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Cesare al Casaletto is far off the well-beaten tourist track, but it is easy to get to: just take the 8 tram from Piazza Venezia or Largo Argentina and get off at the very last stop. Fifty yards from the tram tracks sits Rome‘s best trattoria, where spectacular fried appetizers (get them all, or at least the gnocchi fritti and polpette di bollito) give way to classic pasta dishes like carbonara and gricia. The second courses are excellent and fall-off-the-tailbone braised oxtail is a favorite. Pair it all with fairly priced natural wines from all over Italy and be sure to leave room for dessert, preferably the panna cotta.

Design junkies will find plenty to love at The Cape on Monuments Beach. Designed by Mexican architect Javier Sánchez, the hotel eschews resort staples like wicker and rattan for a sleeker look that marries mid-century standards with locally sourced furnishings and art. In the 161 spacious guest rooms, leather headboards and copper-leafed tubs complement private tiled balconies with ocean views. The style extends to the public spaces, which include Manta (acclaimed Mexican chef Enrique Olvera’s globally inspired seafood restaurant), a saltwater pool, and a spa that’s cleverly tucked into a natural rock formation.

About a two-and-a-half hour drive from Santiago (or 30 minutes by helicopter), Puma Lodge is located in the Andean foothills near the Argentine border. The lodge is part of the Chilean-owned Noi hotel group, which also has properties in Patagonia, Atacama, Santiago, and more. Opened in 2011, Puma Lodge has a ski chalet feel, with wooden interiors and a large fireplace in the middle of the bar and lounge area. The 24 rooms are all the same category, and the design is simple and comfortable with touches such as colorful throws and local artwork.

Many guests choose Puma Lodge for the heli-skiing, but there’s plenty on offer year-round and for the less intrepid traveler. Activities include hiking, horseback riding, or heading out for a picnic lunch by the river. There’s also an on-site spa, yoga studio, and wine cave. Outdoor hot tubs are great after skiing, and a swimming pool is a draw in the summer months.

Founded in the 9th century, Santa Maria della Scala was one of Europe’s first hospitals. It was also one of the first hospitals anywhere to disinfect its equipment and only stopped taking in patients in the 1980s. (The writer Italo Calvino died here in 1961.) The early history of the hospital is illustrated in the 15th-century frescoes decorating the walls of the Pilgrim’s Hall, and there is a fascinating archaeological museum housed in the labyrinthine basement rooms.

Beneath the path of planes taking off from LAX is an oceanfront runway for beginner hang gliders to get some air of their own. Sign up for a full (seven flights for $140) or half lesson (four flights for $85) with Windsports, which has been operating with A-class instructors since 1974. The experienced Greg DeWolf, whose longest flight clocked in at 6.5 hours, is a recommended guide. His passion, thoroughness, and humor are just what a novice needs to feel comfortable and confident piloting this new flying contraption. Relaxing is key, and once you do, the flights are a calming enjoyable ride. Just make sure to look up so you remember the experience!

In recent years, one restaurant has set the bar for cool in Cabo San Lucas. Bar Esquina, the Bahia Hotel & Beach House’s on-site bar and grill, features a chic casbah-like design aesthetic, a menu built on Mexican and Mediterranean flavors, and a commitment to organic, locally and responsibly sourced ingredients you taste in every bite. The menu is ever-evolving, but there are standouts you can always expect to find. The tuna tartare is a tiered, artistic creation, featuring tempura and an avocado-yuzu mousse. The Caesar is the signature Bar Esquina salad, here wrapped in a long, flat crouton and served with poached egg and prosciutto. Entrée selections include a generous filet mignon with potatoes au gratin and the short-rib pizza with blue cheese and arugula.

It was love at first sight. Everything about Orvieto is charming, with the exception of the Duomo (Cathedral) which more appropriately would be described as elegant and grand, especially the facade. Originally a thriving center of Etruscan civilization, Orvieto is a little less then half way between Rome and Florence. We had a lovely meal on one of the cute cobble stone lanes before heading up the clock tower and gazing over the perfectly preserved city. You could easily spend a day or two wandering through the town, enjoying its history and culture, both past and present. We were treated with the utmost hospitality at every turn. There weren’t many visitors during our visit, which I found to be unusual, given its popularity on the tourist circuit. This will be a place to revisit, and immerse ourselves into the everyday life of this gorgeous gem.

