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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

Jade Heather Tipper Crewneck Pullover Sweater - Heather Seagull Grey

MSRP:

Was:

Now: $115.00
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Southern Tide

Skipjack Polo Shirt - Barn Red

MSRP:

Was:

Now: $79.50
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Southern Tide

Skipjack Polo Shirt - Midnight Black

MSRP:

Was:

Now: $79.50
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Johnnie-O

The Original 4 Button Polo Shirt

MSRP:

Was:

Now: $79.00
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Mavi

Matt British Khaki Twill Pant 32"

MSRP:

Was:

Now: $98.00
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Southern Tide

Tailgates And Touchdowns T-Shirt

MSRP:

Was:

Now: $110.00
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Southern Tide

Flanker Quarter Zip Pullover - Heather Polarized Grey

MSRP:

Was:

Now: $110.00
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Southern Tide

Team Colors Ryder Heathered Striped Performance Polo Shirt - Navy

MSRP:

Was:

Now: $89.50
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Southern Tide

Team Colors Ryder Heathered Striped Performance Polo Shirt - Endzone Orange

MSRP:

Was:

Now: $89.50
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Southern Tide

Skipjack Gameday Colors Polo Shirt - Classic White

MSRP:

Was:

Now: $89.50
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Southern Tide

Skipjack Gameday Colors Polo Shirt - Regal Purple

MSRP:

Was:

Now: $89.50
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Southern Tide

Skipjack Gameday Colors Polo Shirt - Navy

MSRP:

Was:

Now: $89.50
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Southern Tide

Skipjack Gameday Colors Polo Shirt - Varsity Red

MSRP:

Was:

Now: $89.50
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Southern Tide

Skipjack Gameday Colors Polo Shirt - Crimson

MSRP:

Was:

Now: $89.50
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Southern Tide

Skipjack Gameday Colors Polo Shirt - Chianti

MSRP:

Was:

Now: $89.50
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Southern Tide

Skipjack Gameday Colors Polo Shirt - Rocky Top Orange

MSRP:

Was:

Now: $89.50
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Southern Tide

Skipjack Gameday Colors Polo Shirt - Endzone Orange

MSRP:

Was:

Now: $89.50
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Southern Tide

Skipjack Gameday Colors Polo Shirt - University Blue

MSRP:

Was:

Now: $89.50
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Southern Tide

Skipjack Gameday Colors Polo Shirt - Black

MSRP:

Was:

Now: $89.50
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Southern Tide

Heather Davit Plaid Intercoastal Sport Shirt

MSRP:

Was:

Now: $125.00

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From Chatham to Newport and Beyond

We feature styles that aren’t just perfect for your next vacation, but timeless men’s resort wear and essentials to last you all year long. Discover performance polos, plaid wovens, seersucker shorts and much more preppy-inspired, nautically-themed, men’s sportswear.

Your Destination for Your Favorite Brands

Outfit yourself for your next sun-seeking affair with new and comfortable looks from brands like:

Browse Island Pursuit’s selection of men’s resort-inspired sportswear. You can even filter our collection by brands, garment type, color, or size to find exactly what you need. And, don’t forget to share your Island Pursuit wear on Instagram – tag us with #islandpursuit!