Eight Classic Travel Shoes

San Francisco software executive Charles Veley, 45, is the world's most traveled person.* Which means he cares about what goes on his feet.

Ocean Minded Dune Rider

Ocean Minded Dune Rider    Photo: Lucas Zarebinski

"After abandoning my bag in a Russian airport and buying a new wardrobe in Mongolia, I try not to check luggage. Four pairs of foot­wear fit in my overhead baggage. I always carry business-attire oxfords—I work full-time—and then, depending on how many different climates or time zones I'll visit, choose from moccasins, running shoes, hiking boots, or sandals. (Hospitality talcum powder from Asian hotel rooms keeps the smell down.) Moccasin loafers and jeans work anywhere. I recently wore them in Chernobyl, figuring the vodka would offset any radioactivity. But, you know, my wife has the biggest closet. If you really want to discuss shoes, talk with her."

*According to Veley's Web site, MostTraveledPeople.com, there are 872 distinct "countries, territories, autonomous regions, enclaves, geographically separated island groups, and major states and provinces" in the world. Veley has visited 822.

Ocean Minded Dune Rider ($90; oceanminded.com)

El Naturalista Trillo N606

Spanish Rustic

El Naturalista Trillo N606
El Naturalista Trillo N606   Photo: Lucas Zarebinski

El Naturalista Trillo N606 ($220; elnaturalista.com)

OluKai Moloa Hulu

Plush Loafer

OluKai Moloa Hulu
OluKai Moloa Hulu   Photo: Lucas Zarebinski

OluKai Moloa Hulu ($165; olukai.com)

Børn Cawley

Tough Moccasin

Børn Cawley
Børn Cawley   Photo: Lucas Zarebinski

Børn Cawley ($110; bornshoes.com)

Blundstone 560


Blundstone 560
Blundstone 560   Photo: Lucas Zarebinski

Blundstone 560 "Warm/Dry" ($200; blundstone.com)

Clarks EcoStyle Desert Boot

All-Natural Style

Clarks EcoStyle Desert Boot
Clarks EcoStyle Desert Boot   Photo: Lucas Zarebinski

Clarks EcoStyle Desert Boot ($100; clarks.com)

Red Wing Chukka 9017

Heavy-Duty Classic

Red Wing Chukka 9017
Red Wing Chukka 9017   Photo: Lucas Zarebinski

Red Wing Chukka 9017 ($300; redwingshoes.com)

Rockport Upper Cannon

Country Rambler

Rockport Upper Cannon
Rockport Upper Cannon   Photo: Lucas Zarebinski

Rockport Upper Cannon ($90; rockport.com)
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