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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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  • Kenny Flower Men's The Pacific Chill Heathered Navy 1/4 Zip Pullover

    Kenny Flowers

    The Pacific Chill Heathered Navy 1/4 Zip Pullover

    $118.00
  • Kenny Flower Men's The Kiawah Sky Blue 1/4 Pullover

    Kenny Flowers

    The Kiawah Sky Blue 1/4 Pullover

    $118.00
  • Kenny Flower Men's The Rose Blusher Long Sleeve Pink Linen Shirt

    Kenny Flowers

    The Rose Blusher Long Sleeve Pink Linen Shirt

    $88.00
  • Kenny Flower Men's The Ice Breaker Long Sleeve Blue Linen Shirt

    Kenny Flowers

    The Ice Breaker Long Sleeve Blue Linen Shirt

    $88.00
  • Kenny Flower Men's Casa Blanca Long Sleeve White Linen Shirt

    Kenny Flowers

    Casa Blanca Long Sleeve White Linen Shirt

    $98.00
  • Kenny Flower Men's The Nanshucket Short Sleeve Shirt

    Kenny Flowers

    The Nanshucket Short Sleeve Shirt

    $88.00
  • Kenny Flowers Men's The Rose Blusher Pink Limen Short Sleeve Shirt

    Kenny Flowers

    The Rose Blusher Pink Limen Short Sleeve Shirt

    $88.00
  • Kenny Flowers Men's The Casa Blanca White Linen Short Sleeve Shirt

    Kenny Flowers

    The Casa Blanca White Linen Short Sleeve Shirt

    $88.00
  • Kenny Flowers Men's The BVIS Short Sleeve Shirt

    Kenny Flowers

    The BVIS Short Sleeve Shirt

    $88.00
  • 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
  • Alashan Cashmere Cotton Cashmere Classic V-Neck Vest in Steel

    Alashan Cashmere

    Cotton Cashmere Classic V-Neck Vest

    $85.00
  • Alashan Cashmere Cotton Cashmere 1/4 Zip Mock Neck Pullover

    Alashan Cashmere

    Cotton Cashmere 1/4 Zip Mock Neck Pullover

    $138.00
  • Alashan Cashmere 100% Cashmere 1/4 Zip Mock Neck in skyline Blue

    Alashan Cashmere

    100% Cashmere 1/4 Zip Mock Neck

    $415.00
  • Alashan Cashmere 100% Cashmere Classic Crew Neck in Ash Grey

    Alashan Cashmere

    Men's 100% Cashmere Classic Crew Neck

    $355.00
  • Alashan cashmere 100% Cashmere Classic Cable Crew Neck in Midnight Navy

    Alashan Cashmere

    100% Cashmere Classic Cable Crew Neck

    $459.00