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A who-knows-how-happily-married Diego Rivera commissioned this three-residence compound from Mexican artist and architect Juan O’Gorman in 1931. Jarringly Bauhausian for its time (especially in comparison to the surrounding San Ángel neighborhood’s mission revival gentility), it included separate buildings for Diego and his wife, Frida Kahlo, connected by a slender bridge (as well as a third dwelling for O’Gorman). Visits lead to interiors, showcasing Rivera’s studio and its fascinating collection of artworks, creative infrastructure, and amazing windows. Take time to wander the garden and pause to appreciate the property’s tableaux; then re-tox from all the aesthetic purity across the road at the San Ángel Inn, a gloriously indulgent hacienda bar and restaurant that takes you straight back to the country club—flawless margaritas and all.

The Hermosa Inn, first opened in 1936, has the kind of history that a cowboy keeps under his hat. With 43 rooms and casitas spread across six acres of Arizona desert in the upscale Phoenix suburb of Paradise Valley, the inn was originally the home and studio of cowboy artist Lon Megargee. A $5.5 million renovation completed in March 2017 updated the hotel for the modern era. It still retains a historic feel, but without the possibility of escape it had when Megargee, a welcoming host clearly uninterested in background checks, built a tunnel from the main building to the stable in case a visit by the sheriff made it necessary for less law-abiding guests to execute a quick getaway. But then, with Camelback Mountain as a backdrop, few guests nowadays are in a hurry to leave.

There’s a comfortable stillness to the acres of Ojai Valley Inn and Spa that’s apparent even when a cacophony of voices fills the air. Sunlight shines brightly against the resort’s white façade, which gleams in unison from the restaurants, accommodations, spa, and pools outstretched on shaded grounds. Flowers – from roses to bougainvillea, lavender to jasmine – line pathways where views of the surrounding rolling mountains peek out between buildings. And even when bicyclists, pedestrians, and the occasional golf carts use those pathways, the motion is as calm and quick as the breeze. Originally built in 1923 as a country club and golf course, the inn has never lost its luxurious appeal for intimate, quiet privacy. Old Hollywood stars have come and gone through its Spanish-style property, and today, the resort is still known as a place where big names can tee off or swim undisturbed. Its more than 300 guest rooms are tucked away in a series of terracotta-topped buildings that share a style of calm blue and white shades. Many rooms feature fireplaces enclosed by a sitting area, and private balconies are scented by the surrounding blooms. In the morning, sip a Keurig coffee from the soft white sheets of bed, or step outside for the view. Then, walk or bike to breakfast before a swim in the newly opened, “adults only” pool.

This small-production and boutique winery near downtown Sonoma has achieved cult status in recent years for the exclusivity of the experiences that owners (and brothers) Andrew and Adam Mariani have put together. Standard tastings run about 90 minutes and include four current-release wines paired with four food courses served family-style. On sunny days, the tastings unfold on open-air patios in the shade of big white umbrellas; when the weather is less than stellar, guests are greeted and served in one of the many rooms of the circa-1858 hacienda. Reservations are only accepted by phone and often book out weeks in advance, especially in summer. For an even more intimate experience, reserve seats for one of the many pop-up dinners pairing Scribe wines with multiple courses prepared by visiting chefs who come in for brief residencies. The Marianis espouse organic and biodynamic farming methods and non-interventionist winemaking techniques, which translates into distinct fruit-forward estate wines that rarely overpower. Pro tip: Most visits don’t include tours, but if you book an early morning tasting midweek, you might get the chance to explore the hacienda before the formal visit begins.

Once a separate municipality, San Ángel—in the city’s south, nestled into its western foothills—is a leafy, genteel enclave whose relative isolation adds a soigné feel (for better or worse) you won’t find in neighboring Coyoacán. Ground zero for promenading is quaint Plaza San Jacinto, whose cute parish church (and beautiful cloister garden) is a sort of spiritual last stand amid the surrounding area’s high-toned consumerism. That said, the plaza’s true spirit comes alive Saturdays, at the so-called Bazar Sábado, an artisanal market that fills the area with stall after stall of handmade jewelry, textiles, crafts, and accessories, plus a great deal of art—some finer, some less so—in styles that go from hippie to haute. Strolling musicians and performers add to the carnival atmosphere.

