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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 Bronx Button Up Shirt

    Johnnie-O

    Bronx Button Up Shirt

    $148.00
  • Burgess Sweater The Dublin Canle Knit Sweater

    The Dublin Canle Knit Sweater - Chalk

    $208.00
  • Southern tide Chillin at the Cabin Long Sleeve T-shirt

    Southern Tide

    Chillin at the Cabin Long Sleeve T-shirt

    $52.00
  • Southern tide Fair Isle Skipjack Long Sleeve T-shirt

    Southern Tide

    Fair Isle Skipjack Long Sleeve T-shirt

    $52.00
  • Southern Tide Highmark Plaid Lounge Pant

    Southern Tide

    Highmark Plaid Lounge Pant

    $60.00
  • Southern Tide Silverleaf Plaid Lounge Pant

    Southern Tide

    Silverleaf Plaid Lounge Pant

    $60.00
  • Southern Tide Stratford Heather Interlock Hoodie

    Southern Tide

    Stratford Heather Interlock Hoodie - Heather Caviar Black

    $128.00
  • Southern Tide Stratford Heather Interlock Hoodie

    Southern Tide

    Stratford Heather Interlock Hoodie - Heather Bordeaux Red

    $128.00
  • 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 - Dress Blue

    $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

    The Original Polo - Matthis Stripe

    $89.00
  • Johnnie-O Shoreline Cotton Pique Polo

    Johnnie-O

    Shoreline Cotton Pique Polo

    $98.00
  • Johnnie-O Coastal Wash Original Polo

    Johnnie-O

    Coastal Wash Original Polo

    $98.00
  • Johnnie-O Mirage Hawaiian Cotton Polo

    Johnnie-O

    Mirage Hawaiian Cotton Polo

    $128.00