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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

Shark Print Lounge Pant

MSRP:

Was:

Now: $55.00
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Southern Tide

Blue Plaid Flannel Lounge Pant

MSRP:

Was:

Now: $55.00
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Southern Tide

Plaid Flannel Lounge Pant

MSRP:

Was:

Now: $55.00
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Southern Tide

Tidings Plaid Lounge Pant

MSRP:

Was:

Now: $55.00
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Southern Tide

Sherpa Zip-Up Jacket

MSRP:

Was:

Now: $165.00
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Southern Tide

Sherpa Vest

MSRP:

Was:

Now: $150.00
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Southern Tide

Go Abroad Zip Up Jacket

MSRP:

Was:

Now: $198.00
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Southern Tide

Sea Foam Performance Full Zip Up Jacket

MSRP:

Was:

Now: $135.00
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Southern Tide

Samson Peak Sweater Fleece Bomber Jacket - True Navy

MSRP:

Was:

Now: $165.00
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Southern Tide

Samson Peak Sweater Fleece Bomber Jacket - Steel Grey

MSRP:

Was:

Now: $165.00
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Southern Tide

Central Coast Hooded Anorak Jacket

MSRP:

Was:

Now: $175.00
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Southern Tide

Laguna Reversible Vest

MSRP:

Was:

Now: $185.00
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Southern Tide

Summit View Waxed Cotton Jacket

MSRP:

Was:

Now: $225.00
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Southern Tide

Canvas Work Coat

MSRP:

Was:

Now: $198.00
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Southern Tide

Benjies Shacket

MSRP:

Was:

Now: $135.00
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Southern Tide

Maritime Jacket

MSRP:

Was:

Now: $295.00
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Southern Tide

Back Country Primaloft® Vest - Polarized Grey

MSRP:

Was:

Now: $150.00
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Southern Tide

Back Country Primaloft® Vest - Light Indigo

MSRP:

Was:

Now: $150.00
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Southern Tide

Samson Peak Sweater Fleece Vest

MSRP:

Was:

Now: $99.50
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2 Under

2 Pack Boxer Briefs Print

MSRP:

Was:

Now: $45.00

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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!