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  • Km. 17 Carretera de la Costa, Bahoruco, Barahona, Barahona 81000, Dominican Republic
    Originally a private summer home, Casa Bonita is now a beautiful 12-room resort run by the third generation of the Schiffino family. Located on the Dominican Republic’s southwestern coast near the town of Barahona, the property was constructed from felled trees and thatch, giving it a luxuriously rustic vibe. Inspired by nature, rooms feature white linens, palm wood accents, and wicker furnishings; some have private balconies overlooking the jungle, others have infinity pools with ocean views, and the two-bedroom Villa Bonita includes a terrace with a grill.

    The resort’s farm-to-table restaurant uses produce from the local community and on-site Pat’s Organic Garden, while the spa incorporates traditional Dominican ingredients like coffee, chocolate, and coconut into each of its indulgent treatments. Also available to guests are activities like water sports, tennis, yoga, horseback riding, mountain biking, and a zip-line canopy tour through the jungle. Should you want to venture off property, the UNESCO-designated Jaragua-Bahoruco-Enriquillo Biosphere Reserve is just next door. There are also coffee plantations, lakes, and caves with ancient tribal art nearby.
  • Three days will only scratch the surface in Sydney, but the city offers enough variety that a traveler can get a good taste of Australian life and culture here. Sydney is world famous for its intricate waterfront, so visitors should prioritize a coastal track like the Bondi to Coogee walk. Otherwise, as much time should be spent on Sydney Harbour as possible. Climb the Harbour Bridge, hit happy hour at the Opera Bar, and meet the residents of Taronga Zoo.
  • Known for their ability to combine comfort with luxury, Dominica’s best accommodations range from oceanfront cabanas and cliffside condos to a hotel in a former military fortification and an eco-lodge on a working fruit plantation. Many focus on sustainability and adventure travel, while others highlight local art, world-class spas, and proximity to Dominica’s best beaches.
  • Far from an excessively consumerist city, Montreal likes its goods select, well designed and generally not too showy. Bling has very little place here, where status tends to be demonstrated with understated finds rather than a season’s international It piece. That means that the best stores around carry small, recherché brands, with a focus on things made here or near. From clothes to design objects to homeware, here’s a list of shops that will inspire you to keep room in your luggage.
  • Berlin has a legendary nightlife scene, with bars and clubs pouring drinks late into the night. And on weekends, clubbing isn’t just a dusk till dawn affair, it’s an experience that can start on Friday and not stop until the wee hours of Monday morning. From dive bars to glam lounges to hopping clubs, here is how to experience Berlin after dark.
  • It’s time to drink like a local in Antigua: the island plays host to stellar spirits & brews, with the majority coming from two local places: the Antigua Distillery Limited and Antigua Brewery Limited. From Antigua’s distillery you get national rums like Cavalier and English Harbour, while from the Brewery there’s Wadadli and also Wadadli Gold, which kicks up the manliness a notch. But if you really want to drink like a local, check out Bushy’s and get a taste before it’s gone!
  • It’s easy to fill a long weekend with Orlando fun. Spend one day at the Magic Kingdom and Epcot (with some Morimoto and tequila, to insert some adult-pleasing activities to the classic theme park day), of course. Engage in some other local magic, too, like the wildlife of Central Florida with a kayak exploration of the headwaters of the Everglades, or an afternoon viewing the work of Louis Comfort Tiffany at the Hosmer Museum in Winter Park. Try some of Orlando’s food truck fare and sip international vintages at a wine bar. And, if you have some time, get out and explore the charming neighborhoods, up-and-coming restaurants, and boutique shopping in this sprawling and modern metropolis.
  • Founder’s Note: Travel Like an American
  • 64 Spring St, Charleston, SC 29403, USA
    This Spring Street café’s name is deceiving—yes, two in-house sommeliers assure there’s a focus on excellent wines, but this isn’t a pecorino-and-prosciutto wine bar—it’s a full-service neighborhood restaurant serving hearty entrees like a cast iron-seared hanger steak, and squid ink pasta alla chitarra with zucchini, chilis, and local shrimp. That’s not to say there isn’t cheese; it’s a fine place for a snack and a glass of wine (over a dozen are offered by the pour). But likewise, don’t let the name steer you away from house cocktails like the namesake Josephine, with its balance of grapefruit juice, yellow chartreuse, and Lillet. House sodas like a passionfruit limeaid with jalapeño syrup appeal to non-drinkers in search of inspired mocktails. Picture-worthy, white-and-gold décor lends elegance to the space, whether you’re sipping in the late afternoon natural light or out on a dinner date after dark.
  • If paradise had a flavor, it would taste like Aruba. The food here borrows heavily from Spanish, Portuguese, African, Indonesian, and Dutch traditions, while restaurants range from romantic, fine-dining destinations to beachside grills serving fresh seafood and Dutch pancakes.
  • There is only one thing the Genovese enjoy more than their focaccia, and it’s their cappuccino. With coffee bars on nearly every corner, you are never far from your fix. Most locals just belly up to the bar (hence the name!) to have their quick coffee, but in order to truly savor this creamy morning concoction, take a seat at one of these lovely spots.
  • For dining experiences that range from formal resort restaurants to scruffy beach shacks dishing up conch salad and conch fritters, your Bahamas vacation will offer lots of flavor. Chefs like Jean-Georges Vongerichten and Nobu Matsuhisa have imported their brand of fine dining to the islands, but you can find simpler fare, too, in resort dining rooms and beach bars from Harbour Island to downtown Nassau.
  • Spanish wines, gin and tonics, cerveza, vermut: Everything gets the Spanish treatment, whether you’re drinking in a fine cocktail lounge or in a neighborhood bodega. Try them all—the flamenco joints with live gypsy music, the pulsating dance clubs of Madrid’s youth culture, and the elegant hotel bars.
  • Live like a local and seek out sunny moments surrounded by greenery. Pack a picnic, put on your walking shoes, and stroll these wonders like the Parque del Retiro, the Parque del Oeste, and the botanical garden.
  • Barrio Pie del Cerro, Avenida Antonio de Arévalo, Carrera 17, Cartagena de Indias, Bolívar, Colombia
    A short walk from the city sits imposing Castillo San Felipe de Barajas, covering almost the whole of San Lázaro Hill, 135 feet above sea level. The castillo bit is something of a misnomer, as the structure is not technically a castle but a fort; it happens to be one of the most impressive the Spanish ever built, resisting a number of land and sea attacks. Allegedly its tunnel system was engineered so that the slightest sound anywhere within it would reverberate a warning of approaching danger or attempted escape. Audio guides, available in English, Spanish, and other languages, recount the full story. The castle also happens to be one of the best spots in the city from which to watch the sunset.