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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 Springwood Performance Jersey Polo

    Johnnie-O

    Springwood Performance Jersey Polo

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

    Johnnie-O

    Performance Mesh Polo - Stetson Stripe

    $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
  • Quiksilver Apero Classic Short Sleeve Shirt

    Quiksilver

    Apero Classic Short Sleeve Shirt

    $56.00
  • 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
  • Johnnie-O Men's Mulligan 9" Performance Woven Shorts

    Johnnie-O

    Mulligan 9" Performance Woven Shorts

    $98.00
  • Johnnie-OMen's Nassau 8" Cotton Blend Shorts

    Johnnie-O

    Nassau 8" Cotton Blend Shorts

    $98.00
  • Johnnie-O Men's Brennan 2.0 Long Sleeve Pocket T-Shirt

    Johnnie-O

    Brennan 2.0 Long Sleeve Pocket T-Shirt

    $58.00
  • Johnnie-O Men's Dale 2.0 Short Sleeve Pocket T-Shirt

    Johnnie-O

    Dale 2.0 Short Sleeve Pocket T-Shirt

    $48.00
  • Johnnie-O Men's Huron Solid Featherweight Performance Polo

    Johnnie-O

    Huronn Featherweight Performance Polo

    $98.00
  • Burgess Sweater The Dublin Canle Knit Sweater

    The Dublin Canle Knit Sweater - Chalk

    $208.00