Men's Shoes › To Boot New York

Sierra Lace-up Sneaker

Men's To Boot New York Sierra Lace-up Sneaker - Black - Low-top sneakers Italian calfskin leather brings a refined look to a street-smart sneaker furnished with an arch-supporting, cushioned insole for superior comfort. Removable, cushioned insole with... more

Burkett Cap Toe Boot - Brown - To Boot New York Boots

Men's To Boot New York Burkett Cap Toe Boot - Brown - Casual boots Polished calfskin leather adds sophisticated shine to a classic Italian boot with a smart arch-support insole and flexible rubber sole. Lace-up style Removable, cushioned insole with... 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. Slip-on style Suede upper/leather lining/rubber sole Made in Italy Men's Shoes. more

Ravello Penny Loafer - Brown - To Boot New York Slip-Ons

Men's To Boot New York Ravello Penny Loafer - Brown - Loafers A classic penny keeper and moc toe lend sophisticated charm to a burnished leather loafer that will complement your work-to-weekend style. Cushioned footbed with arch support Leather upper,... more

Nico Oxford

Men's To Boot New York Nico Oxford - Brown - Oxfords A sueded inside heel and flexible outsole elevate the comfort of a polished leather oxford cushioned by an arch-supporting insole. Lace-up style Cushioned insole with arch support Removable insole... more

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. Pull-on style with elastic gore insets Leather upper, lining and sole Made in... more

Amedeo Derby

Men's To Boot New York Amedeo Derby - Brown - Derbies Burnished leather and a plain toe lend modern sophistication to an Italian leather derby outfitted with a cushioned footbed for lasting comfort. Cushioned footbed with arch support Leather upper and... more

Colton Sneaker

Men's To Boot New York Colton Sneaker - Brown - Low-top sneakers Buttery-soft, burnished napa leather brings a refined look to this street-smart Italian sneaker with a flexible rubber sole. Lace-up style Removable insole Leather upper and lining/rubber... more

Ainsworth Sneaker

Men's To Boot New York Ainsworth Sneaker - Brown - Low-top sneakers Debossed logo lettering on the tongue elevates this napa leather sneaker cushioned by plush arch support. Removable, cushioned insole with arch support Leather upper and lining/rubber... more

Colton Sneaker

Men's To Boot New York Colton Sneaker - Brown - Low-top sneakers Buttery-soft, burnished napa leather brings a refined look to this street-smart Italian sneaker with a flexible rubber sole. Lace-up style Removable insole Leather upper and lining/rubber... more

Quintin Sneaker

Men's To Boot New York Quintin Sneaker - Brown - Low-top sneakers Tonal topstitching furthers the distinguished style of an Italian suede sneaker that instantly elevates your casual style. Lace-up style Cushioned footbed Flexible rubber outsole... more

Colton Sneaker

Men's To Boot New York Colton Sneaker - Blue - Low-top sneakers Buttery-soft, burnished napa leather brings a refined look to this street-smart Italian sneaker with a flexible rubber sole. Lace-up style Removable insole Leather upper and lining/rubber... 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. Pull-on style with elastic gore insets Leather upper and lining/rubber sole Made... more

Burkett Cap Toe Boot

Men's To Boot New York Burkett Cap Toe Boot - Brown - Casual boots Polished calfskin leather adds sophisticated shine to a classic Italian boot with a smart arch-support insole and flexible rubber sole. Lace-up style Removable, cushioned insole with... more

Belvedere Zip Boot

Men's To Boot New York Belvedere Zip Boot - Brown - Casual boots Burnished calfskin leather elevates a stylish Italian boot fitted with a smart side zipper and comfortable arch support. Side zip closure Arch support Leather upper, lining and sole Made... more

Declan Plain Toe Derby

Men's To Boot New York Declan Plain Toe Derby - Black - Derbies Finely textured calfskin leather defines a flexible Italian derby featuring an arch-support footbed for superior comfort. Lace-up style Leather upper, lining and sole Made in Italy. more

Beamon Loafer

Men's To Boot New York Beamon Loafer - Brown - Loafers Stylish piping outlines a flexible and supple Italian loafer set atop a plush insole with comfortable arch support. Removable, cushioned insole with arch support Leather upper, lining and sole Made... 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. Pull-on style with elastic gore insets Leather upper and lining/rubber sole Made... more

Pacer Sneaker

Men's To Boot New York Pacer Sneaker - Gray - Low-top sneakers Smart suede construction defines a charming Italian sneaker with cushioned arch support for all-day comfort. Lace-up style Removable insole Leather upper and lining/rubber sole Made in... more

Sierra Lace-up Sneaker

Men's To Boot New York Sierra Lace-up Sneaker - Brown - Low-top sneakers Italian calfskin leather brings a refined look to a street-smart sneaker furnished with an arch-supporting, cushioned insole for superior comfort. Removable, cushioned insole with... more

