TIMBERLAND ADVENTURE 2.0 CUP SOLE, $239.95
One of the world's most well-known work and hiking boot companies has put together the quality elements that make their hardy footwear so popular, with the comfort of sneakers and looks good enough to pass muster in Milan. See timberland.com.
MERRELL ROWST FRENZY, $189.95
A sneaker with bike-specific technology and reflective elements for pedalling efficiency and on-street safety, then plenty of good looks and comfort after you dismount and head into that cool cafe in Copenhagen. See merrellaustralia.com.au.
CLARKS ORIGINALS DESERT BOOT, $159.95
Clarks Originals men's English suede classics were designed in 1949 by Nathan Clark, inspired by a boot from Cairo's Old Bazaar. That signature crepe sole will take you from jumping puddles in Putney to clubbing in Covent Garden. See clarks.com.au.