This enchanting corner of Costa Rica, blessed with a superb climate, provides visitors with a chance to experience an ideal rural setting. If you’d like some action with your relaxation, you’re well positioned to hit local sights like Poás Volcano, as well as try camping, horseback riding, and trout fishing. Fraijanes Lagoon, set amid grasslands, forests, and strawberry fields, is particularly idyllic. There’s another attraction you may not associate with a rural setting: Good restaurants abound. Get up early to enjoy the sunrise and a cup of delicious coffee alongside warm bread and natilla, the local sour cream.

Few cuisines marry as well as Japanese and Mexican, a fusion that’s masterfully explored at Nick-San in Cabo San Lucas and San José del Cabo. Founding chefs Ángel Carabajal and Masayuri Niikura blend centuries-old Japanese recipes (including but not limited to sushi) with locally sourced ingredients to create exceptional bursts of flavor and a menu that has inspired additional locations around Mexico. The black and white tuna sashimi and tuna tostada are two of the most popular dishes, especially when paired with Nick-San’s own label of wines and sake. The original location is in downtown Cabo San Lucas, near the marina. A second Nick-San, in the Shoppes at Palmilla at the southern border of San José del Cabo, is a slightly more elegant space (gilding the lily, you might say) and includes a champagne bar.

Located in the charming neighborhood of Colonia Lafayette, Hotel Demetria is among Guadalajara’s trendiest boutique hotels. In addition to stylish rooms, a rooftop pool, and a popular restaurant, the hotel features a contemporary art gallery and bookstore on its mezzanine level. Even more impressive, however, is the fact that the steel-and-glass structure is sandwiched between two pieces of architectural history—Casa Franco and Casa Quiñones, designed by Mexican modernist masters Luis Barragán and Pedro Castellanos, respectively.

Cuban cigars, considered the best of the best by tobacco connoisseurs, are technically out of reach for most Americans, thanks to the U.S. embargo of Cuban goods. If you’re in Cabo, though, there’s nothing preventing you from taking a puff on an authentic Cuban, and if you enjoy a good cigar, the best place to find one here is at this shop.

Before Luis Barragán designed Mexico’s first master-planned community in the suburbs of Mexico City, he dreamed up an urban park neighborhood in his native Guadalajara. He commissioned German artist Matias Goeritz to create an entrance sculpture called El Pájaro Amarillo (The Yellow Bird) and drew plans for an onsite chapel named Templo el Calvario (Temple of Calgary). Unfortunately, the neighborhood today doesn’t look much like Barragán intended—he’d planned for a different kind of tree to be planted on each street so that the area would bloom in a rainbow pattern, and for wider streets lined with shopping malls. However, you can still visit Jardines del Bosque to see the majestic Goeritz sculpture and chapel and, if you squint your eyes, imagine Barragán’s vision come to life.

Once the vacation home of the Italian Duchess Rosa de Ferrari, this exceptional estate was converted into a hotel in 2005. 2014 marked the arrival of a new owner and a new era for the property. Today, Hotel Esencia is an elegant small resort on one of the prettiest beaches on the Mayan Riviera. Surrounded by 50 acres of lush jungle and manicured, palm-fringed grounds, Esencia pairs the amenties and comforts of a larger hotel with the attentive care typical of a boutique property or B&B. Amenities include two swimming pools, a spa, and two restaurants. In the spacious rooms, lots of details stand out: iPod surround systems, well-stocked minifridges, 600-thread-count sheets, and walk-in closets.

Eat dinner like a conquistador at Restaurante Sobrino de Botin. The combination of its central location off Plaza Mayor and its claim to be the “Oldest Restaurant in the World” makes it charming and fun for family and friends. Make sure to put in a reservation in advance and order a traditional dish. I particularly enjoyed the incredibly thin jamon because it was light and not oversalted.

On every Thursday for the past 40 years, women have walked a picket line around Buenos Aires’s most politically significant plaza. They call themselves Las Madres de la Plaza de Mayo, and each mother present has lost a son or a daughter, presumably “disappeared” at the hands of the nation’s 1970s-era military dictatorships. Some days only a half-dozen mothers lead the march; though increasingly elderly, they are still determined to carry on the fight against all forms of oppression. You’d expect it to be a depressing affair, but in fact it’s quite moving to see the crowd of 50 or more supporters march beside the original mothers as they chant, demanding accountability for one of Latin America’s most shameful and violent historical episodes.