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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 Team Colors Driver Space dye Performance Polo Shirt in Rocky Top Orange

    Southern Tide

    Team Colors Driver Spacedye Performance Polo Shirt - Rocky Top Orange

    $89.50
  • Southern Tide Long Sleeve Original Skipjack T-shirt in  Classic White

    Southern Tide

    Long Sleeve Original Skipjack T-shirt - Classic White

    $48.00
  • 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
  • Southern Tide Ryder Performance Polo Shirt in  Classic White

    Southern Tide

    Ryder Performance Polo Shirt - Classic White

    $95.00
  • Helly Hansen Eco-friendly Varde Fleece Jacket 2.0 in Grey

    Helly Hansen

    M Varde Fleece Jacket 2.0

    $140.00 - $150.00
  • Helly Hansen Eco-friendly Men's HH Logo Hoodie in Cobalt

    Helly Hansen

    M HH Logo Hoodie

    $85.00
  • 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
  • Johnnie-O Heathered Brennan Long Sleeve Pocket T-Shirt in Sea Glass Green

    Johnnie-O

    Heathered Brennan Long Sleeve T-Shirt

    $68.00
  • Southern Tide Rosemont Brrr Intercoastal Performance Sport Shirt- in Seven Seas Blue

    Southern Tide

    Rosemont Brrr Intercoastal Performance Sport Shirt-Seven Seas Blue

    $145.00
  • Southern Tide Solid Brrr Intercoastal Performance Sport Shirt in Classic White

    Southern Tide

    Solid Brrr Intercoastal Performance Sport Shirt - Classic White

    $145.00
  • Helly Hansen Logo eco-friendly tee shirt in organic cotton in white

    Helly Hansen

    M HH Logo T-Shirt

    $40.00
  • Johnnie-O Sully 1/4 Zip Pullover sold by Island Pursuit offering free shipping over $100

    Johnnie-O

    Sully 1/4 Zip Pullover Sweater

    $128.00
  • Southern Tide New Skipjack Polo Shirt in Ocean Channel

    Southern Tide

    New Skipjack Polo Shirt - Ocean Channel

    $85.00