
Moccasins & Driving Shoes
Explore the Moccasins and Driving Shoes collection from To Boot New York, where relaxed luxury meets authentic Italian craftsmanship. Artisan crafted in Italy, each pair is made from supple Italian leather and soft calf suede, featuring hand-stitched uppers and classic moc-toe construction for a refined yet casual look. Designed with flexible rubber pebble soles and low-profile outsoles for enhanced grip and driving comfort, these styles deliver a lightweight, easygoing feel with exceptional durability. With a comfortable fit and easy break-in, moccasins and driving shoes offer effortless slip-on convenience and timeless versatility—perfect for everything from weekend wear to travel-ready sophistication.
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Admiral Black Deerskin Leather Penny Moccasin Driving Shoe
Sale price$398.00
Adelaide Black Calf Leather Driving Shoe
Sale price$375.00
Marin Navy Blue Suede Venetian Driving Shoe
Sale price$375.00
Marin Brown Suede Venetian Driving Shoe
Sale price$375.00
Carmel Blue Suede Penny Loafer Driving Shoe
Sale price$375.00
Marin Grey Aero Suede Venetian Driving Shoe
Sale price$375.00
Carmel Orange Suede Penny Loafer Driving Shoe
Sale price$375.00



