Categories: Shoes

Win It: The Jack Erwin Cooper Boat Shoe

Jack Erwin “Cooper” in Slate or Caramel Nubuck, or Navy Full Grain – $125

Can a boat shoe be sexy? Maybe in a super subtle way?

Okay, boat shoe = sexy is probably a stretch. But if it is possible, then Jack Erwin’s Cooper would be a step above the rest of boat-shoedom in the va-va-voom department. They just aren’t your average “wear em’ to death as an afterthought” boat shoes.

Slimmer looking than an average boat shoe.

With a noticeably sleeker toe box and longer vamp than standard boat shoes, the Cooper looks extra aerodynamic. It’s still a boat shoe though, and while the moc toe comes to a sharper apex than a Sperry or Sebago, it’s not pointy. Nicely rounded. Just has a bit more of a front end to it than the competition.

Nice stitching and materials.

The comfort is there too. These might be a great option for guys who want something summery and casual, wouldn’t normally pick standard, stumpier boat shoes, but also want a shoe with more durability and structure than a canvas sneaker. Made in Portugal with a Bologna Construction, they’re sturdy but also flexible. They feel like a shoe you could spend an entire day in, without your feet barking like they would in a flimsy pair of CVOs. No half sizes available, but on Jack Erwin’s suggestion I sized down from my usual 10.5 D to a 10 for testing. Fit was great. No gaps. No pinching. No blister inducing slipping.

Made in Portugal with Bologna stitch construction.

Materials are quite nice. And while $125 isn’t cheap for regular ol’ boat shoes, these look and feel like an upgrade in terms of what they’re made of (and where they’re made). The nubuck is very nice. A buzz cut of a nap and very soft. Didn’t get a chance to test the navy leather option, but it’s full grain. The stitching is even, the eyelets are reinforced with clean, matte grommets, and the rawhide laces grip well when knotted.

Versatile enough to wear with shorts, linen trousers, etc.

Some guys will never be able to think of boat shoes as anything more than flip flops with a roof. To plenty, boat shoes aren’t supposed to be “nice”. They’re utilitarian classics that don’t need to be dressed up. But for those who want a versatile, casual summer shoe that offers more support and style than a sneaker? Then Jack Erwin’s $125, made in Portugal Cooper is worth a good strong look.

Enter here to win a pair of Jack Erwin Coopers in your choice of color (pending availability). One entry per person. Deadline for entry is 12:59 PM ET on 6/2/16. Many thanks to Jack Erwin for providing their latest design for a review and giveaway!

UPDATE: Congrats to L. Dang who won the random drawing for the shoes. Thanks again to Jack Erwin!

Joe

Recent Posts

Sunday Steal Alert: J. Crew FACTORY Blazers + Sportcoats Stacking Sale

Their classic navy wool blend blazer drops to $150, while clearance 100% linen blazers fall…

14 hours ago

Huckberry: Up to 35% off Annual Summer Sale

Sunglasses. Swim trunks. Sweater polos. Suede chukkas and loafers. Huckberry's annual summer sale is on.

2 days ago

Nordstrom Anniv. Sale Sneak Peek, Bonobos HOT sale, & more – The Thurs. Sales Handful

From Target clearance t-shirts, to 43% off Brooks Brothers 1818 line Italian suits.

4 days ago

Most Wanted Affordable Style – July 2026

Linen-wool sportcoats, UK made dirty buck chukkas, and longingly looking (very) forward to fall.

5 days ago

In Review: Banana Republic Italian Wool Signature Suits

In person with BR's flagship suit separates.

5 days ago

Steal Alert: Christopher Ward’s Summer Sale

Significant savings. While they last. Which usually isn't very long.

6 days ago