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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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  • 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 Keller Hoodie Sweatshirt

    Quiksilver

    Keller Hoodie Sweatshirt

    $66.00
  • Quiksilver Keller Block Zip-Up Hoodie Sweatshirt

    Quiksilver

    Keller Block Zip-Up Hoodie Sweatshirt

    $70.00
  • 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 Waterman Sundowner Long Sleeve Flannel Shirt

    Quiksilver

    Waterman Sundowner Long Sleeve Flannel Shirt

    $75.00
  • 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 Alex Hangin' Out Button Up Shirt

    Johnnie-O

    Alex Hangin' Out Button Up Shirt

    $138.00
  • Johnnie-O Roosevelt Performance Button Up Shirt

    Johnnie-O

    Roosevelt Performance Button Up Shirt

    $138.00
  • 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
  • Johnnie-O Mayfair 100% Cashmere Quarter Zip Sweater

    Johnnie-O

    Mayfair 100% Cashmere Quarter Zip Sweater

    $398.00
  • Johnnie-O Denali Double-Zip Fleece Vest

    Johnnie-O

    Denali Double-Zip Fleece Vest

    $138.00