Men's Classic and Casual Clothing

BEST SELLER

Stretch Breaker Pants

$98.50

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BEST SELLER

9 Inch Stretch Breaker Shorts

$75.00

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8 Inch Performance Breaker Shorts

$85.00

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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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Long-Sleeve Vintage Whale Graphic Pocket T-Shirt

$48.00

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BEST SELLER

Classic Arawak Gingham Tucker Shirt

$69.99Was ~~$98.50~~

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BEST SELLER

11 Inch Stretch Breaker Shorts

$62.99Was ~~$75.00~~

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Classic Bermuda Check On-The-Go Performance Tucker Shirt

$97.99Was ~~$115.00~~

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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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Pinstripe Edgartown Polo

$67.99 - $79.50

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Vineyard Whale Canvas Club Belt

$58.00

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Garment-Dyed Vintage Whale Short-Sleeve Pocket T-Shirt

$42.00

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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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Whale Logo Baseball Hat

$28.00

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Classic Lisbon On-The-Go Performance Tucker Shirt

$115.00

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BIG & TALL

10 Inch Performance Breaker Shorts

$95.00

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BIG & TALL

11 Inch Stretch Breaker Shorts

$85.00

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Surfs Up Whale Fill Short-Sleeve Pocket T-Shirt

$42.00

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Classic Fit Amelia Performance Murray Shirt

$115.00

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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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Vineyard Whale Tie

$85.00

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Striped Board Shorts

$79.99Was ~~$89.50~~

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Golf Clubs Tie

$85.00

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Record Breaker Woven Boxers

$24.50

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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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Enter to win a Nantucket, MA Getaway

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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

8 Inch Performance Breaker Shorts

Performance Button-Downs

Long-Sleeve Vintage Whale Graphic Pocket T-Shirt

Classic Arawak Gingham Tucker Shirt

11 Inch Stretch Breaker Shorts

Classic Bermuda Check On-The-Go Performance Tucker Shirt

The Edgartown Collection

Pinstripe Edgartown Polo

Vineyard Whale Canvas Club Belt

Garment-Dyed Vintage Whale Short-Sleeve Pocket T-Shirt

On-The-Go

Whale Logo Baseball Hat

Classic Lisbon On-The-Go Performance Tucker Shirt

10 Inch Performance Breaker Shorts

11 Inch Stretch Breaker Shorts

Surfs Up Whale Fill Short-Sleeve Pocket T-Shirt

Classic Fit Amelia Performance Murray Shirt

The Performance Breaker Short

Vineyard Whale Tie

Striped Board Shorts

Golf Clubs Tie

Record Breaker Woven Boxers

The Saltwater 1/2-Zip

Sportfisher Canvas Club Belt

Small Plush Whale

Excluded from Sale

Large Plush Whale

Excluded from Sale

Nuts & Bolts Printed Tie

Extra Long Vineyard Whale Tie

Every Day Should Feel This Good Croakies

The Bowline Polo

Spring Flowers Tie

Fish Flag Printed Tie

Martini & Cigar Tie

Total Fisherman Printed Tie

Enter to win a Nantucket, MA Getaway

Crab Stamp Long-Sleeve Pocket T-Shirt

Crab Bow Tie

Canvas Pouch

Carmel Micro Stripe Polo

Woody & Surfboard Printed Tie

Linen Greenwich Shirt

Beach Balls Printed Tie

Thin Triple Stripe Printed Tie

Whale Key Chain

Marlin Out Of Water Tie

Micro Lax Printed Tie

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