The boat shoe above is pretty dull, but it doesn't have to be (unless you want it to be):
You can now customize your own Timberland Boat Shoes! This has been done for awhile by the likes of Nike, Adidas, Reebok, Vans, etc. but never for non-sneakers! So head on over here and get your wacky colors on!
This is the pair I designed. I'm personally a fan of just regular brown boat shoes, but if I wanted to do something a little wackier I'd do this.

Here is another men's option that is available as an inspirational template.

And here's the women's shoe! I really love that extra piece of leather in the back.
[£95 - £110 (approx. $140 - $163), Timberland]
[Via Hypebeast]
Related: The 60th Anniversary of the Clarks Desert Boot , The Nike is Your Canvas