John Varvatos Filmore Chukka

The new John Varvatos Filmore Chukka ($365) is a more upscale offering than some of the casual boots we've featured in the past, but earns its keep with premium materials like an upper constructed of fine, burnished Italian caf suede, a thinner, non-slip rubber boat shoe sole, and antique eyelets with waxed cotton laces, all finished off with tonal stitching and a sophisticated, rounded toe design.

We've got a pair of size 10's to give away to one lucky reader. To enter to win, just join Uncrate or our man Johnny V on Facebook. We'll choose one of you guys at random, and you'll be wearing these to your local watering hole next week.