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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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Cova

BBQ Woven Shirt - Navy

MSRP:

Was:

Now: $59.50
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Southern Tide

Long Cove Grid Fleece 1/4 Zip - Seven Seas Blue

MSRP:

Was:

Now: $135.00
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Vineyard Vines

Long Sleeve I-Whale Sanibel T-Shirt

MSRP:

Was:

Now: $48.00
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Southern Tide

Seaward Plaid Button Down Shirt - Atlantic Tulip

MSRP:

Was:

Now: $99.50
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Michael's Swimwear

Solid Swim Trunks - Green

MSRP:

Was:

Now: $98.50
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Southern Tide

T3 Gulf Short - Seagull Grey

MSRP:

Was:

Now: $85.00
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Bugatchi Uomo

1/4 Zip Orange Trim Pullover

MSRP:

Was:

Now: $149.00
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Claudia Nichole

100% Cashmere 1/4 Zip Mock Neck Pullover

MSRP:

Was:

Now: $275.00
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Claudia Nichole

100% Cashmere Classic V Neck Vest

MSRP:

Was:

Now: $189.00
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Southern Tide

7 Inch Channel Marker Short - Dark Denim

MSRP:

Was:

Now: $79.50
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Southern Tide

7 Inch Channel Marker Short - Dutch Blue

MSRP:

Was:

Now: $79.50
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Southern Tide

7 Inch Channel Marker Short - Sandstone Khaki

MSRP:

Was:

Now: $79.50
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Southern Tide

7 Inch Channel Marker Short - Stone

MSRP:

Was:

Now: $79.50
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Southern Tide

7 Inch Channel Marker Short - Tsunami Grey

MSRP:

Was:

Now: $79.50
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Southern Tide

9 Inch Skipjack Short - Rosewood Red

MSRP:

Was:

Now: $85.00
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Southern Tide

9 Inch Skipjack Short - Sandstone Khaki

MSRP:

Was:

Now: $85.00
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Southern Tide

9 Inch Skipjack Short - Stone

MSRP:

Was:

Now: $85.00
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Southern Tide

9 Inch Skipjack Short - True Navy

MSRP:

Was:

Now: $85.00
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Ibkul

Active Shorts

MSRP: $69.50

Was:

Now: $34.75
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Toad & Co

Airscape Long Sleeve Shirt

MSRP:

Was:

Now: $70.00

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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!