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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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  • Helly Hansen Eco-friendly HP 1/2 Zip Pullover with sun protection in Grey Fog

    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
  • 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 Alta PREP-FORMANCE Joggers in Charcoal

    Johnnie-O

    Alta Jogger 29"

    $98.00
  • 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
  • Fish Hippie Banyan Fleece Vest Grey

    Fish Hippie

    Banyan Fleece Vest

    $115.00
  • Fish Hippie Drifter Hoodie in Amber

    Fish Hippie

    Drifter Hoodie

    $69.00
  • Johnnie-O Heathered Dale Short Sleeve T-Shirt

    Johnnie-O

    Heathered Dale Short Sleeve T-Shirt

    $48.00
  • Southern Tide Solid Brrr Intercoastal Performance Sport Shirt in Classic White

    Southern Tide

    Solid Brrr Intercoastal Performance Sport Shirt - Classic White

    $145.00
  • Quiksilver Union Heather Amphibian 20" Hybrid Shorts

    Quiksilver

    Union Heather Amphibian 20" Hybrid Shorts

    $58.00
  • 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
  • Southern Tide New Organic Cotton Skipjack Polo in White | Island Pursuit | Free shipping over $100

    Southern Tide

    New Skipjack Polo Shirt - Classic White

    $85.00
  • Southern Tide New Organic Cotton Skipjack Polo Shirt in Midnight Black

    Southern Tide

    New Skipjack Polo Shirt - Midnight Black

    $85.00
  • Southern Tide Eco-friendly Skipjack Polo in Baltic Teal

    Southern Tide

    New Skipjack Polo Shirt - Baltic Teak

    $85.00
  • Southern Tide  New Organic Cotton Skipjack Polo Shirt in True Navy

    Southern Tide

    New Skipjack Polo Shirt - True Navy

    $85.00
  • Tommy Bahama Tie-Dyed Tides Linen Shirt | Island Pursuit | Free shipping over $100

    Tommy Bahama

    Tie-Dyed Tides Linen Shirt

    $135.00