MEN

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.

Sort by
  • Lifestyle image of a man wearing the Southern Tide Linen Rayon Keep Palm and Carry On Print Sport Shirt | Island Pursuit | Free shipping over $100

    Southern Tide

    Linen Rayon Keep Palm and Carry On Print Sport Shirt

    $105.00
  • Southern Tide Gulf 8" Brrr Performance Shorts in True Navy

    Southern Tide

    brrr°®-die 8 Inch Performance Short - True Navy

    $108.00
  • Southern Tide Gulf 8" Brrr Performance Shorts in Stone

    Southern Tide

    brrr°®-die 8 Inch Performance Short - Stone

    $108.00
  • Fish Hippie Slub Patch Long Sleeve Hoodie

    Fish Hippie

    Balao Slub Long Slevee Hoodie

    $59.00
  • Front view on the Southern Tide Solid Swim Trunk 2.0 in True Navy

    Southern Tide

    Solid Swim Trunk 2.0 - True Navy

    $89.50
  • Southern Tide Solid Swim Trunk 2.0 in Sunkist Coral

    Southern Tide

    Solid Swim Trunk - Sunkist Coral

    $98.00
  • Southern Tide Solid Swim Trunk 2.0 in Ocean Channel

    Southern Tide

    Solid Swim Trunk 2.0 - Ocean Channel

    $89.50
  • Southern Tide Solid Swim Trunk 2.0 in Tidal Wave Blue

    Southern Tide

    Solid Swim Trunk 2.0 - Tidal Wave

    $89.50
  • Southern Tide brrr°®-illiant Performance Tee in Steel Grey

    Southern Tide

    brrr°®-illiant Performance Tee - Steel Grey

    $78.00
  • Southern Tide brrr°®-illiant Performance Tee in Nautical Navy

    Southern Tide

    brrr°®-illiant Performance Tee - Nautical Navy

    $78.00
  • Southern Tide brrr°®-illiant Performance Tee in Platinum Grey

    Southern Tide

    brrr°®-illiant Performance Tee - Platinum Grey

    $78.00
  • Southern Tide brrr°®-illiant Performance Long Sleeve Tee in Platinum Grey

    Southern Tide

    brrr°®-illiant Performance Long Sleeve Tee - Platinum Grey

    $88.00
  • Southern Tide brrr°®-illiant Performance Long Sleeve Tee in Nautical Navy

    Southern Tide

    brrr°®-illiant Performance Long Sleeve Tee - Nautical Navy

    $88.00
  • Southern Tide brrr°®-illiant Performance Hoodie in Nautical Navy

    Southern Tide

    brrr°®-illiant Performance Hoodie - Nautical Navy

    $95.00
  • Southern Tide Scuttle Heather Performance Quarter Zip Hoodie in Heather True Navy

    Southern Tide

    Scuttle Heather Performance Quarter Zip Hoodie - Heather True Navy

    $120.00
  • Southern Tide Gulf 8" Brrr Performance Shorts in Dark Seas Blue

    Southern Tide

    brrr°®-die 8 Inch Performance Short - Dark Seas

    $108.00
  • Southern Tide Gulf 8" Brrr Performance Shorts in Fog light Grey

    Southern Tide

    brrr°®-die 8 Inch Performance Short - Fog

    $108.00
  • Southern Tide Gulf 8" Brrr Performance Shorts in Steel Grey

    Southern Tide

    brrr°®-die 8 Inch Performance Short - Steel Grey

    $108.00
  • Front view for the Southern Tide Gulf 8" Brrr Performance Shorts in Sandstone Khaki

    Southern Tide

    brrr°®-die 8 Inch Performance Short - Sandstone Khaki

    $108.00
  • Southern Tide Cruiser Heather Quarter Zip Pullover in Heather Slate Grey

    Southern Tide

    Cruiser Heather Quarter Zip Pullover -Heather Slate Grey

    $120.00
!