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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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  • Johnnie-O Men's Travis Performance Button Down Shirt

    Johnnie-O

    Travis Performance Button Down Shirt

    $138.00
  • Johnnie-O Men's Hoppin Performance Drawstring Hoodie

    Johnnie-O

    Hoppin Performance Drawstring Hoodie

    $168.00
  • Johnnie-O Men's The Course Performance T-Shirt

    Johnnie-O

    The Course Performance T-Shirt

    $78.00
  • Johnnie-O Men's Gibbons Performance Jersey Polo

    Johnnie-O

    Gibbons Performance Jersey Polo

    $98.00
  • Johnnie-O Men's Bronte Performance Jersey Polo

    Johnnie-O

    Bronte Performance Jersey Polo

    $98.00
  • Johnnie-O Mens Top O' The Morning Featherweight Performance Polo

    Johnnie-O

    Top O' The Morning Featherweight Performance Polo

    $110.00
  • Johnnie-O Men's Glidey Featherweight Performance Polo

    Johnnie-O

    Glidey Featherweight Performance Polo

    $110.00
  • Johnnie-O Men's Springwood Performance Jersey Polo

    Johnnie-O

    Springwood Performance Jersey Polo

    $98.00
  • Johnnie-O Men's Stetsons Performance Mesh Polo

    Johnnie-O

    Stetsons Performance Mesh Polo

    $110.00
  • 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
  • Helly Hansen Men's Crew Sailing Vest 2.0

    Helly Hansen

    Crew Sailing Vest 2.0

    $135.00
  • Helly Hansen Men’s Crew Hooded Sailing Jacket 2.0

    Helly Hansen

    M Crew Hooded Jacket 2.0

    $175.00
  • Johnnie-O Men's Hanks "Lightweight Sully" 1/4 Zip Pullover

    Johnnie-O

    Hanks "Lightweight Sully" 1/4 Zip Pullover

    $148.00