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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 brrr° Intercoastal Floral To See Short Sleeve Sport Shirt | Island Pursuit | Free shipping over $100

    Southern Tide

    brrr° Intercoastal Floral To See Short Sleeve Sport Shirt - Geranium Pink

    $128.00
  • Southern Tide Linen Rayon Ditzy Floral Short Sleeve Sport Shirt | Island Pursuit | Free shipping over $100

    Southern Tide

    Linen Rayon Ditzy Floral Short Sleeve Sport Shirt - Geranium Pink

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

    Southern Tide

    Linen Rayon Ditzy Floral Short Sleeve Sport Shirt - Coronet Blue

    $105.00
  • Southern Tide Headland Reedy Plaid Long Sleeve Sport Shirt | Island Pursuit | Free shipping over $100

    Southern Tide

    Headland Reedy Plaid Long Sleeve Sport Shirt - Tsunami Grey

    $118.00
  • Southern Tide Headland Reedy Plaid Long Sleeve Sport Shirt | Island Pursuit | Free shipping over $100

    Southern Tide

    Headland Reedy Plaid Long Sleeve Sport Shirt - Geranium Pink

    $118.00
  • Southern Tide Intercoastal Heather Skipping Jacks Short Sleeve Sport Shirt | Island Pursuit | Free shipping over $100

    Southern Tide

    Intercoastal Heather Skipping Jacks Short Sleeve Sport Shirt

    $120.00
  • Johnnie-O Amos French Terry Hoodie Sweatshirt

    Johnnie-O

    Amos French Terry Hoodie Sweatshirt

    $128.00
  • Johnnie-O Corbet French Terry Crewneck Sweatshirt

    Johnnie-O

    Corbet French Terry Crewneck Sweatshirt

    $108.00
  • Johnnie-O Hackel Performance Button Up Shirt

    Johnnie-O

    Hackel Performance Button Up Shirt

    $148.00
  • Johnnie-O Emory Linen Button Up Shirt

    Johnnie-O

    Emory Linen Button Up Shirt

    $158.00
  • Johnnie-O Avin Jersey Knit Button Up Shirt

    Johnnie-O

    Avin Jersey Knit Button Up Shirt

    $158.00
  • Johnnie-O Jupiter Cotton Performance Shorts

    Johnnie-O

    Jupiter Cotton Performance Shorts 8"

    $118.00
  • Johnniie-O Mulligan Performance Woven Shorts

    Johnnie-O

    Mulligan Performance Woven Shorts 9"

    $98.00
  • Johnnie-O Nassau Cotton Blend Shorts

    Johnnie-O

    Nassau Cotton Blend Shorts 8"

    $98.00
  • Johnnie-O Barton Striped Top Shelf Performance Polo

    Johnnie-O

    Barton Striped Top Shelf Performance Polo

    $118.00
  • Johnnie-O Brennan 2.0 Long Sleeve T-Shirt

    Johnnie-O

    Brennan 2.0 Long Sleeve T-Shirt

    $58.00
  • Johnnie-O Dale 2.0 Short Sleeve Pocket T-Shirt

    Johnnie-O

    Dale 2.0 Short Sleeve Pocket T-Shirt

    $48.00
  • Johnnie-O Cary Performance Button Up Shirt

    Johnnie-O

    Cary Performance Button Up Shirt

    $138.00
  • Johnnie-O Dume Performance Button Up Shirt

    Johnnie-O

    Dume Performance Button Up Shirt

    $138.00
  • Johnnie-O Biles Performance Button Up Shirt

    Johnnie-O

    Biles Performance Button Up Shirt

    $138.00