Traveling shoes?

Can't wait to be in Madrid next weekend. 

But before that happens and I need to get some work done. But more importantly, I need to plan my outfits and pack!

Actually, years of traveling and packing have given me a pretty good idea of what to pack for a weekend getaway. A pair (or two) of jeans, slacks, a dress, a few tops, a couple sweaters and a scarf and I am good to go. The difficult part in packing is actually the shoes. Especially, the comfy shoes needed for all the museums and street strolls....

Years of living abroad have taught me one thing. No matter how comfy it is, do not wear shoes only for comfort. They really scream tourist and unfashionable from a mile away. Can't remember how many times I've seen Tevas and New Balances and thought "... tourists". If you don't care, I guess it doesn't matter, but when I travel, I really love just blending into the cityscape and experiencing the city like a native. 

On the other hand, you really can't sacrifice fashion for comfort (at least at my age). Or else you'll be experiencing the city in pain, rather than in peace and joy. 

 

So here are the options for me, given my current shoe inventory. 

(images from Shopbop.com: L to R- Loeffler Randall, Simple, Erotokritos)

Not exactly the same as the shoes in my closet but close enough...

Most likely that I will wear the boots and take all two options along with a pair of pumps and flip-flops. For the most part, I am guessing five pairs of shoes will cover the whole three days. 

But five pairs are a lot and I feel like there has to be a better way to travel with shoes.  

Any suggestions for fashionable yet really comfy shoes?