Men's Shoes › To Boot New York › Boots

Bedell Chelsea Boot

Men's To Boot New York Bedell Chelsea Boot - Brown - Casual boots A handmade sole with hammered brass nails grounds a rustic Italian boot with a smart arch-support footbed. more

Driving Shoe - Blue - To Boot New York Slip-Ons

Men's To Boot New York Driving Shoe - Blue - Loafers Bold contrast stitching defines a charming Italian driving shoe fitted with cushioned arch support for comfort that lasts. more

Aalborg Plain Toe Derby - Black - To Boot New York Lace-Ups

Men's To Boot New York Aalborg Plain Toe Derby - Black - Derbies Bright patent leather elevates a charming Italian derby with formal appeal. Smart arch support ensures exceptional comfort. more

Chambers Apron Toe Suede Loafer - Brown - To Boot New York Slip-Ons

Men's To Boot New York Chambers Apron Toe Suede Loafer - Brown - Loafers A deconstructed penny strap and squared apron toe distinguish a loafer made of Italian suede with a rubber sole to smartly ground any favorite look. more

Largo Chelsea Boot

Men's To Boot New York Largo Chelsea Boot - Brown - Casual boots Supple calfskin elevates a handsome Italian Chelsea boot with an arch-support footbed for all-day comfort. more

Shelby Ii Chelsea Boot

Men's To Boot New York Shelby Ii Chelsea Boot - Brown - Casual boots A flexible combination sole adds rugged grounding to this Italian-made Chelsea boot crafted from sleek calfskin leather with a cushy, arch-supporting footbed. more

Monaco Plain Toe Chukka Boot

Men's To Boot New York Monaco Plain Toe Chukka Boot - Brown - Casual boots Clean lines and simple detailing streamline a chukka boot styled with traditional three-hole lacing and a cushioned, supportive footbed set on a rubber sole. more

Leon Chelsea Boot

Men's To Boot New York Leon Chelsea Boot - Brown - Casual boots Elastic gore insets deliver easy on-and-off styling in a Chelsea boot that's grounded on a flexible rubber sole. more

Freddie Moc Toe Boot

Men's To Boot New York Freddie Moc Toe Boot - Brown - Casual boots Pebbled leather brings rugged texture to a boot that's ready for walking with cushioned support and a grippy sole. more

Leon Chelsea Boot

Men's To Boot New York Leon Chelsea Boot - Black - Casual boots Elastic gore insets deliver easy on-and-off styling in a Chelsea boot that's grounded on a flexible rubber sole. more

Herbert Monk Strap Boot

Men's To Boot New York Herbert Monk Strap Boot - Brown - Casual boots A two-buckle strap inspired by traditional monk shoes puts a distinctive spin on a boot that's cut from soft suede and styled with a plain toe for easy, casual versatility. more

Versailles Chukka Boot

Men's To Boot New York Versailles Chukka Boot - Brown - Casual boots A burnished leather upper and streamlined profile offer timeless sophistication on a luxe chukka boot grounded by a cushioned footbed and rubber lug sole. more

Richard Chukka Boot

Men's To Boot New York Richard Chukka Boot - Brown - Casual boots This dapper Italian-made chukka boot is built on a sturdy leather sole featuring grippy rubber tread. more

Largo Chelsea Boot

Men's To Boot New York Largo Chelsea Boot - Black - Casual boots Supple calfskin elevates a handsome Italian Chelsea boot with an arch-support footbed for all-day comfort. more