Loafers & Oxfords

This smart take on our classic Seaport Penny loafer is sure to stand out this fall. The premium leather upper has been meticulously crafted using traditional moccasin construction and has been done up with a striking exotic reptile finish that adds a touch of...

The Seaport Penny is our seafaring take on the classic penny loafer. This shoe pulls in the moccasin construction with a traditional penny loafer feel. Keep it preppy with white jeans and a blazer or wear it under pleated skirts and chino shorts. Moccasin...

As sleek as ever, the Port Driver Loafer creates an effortless look by utilizing premium materials and hand-sewn construction. Keep it classic. Material: Leather Sole: Non-marking rubber outsole with signature Wave-Siping™ technology for enhanced traction Driver Loafer Casual Shoes Round Toe Flat Heel Slip-on

The Seaport Penny is our seafaring take on the classic penny loafer. This shoe pulls in the moccasin construction with a traditional penny loafer feel. Keep it preppy with white jeans and a blazer or wear it under pleated skirts and chino shorts. Moccasin...

The ladies' Captain's Oxford Crepe Mary Jane sees a preppy icon get a fashionable makeover. Our iconic Captain's Oxford has been reimagined as a Mary Jane, with a chic nubuck leather upper, a metal buckle on the strap opening and a comfortable crepe sole...

Take your preppy footwear up a notch with this ladies' Wedge Cupsole Penny Loafer. The upper is crafted from pure premium suede, rendered in smart shades that are sure to stand out. The wedged sole gives these an elevated look that'll have you standing...

Slim, streamlined and stylish. The ladies' Slim Loafer is a modern take on a timeless classic. These loafers feature a knit upper, which has been streamlined and slimmed down to create a more elongated silhouette. A thin sole complements the overall look and is...

Our popular ladies' Seaport Loafer has been reimagined with a woven leather upper that brings a touch of style to any look. Crafted from soft premium leather, these classic loafers sit atop a molded Wave-Siping™ outsole that provides grip on wet and dry surfaces....

A classic that can be worn day after day, season after season. Our timeless Seaport Penny Loafer is crafted from pure leather, with traditional penny loafer detailing and moccasin stitching on the upper. A memory foam insole and flexible rubber sole offer superior comfort...

Our popular ladies' Seaport Loafer has been reimagined with a woven leather upper that brings a touch of style to any look. Crafted from soft premium leather, these classic loafers sit atop a molded Wave-Siping™ outsole that provides grip on wet and dry surfaces....

Part boat shoe, part driving shoe, the ladies' Gold Cup Driver unites two legendary styles using the utmost of attention. Crafted to the highest standard, it features a sumptuously soft leather upper, thin metal-tipped rope laces, 360° Lacing™, and Wave-Siping™ technology for sure footing....

Our signature Port Driving Moccasin is ready to hit the road after you dock in port. Crafted from premium leather, with traditional moccasin stitching, this womens' driving shoe sits atop a podded rubber outsole with Wave-Siping™ technology for unparalleled traction on wet and dry...

Inspired by the first casual shoe designed for captains, the ladies' Captain's Oxford Crepe Mule gives a preppy icon a fashionable makeover with a chic suede upper, a metal buckle and a comfortable crepe sole for a touch of contrast. Easily slipped on or...

A shoe you’ll want to wear all the time, the Lounge Away Slip-On stands out in any crowd. Its easy-to-slip-into design features our signature 360° Lacing™ for a secure fit, a memory foam insole for a cushy feel, and a molded outsole with Wave-Siping™...

A shoe you’ll want to wear all the time, the Lounge Away Slip-On stands out in any crowd. Its easy-to-slip-into design features our signature 360° Lacing™ for a secure fit, a memory foam insole for a cushy feel, and a molded outsole with Wave-Siping™...

A fun, lightweight take on a silhouette that's anchored in tradition. The Candy LTT sees our classic deck sneaker streamlined and reimagined with a rubber cupsole and a lightweight mesh upper that lets the summer sea breeze blow through. These versatile womens' sneakers can...

A laid-back loafer, infused with the effortless cool of espadrilles. The ladies' Mira Loafer sees a traditional loafer upper, crafted with moccasin stitching construction and finished with decorative laces on the tongue. A classic rope midsole draws inspiration from summery espadrilles. Rendered in smart...

Part boat shoe, part driving shoe, the ladies' Gold Cup Driver unites two legendary styles using the utmost of attention. Crafted to the highest standard, it features a sumptuously soft leather upper, thin metal-tipped rope laces, 360° Lacing™, and Wave-Siping™ technology for sure footing....

This version of the Captain's Oxford puts a fresh spin on a coastal classic. An icon of preppy style, the Captain's Oxford has been done up in sumptuous nubuck, for a slightly textured look that's certain to elevate your outfits. The outsole is finished...

Slim, streamlined and stylish. The ladies' Slim Loafer is a modern take on a timeless classic. These loafers feature a knit upper, which has been streamlined and slimmed down to create a more elongated silhouette. A thin sole complements the overall look and is...