Island Pursuit | Free shipping over $100

    Southern Tide

    brrr° Intercoastal McBee Check Long Sleeve Sport Shirt - Geranium Pink

    $145.00
  • Southern Tide brrr° Intercoastal Rainer Check Long Sleeve Sport Shirt  | Island Pursuit | Free shipping over $100

    Southern Tide

    brrr° Intercoastal Rainer Check Long Sleeve Sport Shirt - Platinum Grey

    $145.00
  • Southern Tide brrr° Intercoastal Rainer Check Long Sleeve Sport Shirt | Island Pursuit | Free shipping over $100

    Southern Tide

    brrr° Intercoastal Rainer Check Long Sleeve Sport Shirt - Orchid Petal

    $145.00
  • Southern Tide brrr° Intercoastal Rainer Check Long Sleeve Sport Shirt | Island Pursuit | Free shipping over $100

    Southern Tide

    brrr° Intercoastal Rainer Check Long Sleeve Sport Shirt - Clearwater Blue

    $145.00
  • Johnnie-O Rylen Performance Button Up Shirt

    Johnnie-O

    Rylen Performance Button Up Shirt

    $138.00
  • Johnnie-O Ashworth Performance Button Up Shirt

    Johnnie-O

    Ashworth Performance Button Up Shirt

    $138.00
  • Johnnie-O Bronx Button Up Shirt

    Johnnie-O

    Bronx Button Up Shirt

    $148.00