Waterproof Business Shoes

A rugged yet sophisticated brown leather chukka boot with OrthoLite footbed and durable rubber outsoles.

A waterproof premium leather boot with a moc-toe design and superior traction for all-weather adventures.

A rugged yet sophisticated gray leather chukka boot with OrthoLite footbed and durable rubber outsoles.

A waterproof black leather Oxford with a rubber outsole for sure-footed grip by Cole Haan.

A weatherproof black leather lace-up Oxford with brogue detailing and a segmented rubber sole.

A rugged leather boat shoe in rust and brown with handsewn construction and flexible lug outsole.

A waterproof black leather bike toe shoe with sophisticated details for style and comfort.

A light brown leather boat shoe with handsewn construction and a flexible lug outsole for durability.

A waterproof black leather oxford with a plain toe design, supportive cushioning, and shock-absorbing heel.

A rugged yet stylish gray leather boat shoe with handsewn construction and a lightweight lug outsole.

A slip-resistant black Oxford with Easy Care upper, NeverWet technology, and padded footbed for comfort.

A black leather slip-on featuring water resistance, hands-free entry, and lightweight cushioned support for daily wear.

A flexible and lightweight black leather dress sneaker with wingtip patterning and cushioned comfort.

A brown leather wingtip oxford featuring flexible Zerogrand technology and a cushioned, sneaker-like feel.

A tan leather wingtip Oxford sneaker with Zerogrand technology for comfort and flexibility.

A lightweight and flexible black Oxford shoe with memory-foam cushioning for comfortable support.

A stylish black leather oxford with Comfort Gel footbed for all-day comfort and shock absorption.

A stylish black lace-up Oxford dress sneaker with breathable perforations and superior arch support.

A pair of black, oil-tumbled leather boots offering durability, comfort, and versatile style.

A comfortable and lightweight black leather Chelsea boot with rugged EVA lug outsoles.

A sophisticated and versatile pair of black leather wingtip boots with a comfortable fit and sleek design.

A tan leather Chelsea boot with elastic gores for easy wear, suitable for casual or dressy occasions.

A sleek black leather Oxford with running-inspired technology for all-day comfort and reliable traction.