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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 Long Sleeve Original Skipjack T-shirt in Yacht Blue

    Southern Tide

    Long Sleeve Original Skipjack T-shirt - Yacht Blue

    $48.00
  • Kuhl Engineered Hat Pirate Blue

    Kuhl

    Engineered Hat

    $35.00
  • Southern Tide Team Colors Driver Spacedye Performance Polo Shirt in Regal Purple

    Southern Tide

    Team Colors Driver Spacedye Performance Polo Shirt - Regal Purple

    $89.50
  • Southern Tide Team Colors Driver Spacedye Performance Polo Shirt in  Varsity Red

    Southern Tide

    Team Colors Driver Spacedye Performance Polo Shirt - Varsity Red

    $89.50
  • Southern Tide Team Colors Driver Spacedye Performance Polo Shirt in Crimson

    Southern Tide

    Team Colors Driver Spacedye Performance Polo Shirt - Crimson

    $89.50
  • Southern Tide Team Colors Driver Spacedye Performance Polo Shirt in Endzone Orange

    Southern Tide

    Team Colors Driver Spacedye Performance Polo Shirt - Endzone Orange

    $89.50
  • Southern Tide Team Colors Driver Spacedye Performance Polo Shirt in University Blue

    Southern Tide

    Team Colors Driver Spacedye Performance Polo Shirt - University

    $89.50
  • Watermelon Classic Swim Trunk Black Background with Pink watermelon

    Bermies

    Watermelon Classic Swim Trunk

    $50.00
  • Southern Tide Ryder Performance Polo Shirt in  Classic White

    Southern Tide

    Ryder Performance Polo Shirt - Classic White

    $95.00
  • Helly Hansen Unisex Crew Insulator Vest 2.0

    Helly Hansen

    Unisex Crew Insulator Vest 2.0

    $150.00
  • Helly Hansen Eco-friendly Men's HH Logo Hoodie in Cobalt

    Helly Hansen

    M HH Logo Hoodie

    $85.00
  • Helly Hansen Eco-friendly HP 1/2 Zip Pullover

    Helly Hansen

    HP 1/2 Zip Pullover

    $70.00
  • Helly Hansen Men's Salt Inshore Sailing Jacket in Navy

    Helly Hansen

    Salt Inshore Sailing Jacket

    $230.00
  • Liverpool  Kingston Modern Slim Straight 34" | Island Pursuit | Free shipping over $100

    Liverpool

    Kingston Modern Slim Straight 34"

    $109.00 - $119.00
  • Liverpool Kingston Modern Slim Straight 32" Length in  San Pedro Medium wash Denim

    Liverpool

    Kingston Modern Slim Straight 32"

    $109.00 - $119.00
  • Liverpool Kingston Modern Slim Straight 30" Length in  San Pedro Denim

    Liverpool

    Kingston Modern Slim Straight 30"

    $109.00 - $119.00
  • 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 Rip Channel 6 Inch Performance Short in Seagull Grey

    Southern Tide

    Rip Channel 6 Inch Performance Short - Seagull Grey

    $85.00
  • Southern Tide  Rip Channel 6 Inch Performance Short in Marble Grey

    Southern Tide

    Rip Channel 6 Inch Performance Short - Marble Grey

    $85.00
  • Southern Tide Sun Farer Short Sleeve T-Shirt in Tidal wave

    Southern Tide

    Sun Farer Short Sleeve T-Shirt

    $44.00