Men's Classic and Casual Clothing

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Stretch Breaker Pants

$82.99 - $98.50

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9 Inch Stretch Breaker Shorts

$62.99 - $75.00

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On-The-Go Pants

$125.00 - $125.00

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Performance Button-Downs

In a lightweight quick-dry fabric, our guys’ performance shirts go from boat to board meeting (and nobody will know but you).

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8 Inch Performance Breaker Shorts

$59.99 - $85.00

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Stretch Slim-Fit Pants

$98.50 - $98.50

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7 Inch Island Shorts

$62.99 - $75.00

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11 Inch Stretch Breaker Shorts

$62.99 - $75.00

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The Edgartown Collection

Soft, lightweight and broken in, our Edgartown Polos feel like you’ve had them for more than a few summers.

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The Original Relaxed Club Pant

$98.50

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Performance Breaker Pants

$125.00 - $125.00

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Canvas 5 Pocket Slim Pants

$72.99 - $98.50

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On-The-Go

Our friend and professional sailor Andrew loves the built-in stretch and hidden performance features of our On-The-Go Pant.

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10 Inch Performance Breaker Shorts

$85.00 - $85.00

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Fairway Tech Shorts

$98.50 - $98.50

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Fine Line Stripe Stretch Board Shorts

$79.99 - $89.50

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Striped Board Shorts

$79.99 - $89.50

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Fine Line Stripe Board Shorts

$89.50

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9 Inch Cotton Linen Greenwich Breaker Shorts

$129.99 - $129.99

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The Performance Breaker Short

Dive in, dry off and get on with your day thanks to the stretchy quick-dry fabric of this do-it-all short.

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Striped Board Shorts

$89.50

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Calm Waves 9 Inch Stretch Breaker Shorts

$75.00

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Boats On Water Breaker Pants

$98.50

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Solid Stretch Board Shorts

$79.99Was ~~$89.50~~

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The Saltwater 1/2-Zip

You asked, we listened. We updated the fit and fabric of this awesome pullover to make it your go-to layer for all seasons.

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The Bowline Polo

A slim modern fit with stretch, our newest polo features a soft weathered fabric and a more structured collar.

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7 Inch Mini Palm Sketch Island Shorts

$63.99Was ~~$75.00~~

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Gray Camo Stripe Stretch Board Shorts

$79.99Was ~~$89.50~~

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Official Style of the Kentucky Derby®

Rose Line Breaker Pants

$69.99Was ~~$98.50~~

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All Over Palms Breaker Pants

$82.99Was ~~$98.50~~

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Enter to win a Nantucket, MA Getaway

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9 Inch USA Breaker Shorts

$62.99Was ~~$75.00~~

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BEST SELLER

7 Inch Over-Dyed Stripe Island Shorts

$62.99Was ~~$75.00~~

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Free Store Pickup (Selected. Click to deselect filter.) Check availability : 30 miles of 20149 - Edit

Shop Men's Categories

Stretch Breaker Pants

9 Inch Stretch Breaker Shorts

On-The-Go Pants

Performance Button-Downs

8 Inch Performance Breaker Shorts

Stretch Slim-Fit Pants

7 Inch Island Shorts

11 Inch Stretch Breaker Shorts

The Edgartown Collection

The Original Relaxed Club Pant

Performance Breaker Pants

Canvas 5 Pocket Slim Pants

On-The-Go

10 Inch Performance Breaker Shorts

Fairway Tech Shorts

Fine Line Stripe Stretch Board Shorts

Striped Board Shorts

Fine Line Stripe Board Shorts

9 Inch Cotton Linen Greenwich Breaker Shorts

The Performance Breaker Short

Striped Board Shorts

Calm Waves 9 Inch Stretch Breaker Shorts

Boats On Water Breaker Pants

Solid Stretch Board Shorts

The Saltwater 1/2-Zip

Stripe Stretch Board Shorts

Long Beach Striped Board Shorts

Salt Marsh Striped Board Shorts

7 Inch Mini Surfboard Island Shorts

Floral Camo Stripe Stretch Board Shorts

9 Inch Summer Sailing Breaker Shorts

The Bowline Polo

7 Inch Mini Palm Sketch Island Shorts

Gray Camo Stripe Stretch Board Shorts

Rose Line Breaker Pants

All Over Palms Breaker Pants

Enter to win a Nantucket, MA Getaway

9 Inch USA Breaker Shorts

7 Inch Over-Dyed Stripe Island Shorts

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