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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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TASC

Cloud Golf Polo Brookline Stripe

MSRP:

Was:

Now: $84.00
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Southern Tide

Healthcare Heroes Short Sleeve T-Shirt

MSRP:

Was:

Now: $38.00
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Southern Tide

Gyotaku Salmon T-Shirt

MSRP:

Was:

Now: $38.00
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Southern Tide

Rock Fish Short Sleeve Tee

MSRP:

Was:

Now: $38.00
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Southern Tide

Gyotako Tuna SST

MSRP:

Was:

Now: $38.00
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Southern Tide

Octopus Short Sleeve Tee

MSRP:

Was:

Now: $38.00
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Southern Tide

Gingham Performance Boxer

MSRP:

Was:

Now: $34.50
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Southern Tide

Striped Performance Boxer

MSRP:

Was:

Now: $34.50
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Southern Tide

Gyotaku Octopus Swim Trunk

MSRP:

Was:

Now: $89.50
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Southern Tide

Gyotaku Salmon School Swim Trunk

MSRP:

Was:

Now: $89.50
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Southern Tide

Gyotaku Striped Long Sleeve Hoodies

MSRP:

Was:

Now: $68.00
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Southern Tide

Gyorui Fish Print Short Sleeve Button Down Shirt

MSRP:

Was:

Now: $110.00
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Southern Tide

Iwa Fish Print Short Sleeve Button Down Shirt

MSRP:

Was:

Now: $110.00
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Southern Tide

Octopus Print Short Sleeve Button Down Shirt

MSRP:

Was:

Now: $110.00
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Tommy Bahama

Bon Vivant Stripe Button Down Shirt

MSRP:

Was:

Now: $125.00
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Tommy Bahama

Splendor Stripe Button Down Shirt

MSRP:

Was:

Now: $125.00
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Southern Tide

Bubble Swim Swim Trunk

MSRP:

Was:

Now: $89.50
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Southern Tide

ST USA Striped Swim Trunk with UPF50+

MSRP:

Was:

Now: $89.50
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Southern Tide

All At Sea Swim Trunk

MSRP:

Was:

Now: $89.50
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Southern Tide

Heathered USA T-Shirt

MSRP:

Was:

Now: $38.00

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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!