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Hundreds of years ago, at the height of Florence’s Renaissance heyday, visitors to this cultural capital wouldn’t have stayed in the kinds of luxury hotels that now line its picturesque streets. Rather, the well-heeled would have come at the behest of friends, lodging in private homes whose unassuming facades in the best neighborhoods belied their sumptuous interiors and private gardens, outfitted with art and artifacts collected from around the world.

A guesthouse to its core, Casa Howard continues this Florentine tradition; there is neither lobby nor restaurant, and the owner Massimiliano Leonardi di Casalino lives in his own apartment here while in town (note, it can be rented when he’s away). Jennifer Howard Forneris, one of the design-conscious proprietors who has since passed away, was the daughter of renowned textile designer Luciano Forneris. She gave each room its own look, with finds from her and Leonardi di Casalino’s world travels. A media room is the sole common area, and a hammam steam room and an on-site concierge service are the only nods toward traditional hotel services. Insider recommendations are personalized according to guests’ preferences, and the honor bar feels more like a friend’s (well-stocked) fridge.

How do you make sense of diverse, dizzying São Paolo? Talk to the people who make the sushi, spray the graffiti, and build the giant watermelons.

The Franciscan Basilica di Santa Croce, with its striped green-and-white marble facade, dates from about 1294. Inside are the tombs of many celebrated early Florentines, including Dante, Michelangelo and Machiavelli. Among the many art treasures are radiant frescoes by Giotto and his pupil Taddeo Gaddi, which decorate the Bardi and Peruzzi chapels, and the newly restored Cappella dei Pazzi, a Renaissance architectural masterpiece designed by Brunelleschi.

Especially after its recent $35 milllion refurbishment, Four Seasons Costa Rica sets the standard for service and luxury in Costa Rica’s burgeoning luxury resort market. Its location is unmatched: perched atop a narrow isthmus, overlooking beaches on both sides, at the very tip of the Papagayo Peninsula. Three swimming pools form the hub of action, spanning the width of the peninsula; on one side of the enormous main pool is an adult pool leading to serene Playa Virador on the Pacific, while the busier family pool leads down to Playa Blanca, where most of the water activities happen—snorkeling, stand-up paddling, kayaking. There’s also an 18-hole Arnold Palmer–designed golf course that’s been tamed from the surrounding jungle. Guest rooms have marble baths, and outdoor terraces or verandas, while the larger suites (one- and three-bedroom) include their own pools. For light dining options, try the ceviche offerings poolside at Bahia or Italian seafood at Pesce. For a splurge, head to Caracol at the golf course for steaks and lobster tail.

Standing in the Piazza Santa Croce, a statue of Dante looms over the square from the corner. Florence, where Durante degli Alighieri’s journey through hell, purgatory, and paradise was to begin but not end. In 1829 a tomb was built for him in the Basilica of Santa Croce—the largest Franciscan church in the world. The tomb has remained empty ever since as Dante’s body lies in Ravenna.

The newly opened Parque Fluvial Renato Poblete was once a garbage dump and squatters’ before the nearly 50 acres were taken by the government and transformed into this handsome park. Dividid into two areas, “El Cauce” (The Channel) is 17-acre flood plain with three water mirrors. The second, known as “Brazo del río” (River’s Arm), covers 32 acres and boasts a lagoon formed by the Río Mapocho, now a place for water sports. Like in most Chilean parks there are soccer fields and a cycling path that belongs to part of a circuit covering over 20-miles and multiple neighborhoods. On the weekends, Santiago families congregate here under the sun for a pinic. Tuesday to Sunday, 9:00 a.m. to 9:00 p.m. Avenida Presidente Balmaceda 2800, near Costanera Sur, Quinta Normal

Go for the scene, not the food, and enjoy the Art Deco décor and great people-watching at this buzzy Left Bank landmark. Despite a limited menu and steep prices, the place is packed day and night. Order a chocolat chaud and sit on the terrace, watching the world go by.

Occupying 28 ocean-front acres on the northwest coast of the Bay of Culebra, Andaz Peninsual Papagayo evokes its natural surroundings at every turn. Costa Rican architect Ronald Zürcher took an organic approach to the design of the buildings, modeling rooflines on shapes found in the shells and cocoons that appear on local shores and in the jungle canopy.

Even standard rooms—which are sprinkled over a hillside that’s bookended with beaches—elicit a strong sense of place with hand-carved artifacts, forest views, and walk-in rain showers that open to large balconies, blurring the line between indoors and outside. (Luxury seekers can upgrade to a suite to take advantage of soaking tubs and private plunge pools.)

For the actively inclined, there’s a golf course, tennis course, and access to nearby zip-lining, though no one would blame you for kicking your feet up by a pool overlooking the bay; there’s an adults-only infinity pool as well. Ostra serves fresh seafood caught in local waters, while Chao Pescao offers the ultimate expression of pura vida with tapas and small plates, a first-rate mixologist, and live music and dancing on Saturday nights.

