By Kelley Granger

We’ve said it before and we’ll say it again – if a bad pair of shoes can ruin a night out on the town, they will surely ruin your vacation. We put our own feet on the line again this year, suffering blisters and rubs all in the name of bringing you our latest obsessions in comfort, style and wear-ability. Drum roll, please.

Timberland Earthkeepers Kennebunk Ring Ankle Thong

Three words: Super. Soft. Leather. These boho-chic thongs are as comfortable as they are earth-friendly. The sole is made from recycled materials (like old tires) and the leather is sourced from a tannery that’s committed to efforts like energy reduction and reduced waste. Straps are supportive yet gentle on delicate skin. We dig the raffia ring that gives a stylish, outdoorsy vibe. Get yours at, on sale now for just under $60.

Tsubo Hanwi

When we first heard of Tsubo, it was described to us as an “ergonomic style synthesis.” Well, it’s hard to describe it better ourselves, especially when we’re talking about the brand’s sleek Hanwi sneaker, which makes for a great travel companion. First off, forget shoelaces – it’s all easy on, easy off Velcro with this shoe and an especially chic and wearable sneaker in white (though black and natural versions are also available). Second, Tsubo is all about comfort technology, and has added latex cushioning in just the right spots to help make those quaint European cobblestones that much easier to navigate. A pair will run you about $80 on

Crocs Farrah Wedge

We have to admit, we have never understood the Crocs phenomenon, and even vowed to never own a pair. But that was before we were introduced to Farrah, a peep-toe wedge we’ve not-so-reluctantly come to love. We tried out a pair in the gold shade, which has a pearlescent glow to it. Not only are the darn things like walking on air, but they are utterly adorable too. A word of caution though – the material doesn’t breathe so well. So bring some baby powder along if you expect to do a lot of walking. Check them out at and snag a pair for about $35.

Ahnu Tilden II

Can’t decide between sneaker and sandal for your travel activities? Ahnu’s Tilden offers a hybrid option, the best of both worlds. A comfortable foot bed and sandal-esque straps meet the closed toed protection of the traditional sneaker, so you still get some exposure and air circulation. These would be great for say, horseback riding on the beach (when you need a secure, close-toed shoe) or light hikes, as the sole is designed to hold its own in varied terrain. We put these sandals through the ringer (see our story about Aruba and a six hour ATV adventure) and couldn’t be more pleased with their comfort and durability. Not to mention the fact that after half a day of being blasted with orange, clay-like dirt, a simple rinse had them looking like new in no time. You’ll find them on for around $90.

Originally published June 2010
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