The past is present at Quinta Real, a colonial-style hacienda set in a residential neighborhood 20 minutes from downtown Guadalajara. In keeping with history, the property features soaring stucco ceilings, stone archways covered in crawling ivy, and wrought-iron balconies overlooking manicured gardens and cobblestone walkways. The story is the same inside, where 76 spacious suites are decorated with ornate Corinthian columns, well-curated antiques, and a palette of soothing ochres and greens. Like other hotels in the area, the Quinta Real has a swimming pool, butler and valet services, and a business center, but it’s the international dishes at Tierra Mia restaurant that are truly worthy of the hotel’s five-star rating.

Spread across 220 acres of coastal valley, the Ojai Valley Inn opened in 1923, originally commissioned by an early 20th-century glass tycoon. With white stucco and terra-cotta buildings, the mission-style retreat looks like a dreamy California village wedged between the Pacific Ocean and the Topatopa Mountains. Luxurious spa penthouses are ultra-private, and their location in the Spa Ojai building gives guests an easy route to their warm Himalayan salt stone massage or sound energy therapy treatment. The Hacienda Penthouse, atop a hillside villa, brings an air of Morocco to the California landscape. Wallace Neff Historic Rooms, built in the early days of the property, offer the relaxed glamour of that era. Days can be as peaceful or as action-packed as you like and may include golfing at the Ojai Country Club, blending essential oils in the on-site apothecary, lounging next to one of the property’s several pools, hiking, horseback riding, or indulging in retail therapy at two on-site boutiques. Olivella serves traditional and modern interpretations of Italian cuisine, while The Oak’s dishes highlight the resort’s herb garden. Pro tip: Order the signature lavender lemonade.

Visitors looking to tour Casa Herradura—the distillery that’s been making Tequila Herradura for more than 145 years—should hop aboard the new Tequila Herradura Express. The train leaves from Guadalajara and travels through Jalisco’s agave fields, stopping in Amatitán (the official birthplace of tequila) before arriving at Casa Herradura. Once at the distillery, guests enjoy tastings, lunch, and live music, then get back on the train, where they’re treated to bar service and entertainment all the way back to Guadalajara.

For more than twenty years, vendors peddling antiques and collectibles have set up shop along Guadalajara’s Avenida Mexico every Sunday morning as part of the Tianguis Trocadero De Antiguedades. If you have a good eye, you’re sure to spot some gems among the junk, from furniture and china to books, jewelry, and other memorabilia. Haggling over prices is commonplace.

Visitors to Santa Fe come in search of art and culture, and it’s hard to trump the cultural experience at the Hotel Santa Fe, the Hacienda and Spa. In addition to being a high-end hotel in the hip, recently revitalized Railyard District, this pueblo-style compound is the first of its kind, the only luxury stay to be owned and run primarily by a local Native American tribe—the Picaris Pueblo.

No top-tier amenity has been left out—the spa is one of the best in town, the restaurant and lounge is one of Santa Fe’s most acclaimed, the gym offers yoga classes, there’s a free shuttle into town—and the guest experience is unlike that anywhere else, thanks to the extensive private Native American art collection that adorns the walls, the handmade local furniture that fills the rooms, and the responsible presence of traditional Native American culture throughout.

The hotel’s gift shop is Santa Fe’s only tribally owned store, selling traditional local handicrafts and art, and events are held throughout the year for guests to learn about Picaris Pueblo culture. And, as if this all weren’t impressive enough, the hotel has a rigorous environmental policy, and its rooms are completely powered by solar energy.

As Santa Fe’s only Native American-owned hotel, the Hacienda & Spa draws on a range of modalities from Swedish, sports, cranial-sacral, and energy work, and it hosts a menu of treatments aptly titled “This Wind and Mountain” and the “Land of Enchantment.” Outside, find three acres of Native American sculptures and gardens to relax in after your day of rest.

Travel off the beaten path through Caguas, Cayey, and Aguas Buenas for a trip immersed in the outdoors that helps protect and preserve this Caribbean Island.

Taste your way around the Caribbean Island—from chocolate and coffee to ice cream and roasted pork—on this self-guided road trip.

Enjoy everything from Cartagena’s colorful coastal lifestyle along the Caribbean to the dazzling urban vibes of Bogotá and Medellín on a trip through Colombia filled with history and culture.