Shade yourself in style poolside or on a city walking tour with this lightweight, UPF 50+, wide-brim sun hat in a welcome shade of pale blue. Ready to join the mosquitoes on a buzzy trail? A bug-repellent treatment coats this topper, deterring pests on long hikes.

You needn’t pack both walking sneakers and heavy hiking shoes, even if your trip involves serious backcountry routes. HOKA’s lightweight low-tops provide ideal traction for rocky terrain, but they’re still a great one-and-done, all-day city shoe, thanks to their stylish burgundy suede uppers and cushioned insole.

This water-repellent skirt , a feminine take on gorpcore, serves two needs. It works as a dinner-appropriate, ankle-length option, but a hidden zipper converts it to an outdoor-friendly bottom that hits just above the knee. Bonuses: an adjustable belt and secure zipper pocket.

Though unassuming, this sturdy little nylon bag can hold a lot. A phone, wallet and tube of sunscreen easily nestle in the banana-shaped pouch. Sling it across the body for hands-free ease—whether you’re paddling in a kayak or toting a latte.

Fashionable details distinguish this pretty, practical windbreaker . Note the nautical neckerchief collar and ruffled cuffs. But don’t be fooled—it doesn’t scrimp on utility. The design offers hidden ventilation at the back and a stowable hood. It can also be folded into itself for handy storage.

A basic jeans and white tee combo can be extra-flexible with the right elements. This moisture-wicking tee , made from a polyester and spandex blend, feels at home in a tent or a posh shop. Regular jean shorts can be too heavy for city strolls, but Levi’s new lightweight pairs weave in breathable linen (15% in this case).

Elegant black sandals from…Teva? A fashion-insiders’ favorite, these cushioned slip-ons are quick-drying, secure on your feet and extremely lightweight—ideal for both white water rafting down the Colorado and touring a museum.

Hardworking basics are key. These pull-on ponte pants are stretchy but structured—comfortable enough for the flight and a stomp through the woods. For a night out, the rich-black hue and kick-flare crop keep them firmly out of legging territory.

Tired of lazy toiletry bags? Consider this vibrant case-cum-purse your double-duty solution. No need to be precious—the interior lining is antimicrobial and water repellent, so spills clean up easily. Empty it upon arrival and use it as a purse or clutch (the crossbody strap is removable).

This sunny number works as a dress, tunic or beach coverup. You can quickly wash the viscose fabric by hand and it dries in a flash. Another bonus? The material is opaque (a surprisingly tricky thing to find when it comes to slinky summer dresses), so there’s no need to pack a slip or special nude-colored undergarments.

Accent stones on the straps elevate the simple design of this one-piece swimsuit . Use it to go snorkeling on Friday, then layer it as a bodysuit under a skirt or pants for a Saturday dinner.

A multiuse wrap is essential. Wear it as a scarf in a chilly restaurant, over bare shoulders on cool nights, as a sarong over a swimsuit (or as a towel in a pinch). The block-print pattern of this 100% cotton version spices up outfits that, unadorned, might seem too basic.

Multi-destination getaways call for toiletries as smart as your outfits. Look for clever travel-size options that pull double-duty. Some to consider? Diptyque’s solid fragrance , which won’t spill in a backpack, a moisturizing sunscreen mist that offers protection without disturbing your makeup and a body balm with bug-repelling powers, like this one from Hanni. We’re also fans of this all-in-one blush, concealer and foundation palette in a sturdy case. Aesop’s ginger-scented, anti-nausea rollerball smells so inviting it can double as perfume.

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