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A 4-day road trip to land’s end shows an entirely enchanting side of Spain.

AFAR chose a destination at random and sent writer Taffy Brodesser-Akner— with 24 hours’ notice—to Switzerland, where she learned a lesson in Swiss serenity.

It’s a single street after Amsterdam‘s Negen Straats (Nine Streets), but Hazenstraat, the Tiende Straatje (Tenth Street), rates a ten in serious shoppers’ books. Lined with boutiques, cafés and galleries, this cobbled strip in the Bohemian-chic Jordaan begins starts at Lauriergracht, where French urban artist Invader installed one of 26 mini-mosaics inspired by Space Invaders characters. Highlights include: The English Bookshop, as much a literary gathering spot as a place to buy books and DVDs made from them; Petsalon, a hat shop that’s been a Jordaan fixture for 25+ years; Brown Clothes, featuring Kings Road-inspired couture; Joep Buijs’ art studio, with paintings of colorful women, children and dogs; Olivaria, Holland’s oldest olive specialty shop; Coffeeshop Biba, a back-to-the-60s-style smoke shop that’s grown up with the flower children; Chocolátl, a chocoholic’s Nirvana; Cats ‘n Things, for all things feline; Saarein. a bar for all “queer minded people"; La Festa Pizzeria/Bed & Breakfast; ‘t Stuivertje, serving continental cuisine; and Flamework, Daniela Malaica’s glass jewelry shop proffering vibrant necklaces and other contemporary accessories inspired by her African-Italian roots.

Key West’s most famous literary resident, Ernest Hemingway, lived in this two-story Spanish-colonial villa for nearly a decade and composed several of his best-known works here. His second wife, Pauline, insisted they add a pool to the spacious grounds—the first inground pool in Key West. The cost ballooned to around $20,000, a fortune in the 1930s, and was said to have contributed to the breakup of their marriage. It’s just one of the fascinating stories guides will share on the half-hour tour of the home and gardens (included in the price of admission). And yes, you’re guaranteed to see plenty of six-toed cats, descendants of Hemingway’s original six-toed cat, Snow White.

The setting of Felina Bar feels somewhat like hanging out at a friend’s apartment: all vintage chairs and couches, with low lighting and jazz setting the scene. Don’t rush the bartenders, who mix drinks with great attention and will happily tell you about spirits and the burgeoning Mexico City cocktail scene.

The cobalt-blue-and-brick-red residence where now-legendary Mexican visual artist Frida Kahlo grew up—and at times lived with husband Diego Rivera—is one of the city’s most consistently packed attractions; buying tickets in advance is strongly recommended. That said, the visit is essentially (and justifiably) mandatory and offers fascinating glimpses into this extraordinary woman’s life and work. In addition to holding some of her paintings, the house also functions as a showcase for her library, astounding wardrobe, and collection of pre-Columbian artifacts; it additionally bears witness to her close association with left-wing politics. What’s more, the museum portrays the artist’s struggles with depression, marital infidelities, disability, and illness. The house’s garden—home to a modest café and mostly bashful felines—makes for a great breather before more strolling in the Coyoacán neighborhood.