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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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  • Fair Harbor The One Performance Stretch Pant

    Fair Harbor

    The One Pant Performance Stretch Pants 31"

    $74.00
  • Fair Harbor The One Performance Short

    Fair Harbor

    The One Performance Short 8"

    $68.00
  • Southern Tide Ditzy Floral Swim Trunk in Ocean Aqua

    Southern Tide

    Ditzy Floral Swim Trunk - Ocean Aqua

    $98.00
  • Southern Tide White Lotus Swim Trunk in Clearwater Blue

    Southern Tide

    White Lotus Swim Trunk - Clearwater Blue

    $98.00
  • Southern Tide Vacation Views Swim Trunk in Desert Flower Coral

    Southern Tide

    Vacation Views Swim Trunk - Desert Flower Coral

    $98.00
  • Southern Tide Casual Water Swim Trunk in Coronet Blue

    Southern Tide

    Casual Water Swim Trunk - Coronet Blue

    $98.00
  • Southern Tide It's Wavey Baby Swim Trunk in Basil Green

    Southern Tide

    It's Wavey Baby Swim Trunk - Basil Green

    $98.00
  • Southern TIde Let's Go Clubbing Boxer

    Southern Tide

    Let's Go Clubbing Boxer - Coronet Blue

    $28.00
  • Southern Tide Ocean Water Stripe Swim Trunk

    Southern Tide

    Ocean Water Stripe Swim Trunk - Subdued Blue

    $98.00
  • Southern Tide  The Seaport Davenport Stripe Tee

    Southern Tide

    The Seaport Davenport Stripe Tee - Morning Mist Sage

    $58.00
  • Southern Tide  The Seaport Davenport Stripe Tee

    Southern Tide

    The Seaport Davenport Stripe Tee - Geranium Pink

    $58.00
  • Southern Tide  The Seaport Davenport Stripe Tee

    Southern Tide

    The Seaport Davenport Stripe Tee - Clearwater Blue

    $58.00
  • Southern Tide  The Seaport Davenport Stripe Tee

    Southern Tide

    The Seaport Davenport Stripe Tee - Coronet Blue

    $58.00
  • Southern Tide Beachcast Island Blooms Knit Short Sleeve Sport Shirt | Island Pursuit | Free shipping over $100

    Southern Tide

    Beachcast Island Blooms Knit Short Sleeve Sport Shirt - Geranium Pink

    $108.00
  • Southern Tide Beachcast Island Blooms Knit Short Sleeve Sport Shirt | Island Pursuit | Free shipping over $100

    Southern Tide

    Beachcast Island Blooms Knit Short Sleeve Sport Shirt - Coronet Blue

    $108.00
  • Southern Tide brrr° Intercoastal Heather Stay Shady Short Sleeve Sport Shirt | Island Pursuit | Free shipping over $100

    Southern Tide

    brrr° Intercoastal Heather Stay Shady Short Sleeve Sport Shirt - Heather Wake Blue

    $128.00
  • Southern Tide Island Camo Print Cruiser Quarter Zip Pullover

    Southern Tide

    Island Camo Print Cruiser Quarter Zip - Clearwater Blue

    $128.00
  • Southern Tide  Clubbin' It Print Cruiser Quarter Zip Pullover

    Southern Tide

    Clubbin' It Print Cruiser Quarter Zip Pullover - Classic White

    $128.00
  • Southern Tide  Clubbin' It Print Cruiser Quarter Zip Pullover

    Southern Tide

    Clubbin' It Print Cruiser Quarter Zip - Aged Denim

    $128.00
  • Southern Tide Driver Let's Go Clubbing Printed Polo

    Southern Tide

    Driver Let's Go Clubbing Printed Polo - Ocean Aqua

    $98.00