City strollers and beach-bound travelers take note: Need a stylish, comfortable pair of walking shoes for your next European holiday that also happen to be waterproof, or a spiffy-looking pair of machine-washable sandals? In the business for more than 65 years, Cougar Shoes started handcrafting shoes in a former parachute plant in Canada. Today’s products are designed in Ontario, with beautiful designs and travel-perfect features including waterproof design.

“Cougar boots are always waterproof and fashionable, ‘weather or not,’” said Brendon Sedlbauer, marking coordinator, Cougar Shoes, adding only premium waterproof materials are used in the creation of the brand’s rainwear. We particularly love the PVC-free Quill Rubber Rain Bootie for women in black, stylish enough to wear with trousers, tights or skirts. The block heel makes it super comfortable for all-day wear, and boasts city winter features including a memory molded insole, anti-slip outsole and Neoprene lining. Cougar also offers a full line of shearling boots and booties, with plenty of styles perfectly suited for negotiating your choice of ancient cobblestone streets.

© Charleston Shoe Company, Backless Cannon, $135 USD, CharlestonShoeCo.com

Prefer a cruise in a southern clime? Pack a pair of sandals from Charleston Shoe Company. A great selection of styles includes a rainbow of color choices and heels of multiple heights. Founder Neely Powell used her own background and training from Savannah College of Art & Design — and collaboration with a fourth-generation cobbler based in Mexico — to introduce her line of casually sophisticated, supremely comfy footwear. She describes her designs as “lightweight, comfortable and stylish,” adding they’re also machine washable, making them an easy choice for an extended getaway. Our pick for port calls is the Backless Cannon, a wedge style available in nine great colors that can go all day, and still work when you dress up and head out for dinner at that beachside bistro.