I prefer Rockport boots, Brasher shoes or Clarks Originals Active Air GTX shoes and boots for smart casual urban wear. Rohan do some lightweight travel shoes as well.

http://www.brasher.co.uk/catalogue/outdoor/men/travel

http://www.clarks.co.uk/find/Department-is-men/Technologies-is-gore2dtex

http://www.rohan.co.uk/ProductDetails.aspx?pid=05036&cid=MensFootwear&language=en-GB#

All depends on what style you prefer.

Shoe and Boot manufacturers are always changing their product ranges except possibly Dr Martens Originals so if you find yourself a particularly attractively styled and comfortable boot or shoe it might be worth your while getting a few pairs especially if they are on sale.