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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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Helly Hansen

HP Racing Midlayer Jacket

MSRP:

Was:

Now: $225.00
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Southern Tide

Skipjack Seersucker Striped Sport Shirt

MSRP:

Was:

Now: $99.50
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Southern Tide

Sternway Multi-Check Sport Shirt - Charting Blue

MSRP:

Was:

Now: $99.50
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Southern Tide

Sternway Multi-Check Sport Shirt - Amaryllis Pink

MSRP:

Was:

Now: $99.50
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Southern Tide

Binnicle Check Intercoastal Performance Sport Shirt - Amaryllis Pink

MSRP:

Was:

Now: $120.00
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Southern Tide

Binnicle Check Intercoastal Performance Sport Shirt - Charting Blue

MSRP:

Was:

Now: $120.00
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Southern Tide

Copy of Outhaul Madras Intercoastal Performance Sport Shirt - True Red

MSRP:

Was:

Now: $120.00
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Southern Tide

Outhaul Madras Intercoastal Performance Sport Shirt

MSRP:

Was:

Now: $120.00
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Southern Tide

Copy of Plaid Performance Short Sleeve Button Down Shirt - Charting Blue

MSRP:

Was:

Now: $110.00
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Southern Tide

Plaid Performance Short Sleeve Button Down Shirt - Kelly Green

MSRP:

Was:

Now: $110.00
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Southern Tide

Turtle Performance Short Sleeve Button Down Shirt

MSRP:

Was:

Now: $110.00
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Southern Tide

Patchwork Short Sleeve Button Down Shirt - True Navy

MSRP:

Was:

Now: $95.00
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Southern Tide

Island Print Performance Short Sleeve Button Down Shirt

MSRP:

Was:

Now: $110.00
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Southern Tide

Tie Dye Striped Upper Deck Pullover Sweater

MSRP:

Was:

Now: $99.50
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Southern Tide

Mahi Mahi Performance Long Sleeve T-Shirt

MSRP:

Was:

Now: $55.00
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Southern Tide

Dive Deep Blue Space Performance T-Shirt

MSRP:

Was:

Now: $55.00
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Southern Tide

Turtle Tiki Long Sleeve T-Shirt

MSRP:

Was:

Now: $44.00
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Southern Tide

Cheers & Beer T-Shirt

MSRP:

Was:

Now: $38.00
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Southern Tide

Reeling Local Long Sleeve T- Shirt

MSRP:

Was:

Now: $44.00
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Southern Tide

Feeling Local Long Sleeve Shirt

MSRP:

Was:

Now: $44.00

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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!