Barbera Sneaker

Men's To Boot New York Barbera Sneaker - Brown - Low-top sneakers Full-grain tumbled leather handcrafted in Italy defines the look of this casual-cool sneaker cushioned with arch support. Lace-up style Removable, cushioned insole with arch support... ... 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

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. Lace-up closure Leather upper, lining and sole Made in Italy... ... more

To Boot New York Men's Solaro Sneaker In Sabb/Offwht Fcr - Brown

Neutral color rubber sole for comfort & traction. Made from Italian calf suede. Cushioned foot-bed. Fully leather lined. Subtle branding on tongue tab. True to size. ... more

Addison Double Monk Strap Shoe

Men's To Boot New York Addison Double Monk Strap Shoe - Blue - Monk shoes All-leather construction means sophisticated styling in this suede shoe designed with dual monk straps and comfortable arch support. Adjustable two-buckle monk strap Removable,... ... 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

Beamon Loafer

Men's To Boot New York Beamon Loafer - Black - 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

Belfast Lugged Penny Loafer

Men's To Boot New York Belfast Lugged Penny Loafer - Brown - Loafers A perforated strap and covered stitching at the toe bring traditional detailing to a penny loafer made of Italian leather with lugged rubber grounding the sole. Removable, cushioned... ... more

Bower Monk Strap Shoe

Men's To Boot New York Bower Monk Strap Shoe - Brown - Monk shoes Supple Italian suede lends undeniable style to a handsome monk-strap shoe cushioned by a plush insole with arch support. Adjustable one-buckle monk strap Removable, cushioned insole with... ... more

Belfast Lugged Penny Loafer

Men's To Boot New York Belfast Lugged Penny Loafer - Gray - Loafers A perforated strap and covered stitching at the toe bring traditional detailing to a penny loafer made of Italian leather with lugged rubber grounding the sole. Removable, cushioned... ... more

Bloom Low Top Sneaker

Men's To Boot New York Bloom Low Top Sneaker - Brown - Low-top sneakers Sleek and low, this leather sneaker features classic lace-to-toe construction and minimal detailing to give it maximum versatility across your wardrobe. Lace-up style Leather upper... ... more

Jaydon Penny Driving Loafer

Men's To Boot New York Jaydon Penny Driving Loafer - Gray - Loafers A classic penny keeper and moc toe add timeless appeal to a leather loafer grounded by a cushioned footbed and segmented driver sole that wraps up the heel. Cushioned footbed with arch... ... more

Chambers Apron Toe Suede Loafer

Men's To Boot New York Chambers Apron Toe Suede Loafer - Blue - 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. Cushioned insole Leather upper... ... more

Driving Shoe

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

Pacer Sneaker

Men's To Boot New York Pacer Sneaker - Blue - 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

Aalborg Plain Toe Derby

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. Lace-up closure Leather upper, lining and sole Made in Italy... ... 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

Tesoro Penny Loafer

Men's To Boot New York Tesoro Penny Loafer - Gray - Loafers Streamlined design showcases the rich leather of a timeless penny loafer built with cushioned arch support and a flexible sole for superior comfort. Cushioned insole with arch support Leather... ... 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

Ravello Penny Loafer

Men's To Boot New York Ravello Penny Loafer - Black - 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

Barbera Sneaker

Men's To Boot New York Barbera Sneaker - Blue - Low-top sneakers Full-grain tumbled leather handcrafted in Italy defines the look of this casual-cool sneaker cushioned with arch support. Lace-up style Removable, cushioned insole with arch support... ... more

Tesoro Penny Loafer

Men's To Boot New York Tesoro Penny Loafer - Brown - Loafers Streamlined design showcases the rich leather of a timeless penny loafer built with cushioned arch support and a flexible sole for superior comfort. Cushioned insole with arch support Leather... ... more

Blakeley Plain Toe Derby

Men's To Boot New York Blakeley Plain Toe Derby - Brown - Derbies Clean lines and simple detailing streamline a classic, versatile derby crafted from Italian leather and styled to bring a smart finish to any formal look. Lace-up style Cushioned footbed... ... more

Driving Shoe

Men's To Boot New York Driving Shoe - Gray - 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

Del Amo Driving Shoe

Men's To Boot New York Del Amo Driving Shoe - Brown - Loafers A sleek gunmetal bit tops off a classic Italian driving shoe fashioned from supple suede or leather. Leather upper and lining/rubber sole Made in Italy Men's Shoes ... 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

Perry Venetian Loafer

Men's To Boot New York Perry Venetian Loafer - Black - Loafers A fine grosgrain overlay tops a stylish Italian loafer fashioned from calfskin patent leather. Leather and textile upper/leather lining and sole Made in Italy Men's Shoes ... 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

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

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

Magnus Driving Shoe

Men's To Boot New York Magnus Driving Shoe - Black - Loafers Woven calfskin leather adds rich texture to a classic Italian driving shoe with smart arch support. Leather upper and lining/rubber 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

Derrick Sneaker

Men's To Boot New York Derrick Sneaker - Gray - Low-top sneakers Burnished suede lends vintage charm to a dapper lace-up sneaker resting on a cushioned insole and grippy rubber cupsole. Removable, cushioned insole with arch support Leather upper and... ... more

Derrick Sneaker

Men's To Boot New York Derrick Sneaker - Brown - Low-top sneakers Burnished suede lends vintage charm to a dapper lace-up sneaker resting on a cushioned insole and grippy rubber cupsole. Removable, cushioned insole with arch support Leather upper and... ... 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

Shawn Chelsea Boot

Men's To Boot New York Shawn Chelsea Boot - Brown - Casual boots Classic Chelsea style refines the Western-inspired silhouette of a rugged suede boot furnished with an arch-supporting footbed for cushioned comfort. Elastic gore insets Cushioned footbed... ... more

Amedeo Derby

Men's To Boot New York Amedeo Derby - Black - Oxfords 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