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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 Raynor Merino Wool 1/4 Zip Sweater

    Johnnie-O

    Raynor Merino Wool 1/4 Zip Sweater

    $198.00
  • Johnnie-O Opry Brushed Twill Flannel Shacket

    Johnnie-O

    Opry Brushed Twill Flannel Shacket

    $138.00
  • Johnnie-O Cutler Long Sleeve Original 4-Button Polo

    Johnnie-O

    Cutler Long Sleeve Original 4-Button Polo

    $118.00
  • Johnnie-O Newport 5-Pocket Cotton Pant 34"

    Johnnie-O

    Newport 5-Pocket Cotton Pant 34"

    $148.00
  • 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
  • Johnnie-O Harkers Corduroy 5-Pocket Pant 34"

    Johnnie-O

    Harkers Corduroy 5-Pocket Pant 34"

    $168.00
  • Johnnie-O Harkers Corduroy 5-Pocket Pant 32"

    Johnnie-O

    Harkers Corduroy 5-Pocket Pant 32"

    $168.00
  • Johnnie-O Harkers Corduroy 5-Pocket Pant 30"

    Johnnie-O

    Harkers Corduroy 5-Pocket Pant 30"

    $168.00
  • Southern Tide Beach Blooms Swim Trunk  | Island Pursuit

    Southern Tide

    Beach Blooms Swim Trunk - Lawn Green

    $98.00
  • Southern Tide brrr°-eeze Meadowbrook Stripe Polo in  Tangerine Orange

    Southern Tide

    brrr°-eeze Meadowbrook Stripe Polo - Tangerine Orange

    $108.00
  • Southern Tide Paradise Palms Linen Rayon Short Sleeve Sport Shirt| Island Pursuit | Free shipping over $100

    Southern Tide

    Paradise Palms Linen Rayon Short Sleeve Sport Shirt

    $105.00
  • Southern Tide Beach Blooms Linen Rayon Short Sleeve Sport Shirt | Island Pursuit | Free shipping over $100

    Southern Tide

    Beach Blooms Linen Rayon Short Sleeve Sport Shirt

    $105.00
  • Keep It Nautical Intercoastal Heather Short Sleeve Sport Shirt | Island Pursuit | Free shipping over $100

    Southern Tide

    Keep It Nautical Intercoastal Heather Short Sleeve Sport Shirt

    $120.00
  • Quiksilver Waterman Dawn Patrol Long Sleeve Flannel Shirt

    Quiksilver

    Waterman Dawn Patrol Long Sleeve Flannel Shirt

    $75.00
  • Cova Quarter Deck Fleece Mock Neck Pullover

    Cova

    Quarter Deck Fleece Mock Neck Pullover

    $89.00
  • Cova Men's Outerbanks Fleece Button Front Jacket

    Cova

    Outerbanks Fleece Button Front Jacket

    $89.00
  • Cova Elbow Grease Flannel Woven Shirt

    Cova

    Elbow Grease Flannel Woven Shirt

    $89.00
  • Cova Boat Parade Corduroy Woven Shirt

    Cova

    Boat Parade Corduroy Woven Shirt

    $89.00
  • Cova Seaside Chambray Woven Shirt

    Cova

    Seaside Chambray Woven Shirt

    $89.00