In addition to providing a peaceful green space, this remarkable terraced garden near the Ponte Vecchio offers terrific views of the city. Its scale—much smaller than that of the Boboli Gardens—gives it a more intimate feel. In spite of its size, it includes an incredible diversity of garden styles. Climb the grand central staircase and wander from woodlands to an Anglo-Chinese garden, with fountains and sculptures in the mix, as well as visible fragments of the garden’s original medieval walls. The famed 19th-century art dealer Stefano Bardini lived in the Villa Mozzi (now the Villa Bardini) and it is his unique taste and vision that continues to shape this ornate attraction.

“Chile has nearly 4,000 miles of coast, one of the most arid deserts on earth, and mountains that climb to 22,000 feet. Imagine the diversity,” marvels Rodolfo Guzmán. The chef behind Santiago’s restaurant Boragó is on a mission to promote his country’s over-looked ingredients, such as the superacidic copao fruit, which grows in the Atacama desert. “We want to show diners something that is only found here.” Many chefs source locally but then use European techniques in the kitchen. Guzmán, however, bakes his grouper and basil chlorophyll in a mud oven—a technique the indigenous Mapuche people have used for centuries. Avda. Nueva Costanera 3467, 56/(0) 2-953-8893. This appeared in the October 2012 issue.

It’s a two-hour drive from Mombasa along open roads that parallel the coast to reach Kilifi Creek, a giant estuary of cerulean blue that spills out into the Indian Ocean. As you cross the majestic Kilifi Bridge, you’ll notice a few yachts cruising along the calm waters below and a handful of elegant villas scattered along the creek’s banks. After the chaos of the cities, the scene is delightfully calm. Were this spot of geographical beauty in Europe or America, it would be teeming with tourists, hotels, restaurant chains, and tacky bars by now. Not in Kenya and not in Kilifi. With its beautiful coastline, a smattering of creekside restaurants, and a few opportunities for sunset dhow-boat cruises, there’s little to do besides relax in this sleepy costal town.

When in Antigua, definitely stop by the Casa Santa Domingo. First off, this place ain’t no ordinary casa! It is a large hotel (convention center, spa, museum etc) but executed well. There is a lot of history and guides standing out front would happily show you around. We were in the mood for just soaking it up on our own. You will enjoy the colorful tropical birds, the beautiful fountain and the historic ruins. It was the bastion of one of the grandest convents of the Americas (according to them.) If you like every amenity at your fingertips then this is the place for you in Antigua. At the very least stroll the grounds and have a Gallo, Guatemala’s national beer.

JK Place Firenze is a far cry from Florence’s obsession with all things Renaissance. Set amid the buzz of Piazza di Santa Maria Novella, this onetime private mansion is decked out in black, white, peach, gray, and chrome, with inflections of 1950s movie stars, 1970s pop art, and ornate 19th-century architecture. The reception feels like a library, and the breakfast room is a glassed-over former courtyard with a hefty antique wooden communal table. Free drinks, fresh fruit, and homemade treats (and bubbles at cocktail hour) can be found at all hours in the guests-only lounge area. Impress your well-heeled friends by inviting them to dine on the piazza terrace, presided over by the appropriately black-and-white Basilica di Santa Maria Novella, before moving downstairs to the clubby J.K. Pink Room. Slip upstairs to your individually designed room for a divine night’s sleep, then awake ready to take on one of the world’s most historic cities.

Cavas Wine Lodge is the quintessential romantic retreat. Located on a secluded vineyard in the heart of Mendoza’s wine country, the peaceful property offers 17 very private villas, which appear to have grown organically amid the 55-acre working vineyard. The boutique hotel is named after its 3,000-bottle wine cellar, where the in-house sommelier hosts complimentary wine tastings each evening. There’s also a tranquil spa, delicious restaurant and, during the February through April harvest, an array of exciting activities at the lodge.

The hotel’s dynamic husband-and-wife owners, Cecilia Diaz Chuit and Martin Rigal, personally attend to guests with a warmth that permeates the entire experience. Designed for romantic getaways, each villa has a secluded sun deck with a panoramic view of the snowcapped Andes Mountains, plus a wood-burning fireplace and a private plunge pool.

One of the best views of Florence can be savored from the Piazzale Michelangelo, a short walk across the Arno River from downtown Florence. For a fun afternoon head to the square and enjoy an enchanting panorama of the city, followed by a relaxing alfresco lunch at one of the nearby restaurants. The Piazzale Michelangelo is also worth a visit at night to get a very different glimpse of Florence. The lights of the Duomo and the buildings surrounding it make for a magical nighttime scene.