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.