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Imogene + Willie offers classic clothing and boots, but the real draw is denim. Practically a shrine to jeans, the boutique has patterns hanging from the rafters, and vintage sewing machines rattle away as you shop. Select your favorite cut, and a tailor will custom-fit a pair on-site. 2601 12th Ave. S., (615) 292-5005. This appeared in the October 2013 issue.

The real deal for vintage. A well-regarded, strong-word-of-mouth gem on the south side of Santa Fe hovers at over 2,000 square feet of denim, cowboy boots, belt buckles, Navajo blankets and moccasins, leather World War II flight jackets, vintage flags and old photographs. It’s virtually endless. There’s something unique for the traveler looking for that one-of-a-kind item. Make certain to call ahead, the shop is by appointment only. And, for those who want to stay downtown, the proprietor recently opened a smaller shop called Santa Fe Vintage Outpost.

It’s always been about affordable vintage goods at this Wicker Park boutique, which sells contemporary dresses and tops from Amuse, men’s hats from Brixton, denim from skinny-jean pros Just USA, rompers from Los Angeles–based En Crème, and handcrafted leather boots from Red Wing. The popular shop’s homewares and apothecary section is arguably the best place to pick up gifts your friends will love, from grooming and shaving goods to candles, perfumes, and barware like flasks and cocktail shakers.

Ancient Hawaiians believed their souls would leap into the spirit world from this lava shoreline on the western tip of Oahu. These days, people jump off here in gliders instead, soaking up views of the Waiʻanae coast to the south, Mokuleʻia to the north—and the glorious, denim-blue Pacific stretching from here to eternity. Take a 5.4-mile round-trip hike and check out the albatross sanctuary on Kaʻena’s wild coastal acreage (free to visit). Keep an eye out for monk seals, one of the world’s most endangered species, found only in Hawaii. Watch for their silvery-gray sausage shapes as they lounge on the beach, but give them space. Always retreat if a seal awakes, vocalizes, shies away, or tries to shield a pup.