Janji Transit Tech ($38)
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With its roomy unstructured crown, DWR finish, and poly-spandex bill, the Transit Tech is great on long runs. The built-in elastic sweatband makes for a snug fit without squeezing. Plus, the company donates 2 percent of proceeds to clean-water initiatives.
Headsweats Life Is Better with a Dog ($26)
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This classic trucker design has mesh in the back for ventilation, a heavy-duty bill for sturdy protection from the elements, and a snap-back clasp for quick adjustment. Dog people will love it for the logo.
The North Face Logo Futurelight ($40)
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The Futurelight breathes like mesh, feels soft to the touch, and is the only fully waterproof cap on these pages. The stretchy polyester fabric and classic shape fits in at the coffee shop and on the trail.
Buff Trek ($26)
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This ball cap looks strictly casual, with its sporty silhouette, hard bill, and metal back closure. But with breathable polyester and ventilation holes above the temples, it’s ready for the sweatiest hikes. The elastic band sucks up moisture.
Nathan RunCool Ice Run ($25)
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This clever lid has a soft, flat brim, built-in -sweatband, and stretchy pull-to-tighten clasp in back. But the clincher is the pockets on either side for stashing ice on unbearably hot days. It feels (and looks) even cooler than we expected.
Patagonia Airshed ($39)
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The bill on this bad boy is made entirely of old fishing nets from ocean-plastics recycling company Bureo—an industry first. Add in the breathable honeycomb-mesh crown and quick-drying recycled-polyester fabric, and you’ve got 2.1 feathery ounces of perfection.