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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 Men's Versalite Half Zip Fleece

    Helly Hansen

    M Versalite 1/2 Zip Fleece

    $90.00
  • Helly Hansen Men's Loke Jacket 2.0

    Helly Hansen

    M Loke Jacket 2.0

    $120.00
  • Helly Hansen Men's HH Tech Hoodie

    Helly Hansen

    HH Tech Hoodie

    $40.00
  • Helly Hansen Men's HP Racing Hooded Jacket 2.0

    Helly Hansen

    M HP Racing Hooded Jacket 2.0

    $200.00
  • Fish Hippie Men's Terene Short Sleeve Polo

    Fish Hippie

    Terene Short Sleeve Polo

    $79.00
  • Fish Hippe Men's Cantina Performance Polo

    Fish Hippie

    Cantina Performance Polo

    $79.00
  • Fish Hippie Men's Abaco Drifter Tee

    Fish Hippie

    Abaco Drifter Tee

    $37.00
  • Fish Hippie Men's 8 Ways tee

    Fish Hippie

    8 Ways tee

    $37.00
  • Fish Hippie Men's Every Tee

    Fish Hippie

    Everyday Tee

    $39.00
  • Helly Hansen Men's Crew Midlayer Jacket 2.0

    Helly Hansen

    M Crew Midlayer Jacket 2.0

    $185.00
  • Alashan cashmere Men's Cotton Cashmere Classic V-Neck Pullover

    Alashan Cashmere

    Men's Cotton Cashmere Classic V-Neck Pullover

    $114.00
  • Alashan Cashmere Men's Cotton Cashmere Raglan Sweatshirt

    Alashan Cashmere

    Men's Cotton Cashmere Raglan Sweatshirt

    $128.00
  • Alashan Cashmere Men's Cotton Cashmere Weekend Sweatshirt

    Alashan Cashmere

    Men's Cotton Cashmere Weekend Sweatshirt

    $134.00
  • Alashan Cashmere Merino Wool Birdseye 3/4 Zip Mock Neck Pullover Sweater

    Alashan Cashmere

    Merino Wool Birdseye 1/4 Zip Mock Neck Pullover Sweater

    $198.00
  • Alashan Cashmere Men's 100% Cashmere 1/4 Zip Mock Neck

    Alashan Cashmere

    Men's 100% Cashmere 1/4 Zip Mock Neck

    $429.00
  • Alashan Cashmere Men's 100% Cashmere Classic V-Neck Pullover

    Alashan Cashmere

    Men's 100% Cashmere Classic V-Neck Pullover

    $384.00
  • Helly Hansen Men's HP Fleece Jacket 2.0

    Helly Hansen

    M HP Fleece Jacket 2.0

    $130.00
  • Johnnie-O Newport 5-Pocket Cotton Pant 32"

    Johnnie-O

    Newport 5-Pocket Cotton Pant 32"

    $148.00
  • Johnnie-O Newport 5-Pocket Cotton Pant 30"

    Johnnie-O

    Newport 5-Pocket Cotton Pant 30"

    $148.00
  • Helly Hansen Men's Crew Sailing Vest 2.0

    Helly Hansen

    Crew Sailing Vest 2.0

    $135.00