Amedeo Derby

Men's To Boot New York Amedeo Derby - Black - Derbies Burnished leather and a plain toe lend modern sophistication to an Italian leather derby outfitted with a cushioned footbed for lasting comfort. Cushioned footbed with arch support Leather upper and... more

Palo Alto Driving Shoe

Men's To Boot New York Palo Alto Driving Shoe - Brown - Loafers Premium leather construction elevates a casually charming driving shoe featuring cushioned arch support. Leather upper and lining/rubber sole Made in Italy Men's Shoes. more

Belvedere Zip Boot

Men's To Boot New York Belvedere Zip Boot - Brown - Casual boots Burnished calfskin leather elevates a stylish Italian boot fitted with a smart side zipper and comfortable arch support. Side zip closure Arch support Leather upper, lining and sole Made... more

Dickerson Penny Loafer

Men's To Boot New York Dickerson Penny Loafer - Black - Loafers A classic penny keeper and sleek leather construction lend timeless sophistication to a polished loafer perfect for any occasion. Leather upper and lining/leather and rubber sole Made in... more

Muller Boot

Men's To Boot New York Muller Boot - Brown - Casual boots Tonal stitching and a burnished upper add modern sophistication to an Italian-made boot grounded by a durable lug sole. Side zip closure Leather upper and lining/leather and rubber sole Made in... more

Park Avenue Loafer

Men's To Boot New York Park Avenue Loafer - Black - Loafers A grosgrain instep strap and topline lend a dose of modern appeal to a luxurious velvet loafer set on a cushioned footbed for long-lasting comfort. Cushioned footbed with arch support Textile... more

Hammill Cap Toe Double Monk Strap Shoe

Men's To Boot New York Hammill Cap Toe Double Monk Strap Shoe - Black - Monk shoes A double monk strap and smart cap toe lend sophisticated charm to a rich leather shoe grounded by a cushioned footbed for lasting comfort. Cushioned footbed with arch... more

Shawn Chelsea Boot

Men's To Boot New York Shawn Chelsea Boot - Brown - Casual boots Classic Chelsea style defines this handsome suede ankle boot furnished with an arch-supporting cushioned footbed for superior comfort. Pull-on style with elastic gore insets Cushioned... 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. Cushioned footbed with... more

Nico Oxford

Men's To Boot New York Nico Oxford - Black - Oxfords A sueded inside heel and flexible outsole elevate the comfort of a polished leather oxford cushioned by an arch-supporting insole. Lace-up style Cushioned insole with arch support Removable insole... more

Troye Loafer

Men's To Boot New York Troye Loafer - Brown - Loafers Ultrasoft Italian suede gives a luxe look and feel to this casual-cool loafer set atop a sneaker sole. Removable, cushioned insole with arch support Leather upper and lining/rubber sole Made in Italy. more

Declan Plain Toe Derby

Men's To Boot New York Declan Plain Toe Derby - Brown - Derbies Finely textured calfskin leather defines a flexible Italian derby featuring an arch-support footbed for superior comfort. Lace-up style Leather upper, lining and sole Made in Italy. more

Amedeo Derby

Men's To Boot New York Amedeo Derby - Brown - Derbies Polished leather and a plain toe lend modern sophistication to an Italian derby outfitted with a cushioned footbed for lasting comfort. Cushioned footbed with arch support Leather upper and... more

Alek Penny Loafer

Men's To Boot New York Alek Penny Loafer - Brown - Loafers A classic penny strap bridges an Italian-made loafer crafted from soft polished leather with a squared toe and a slightly exaggerated profile. Removable insole Leather upper and... more

Stone Slip-on Sneaker

Men's To Boot New York Stone Slip-on Sneaker - Brown - Low-top sneakers Creamy suede construction defines a versatile Italian slip-on with an arch-support footbed. Leather upper and lining/rubber sole Made in Italy. more

Pescara Sneaker

Men's To Boot New York Pescara Sneaker - Brown - Low-top sneakers A burnished leather upper adds modern sophistication to a low-profile sneaker grounded by a cushioned insole and classic cupsole for street-savvy appeal. Removable, cushioned insole with... more

Burkett Cap Toe Boot

Men's To Boot New York Burkett Cap Toe Boot - Black - Casual boots Polished calfskin leather adds sophisticated shine to a classic Italian boot with a smart arch-support insole and flexible rubber sole. Lace-up style Removable, cushioned insole with... more

Quintin Sneaker

Men's To Boot New York Quintin Sneaker - Black - Low-top sneakers Tonal topstitching furthers the distinguished style of an Italian suede sneaker that instantly elevates your casual style. Lace-up style Cushioned footbed Flexible rubber outsole... more