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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 Belfair Long Sleeve Performance Polo

    Southern Tide

    Belfair Long Sleeve Performance Polo - Mineral Red

    $118.00
  • Southern Tide The Seaport Short Sleeve Polo

    Southern Tide

    The Seaport Short Sleeve Polo - Classic White

    $98.00
  • Southern Tide The Seaport Short Sleeve Polo

    Southern Tide

    The Seaport Short Sleeve Polo - Aged Denim

    $98.00
  • Fair Harbor Vintage-Washed Saltaire Sweatpant

    Fair Harbor

    Vintage-Washed Saltaire Sweatpant

    $88.00
  • Fair Harbor Vintage-Style Saltaire Full Zip Hoodie

    Fair Harbor

    Vintage-Style Saltaire Full Zip Hoodie

    $118.00
  • Fair Harbor Vintage-Wash Saltaire Hoodie

    Fair Harbor

    Vintage-Wash Saltaire Hoodie

    $98.00
  • Far Harbor Larchmont Seawool Quarter Zip Pullover

    Fair Harbor

    Larchmont Seawool Quarter Zip Pullover

    $98.00
  • Fair Harbor Seabreeze UPF 50 Performance Hoodie

    Fair Harbor

    Seabreeze UPF 50 Performance Hoodie

    $72.00
  • Quiksilver Surfdays Hoodie Sweatershirt

    Quiksilver

    Surfdays Hoodie Sweatershirt

    $86.00
  • Quiksilver Motherfly Long Sleeve Flannel Shirt

    Quiksilver

    Motherfly Long Sleeve Flannel Shirt

    $60.00
  • Quiksilver Ensign Classic Plaid Flannel Shirt

    Quiksilver

    Ensign Classic Plaid Flannel Shirt

    $70.00
  • Quiksilver Apero Classic Short Sleeve Shirt

    Quiksilver

    Apero Classic Short Sleeve Shirt

    $56.00
  • Saint James Koniz Knit Full-Zip Jacket

    Saint James

    Koniz Knit Full-Zip Jacket

    $375.00
  • Johnnie-O Castro 1/4 Zip Pullover

    Johnnie-O

    Castro 1/4 Zip Pullover

    $148.00
  • 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