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  • 1900 Rio Grande St, Austin, TX 78705, USA
    A Greek Revival family mansion built at the turn of the 20th century, Hotel Ella owes both its name and its grandeur to its very first lady of the house, Ella Wooten. Known for her impeccable style and grand tastes, Ella was a fixture of Austin high society who hired the stone carver responsible for the Biltmore Estate to craft her house’s columns and verandas and worked with Neiman Marcus’ Stanly Marcus to redecorate the interiors in 1925.

    Nowadays, Hotel Ella pays homage to her good taste with fashionably understated decor, a locally sourced restaurant, and an art collection that the original proprietress would have coveted. Works include original Ansel Adams photographs and Wooten family portraits and jewelry. The owners pride themselves on making guests feel just as pampered as Ella might have, with perks like a free town car service—even though the hotel is within walking distance of downtown—and a concierge team for whom no request is too much.
  • 907 Whitehead St, Key West, FL 33040, USA
    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.

  • Castello di Poggio alle Mura
    For nearly three centuries, workers serving the nobility at Castello Banfi in Tuscany lived in a small hamlet within the castle grounds. In 2007, however, the stone houses within their tiny village were completely renovated under the direction of Italian interior designer Federico Forquet, catapulting Castello Banfi into a new era of grandeur. Today, the property welcomes guests from November through March in two guest rooms and 12 suites, each with wood-beamed ceilings, countryside views, and bathrooms stocked with “vinotherapy” products made from the estate’s Sangiovese Brunello. A central garden with a pergola, a heated outdoor pool, secluded lounging spaces, and alfresco massage tents offer plenty of ways to take in the surrounding vineyards. If you’re feeling more active, take a cooking class with the chef (held a short drive away at the estate farmhouse), tour the Banfi winery, or venture out to nearby historic towns like Montalcino and Siena.
  • 151 Calle del Cristo, San Juan, 00902, Puerto Rico
    Old San Juan offers historically and culturally significant experiences including a walk through 500-year-old forts, visits to UNESCO sites, historic churches, museums, the second oldest cathedral in the Americas and Ponce de Leon’s mansion. Cobblestone streets and pastel buildings are perfect for exploration during the day and variety of restaurants and shops make for a complementary evening.
  • Carrer del Dr. Dou, 5, 08001 Barcelona, Spain
    Though Barcelona is hardly the epicenter of paella (that would be to the south, in Valencia), this hands-on culinary workshop/dining experience offers a fine introduction to what’s arguably Spain’s most famous dish. Set in an appealingly hip Raval-area space featuring soaring ceilings, exposed brick walls, and industrial lighting, the class starts with a welcome glass of cava along with a brief overview of paella from founder Alex Betolaz and chef Alex Villar. Don an apron at your cooking station, but don’t expect anything too labor-intensive; ingredients are, for the most part, already prepared, though you will do a bit of chopping, pouring, and stirring. (You can book your paella preferences ahead of time, and vegetarian options are available.) Then you’ll gather around a long wood table and sample various Catalan specialties along with your paella (and there’s usually plenty of sharing going on). Choose from three different paella-making experiences, starting at €50/per person for two courses and going up to €85 for multiple courses plus unlimited wine.
  • Calle del Curato nº38-99, Cartagena, Bolívar, Colombia
    Colombian fashion designer Silvia Tcherassi took the design world by storm when she transformed a 250-year-old mansion in the center of Old Town Cartagena into a contemporary refuge that honors both past and present. Mansion Tcherassi’s seven rooms blend fashion-forward decor (think sparkly gold throw blankets) and original features such as restored stone walls and private balconies, but the vibe is much more understated, with ethereal fabrics, soft colors, and natural wood, in the 42 neutral-hued rooms at sister property Tcherassi Hotel & Spa. You can order fresh-caught seafood and icy raspaos (traditional drinks made with fruit and condensed milk) at the restaurant, while carpaccios, pizzas, and ceviches are on the menu on the rooftop lounge; the Italian restaurant at the mansion extends to a cozy patio facing a plunge pool and vertical garden made with thousands of local plants. After a day spent exploring Old Town’s historic buildings, relax with a Chinese medicine–inspired treatment in the spa, or take a dip in one of the property’s four pools.
  • Via del Casaletto, 45, 00151 Roma RM, Italy
    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.
  • México 1 Km 5, Misiones del Cabo, 23455 Cabo San Lucas, B.C.S., Mexico
    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.
  • Fundo Sierra Nevada S/N, Machalí, Región del Libertador Gral. Bernardo O’Higgins, Chile
    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.
  • Piazza del Duomo, 1, 53100 Siena SI, Italy
    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.
  • 12659-12799 Vista Del Mar
    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!
  • Avenida del Pescador, Medano s/n, El Medano Ejidal, 23453 Cabo San Lucas, B.C.S., Mexico
    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.
  • Piazza del Duomo, 26, 05018 Orvieto TR, Italy
    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.
  • Sayulita, Nayarit, Mexico
    Guadalajara visitors craving an escape from the city should know that the ocean breeze isn’t far away. The bohemian beach town of Sayulita is about a four-hour drive, and even closer by plane. Popular in the 1960s among American and Canadian surfers, the sleepy fishing village has more recently become known for its laid-back vibe and impressive food scene. If you’re looking to get even farther off the grid, the surrounding area is filled with beautiful bays that are less trafficked by tourists than the main town.
  • Flora Farms, Las Ánimas Bajas, 23047 San José del Cabo, B.C.S., Mexico
    It makes sense that the California cool of James Perse’s clothing and accessories for men and women has made its way to Cabo, where its sold at one of several shops that opened on the property of Flora Farms in late 2015. Whether you forgot to pack for the coastal climate of Baja or you just want to expand your wardrobe, attentive staff can help you add a few items to your style repertoire.