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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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  • Southern Tide Silverleaf Plaid Lounge Pant

    Southern Tide

    Silverleaf Plaid Lounge Pant

    $60.00
  • Southern Tide Stanley Pullover

    Southern Tide

    Stanley Pullover - Shadow Grey

    $128.00
  • Southern Tide Flannel Intercoastal Durant Plaid Long Sleeve Sportshirt | Island Pursuit | Free shipping over $100

    Southern Tide

    Flannel Intercoastal Durant Plaid Long Sleeve Sportshirt - Tuscany Red

    $138.00
  • Southern Tide Intercoastal Ardmore Plaid Long Sleeve Sportshirt | Island Pursuit | Free shipping over $100

    Southern Tide

    Intercoastal Ardmore Plaid Long Sleeve Sportshirt - Bordeaux Red

    $138.00
  • Southern Tide The Excursion Performance Jogger in Caviar Black

    Southern Tide

    The Excursion Performance Jogger - Caviar Black

    $135.00
  • Southern Tide Sullivan Five Pocket Pant in Ultimate Grey

    Southern Tide

    Sullivan Five Pocket Pant - Ultimate Grey

    $135.00
  • Southern Tide Sullivan Five Pocket Pant in Hazelnut Khaki

    Southern Tide

    Sullivan Five Pocket Pant - Hazelnut Khaki

    $135.00
  • Southern Tide Sullivan Five Pocket Pant in Sandstone Khaki

    Southern Tide

    Sullivan Five Pocket Pant - Sandstone Khaki

    $135.00
  • Johnnie-O The Original Polo - Matthis Stripe

    Johnnie-O

    Matthis Stripe Polo

    $89.00
  • Johnnie-O Shoreline Cotton Pique Polo

    Johnnie-O

    Shoreline Cotton Pique Polo

    $98.00
  • Johnnie-O Mirage Hawaiian Cotton Polo

    Johnnie-O

    Mirage Hawaiian Cotton Polo

    $128.00
  • Johnnie-O Steffen Striped Performance 1/4 Zip Pullover

    Johnnie-O

    Steffen Striped Performance 1/4 Zip Pullover

    $118.00
  • Johnnie-O Anthony Indigo Striped Hoodie

    Johnnie-O

    Anthony Indigo Striped Hoodie

    $148.00
  • Southern Tide  Heather Chipley Plaid Intercoastal Flannel Sport Shirts in Heather Shadow Grey

    Southern Tide

    Heather Chipley Plaid Intercoastal Flannel Sport Shirts- Heather Shadow Grey

    $138.00
  • Fish Hippie Solmar Performance Crew Neck Shirt

    Fish Hippie

    Solmar Performance Crew Neck Shirt

    $59.00
  • Fish HIppie Balao Cotton Stretch Shorts 9"

    Fish Hippie

    Balao Cotton Stretch Shorts 9"

    $79.00
  • Fish Hippie Drift Performance Shorts

    Fish Hippie

    Drift Performance Shorts

    $79.00
  • Fish Hippie Rowe Printed Performance Sport Shirt

    Fish Hippie

    Rowe Printed Performance Sport Shirt

    $115.00
  • Fish Hippie Rowe Short Sleeve Performance Shirt

    Fish Hippie

    Rowe Short Sleeve Performance Shirt

    $115.00
  • Helly Hansen Banff Insulator Jacket

    Helly Hansen

    Banff Insulator Jacket

    $190.00