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The oldest bar on the island, Flor de Oriente was established in 1935 and remains a favorite for both island natives and repeat visitors. It’s a great spot to grab a happy hour drink away from the crowds at the beach, as well as a bite to eat, like locally caught fish, burgers, and bitterballen (a deep-fried Dutch meatball and the perfect accompaniment to the lengthy beer list). There’s usually live music on the outdoor patio, too, from jazz to oldies to the ever-popular house band Flor de Oriente Social Club, which plays merengue and salsa every Friday.

One of the world’s best beaches according to UNESCO, this beautiful palm-lined stretch of golden sand 40 minutes north of Punta Cana is known for its top-rated surf school and its oceanfront restaurants that serve delicious, Dominican-style fish plates. Catch some waves at one end of the beach, then swim in the calm water at the other, where fishing boats loaded with red snapper and lobster pull ashore. Mid-beach, you’ll find food and drink stands alongside activity concessions, from buggy rides in the dunes to stand-up paddleboarding, horseback riding, and surf lessons.

Whether you come for a drink, an appetizer, or a full meal at Flow Wine Bar and Kitchen in downtown Kingstown, you won’t be disappointed. The atmosphere is cool, with flickering candles and soft music, and the kitchen serves a wide range of small plates, entrees, flatbreads, sandwiches, and pastas, all perfect for pairing with the extensive wine selection. When you’re finished here, try sister spots Flowt Beach Bar at the Blue Lagoon Hotel & Marina (for cocktails and grilled fare), or Bungalow on the Villa Beach boardwalk (for pizza).

Day-trippers in search of awesome views, cool drinks, and light bites score at this oasis in the middle of Arikok National Park. The menu is simple and heavy on island favorites, from fried whole fish to seafood served with plantains, salad, and pan bait (a pancake-like bread). There are also hamburgers and cold sandwiches, along with frozen cocktails and local beer. Still, it’s the views that really stun. From its perch between Boca Prins Bay and the Fontein Cave, the restaurant has sweeping vistas of desert, hills, and sea.

One of Anguilla’s top three beaches, Meads Bay is home to a handful of the best boutique hotels as well as beloved beach restaurants like the Four Seasons, Jacala, and Straw Hat. It rarely feels crowded, and the stunning, near-mile-long white stretch is ultrawide and spacious. Facing turquoise-clear Anguilla waters and a partly rocky landscape on its edges, it’s a favorite for long quiet walks, swimming, and snorkeling, or as a place to enjoy a meal and a drink until the sun sets directly over the sea. Waves can get high in the summer; exercise caution.

The Madinat Jumeirah hotel’s Pierchic restaurant sits at the end of a private pier, facing the famous sail-shaped Burj Al Arab hotel. Redesigned in 2014 with a stunning Swarovski-crystal chandelier over the bar, Pierchic is one of the city’s most romantic dining rooms. For intimate drinks, get a table in the separate bar “pod” over the water. The menu focuses on seafood and manages to be elegant without being fussy. The setting alone makes it worth the trip (and the price) If you want to have dinner, make sure to book well in advance..

This favorite spot turned what used to be a dismal block on Avenue du Parc into a happening strip, inspiring a wave of restaurants and businesses to open around it. The bar’s stylish interiors are characterized by narrow, long tables for intimate group gatherings around drinks and one of their delicious roast chickens, served without pomp or circumstance on a wooden board. The constantly evolving wine list is superb and varied in terms of pricing, and their cocktails are straightforward but scrumptious. This is a popular after-work and weekend spot, so expect to wait a bit for a table.

Hotel Atarazana is a simple, airy, and clean hotel a stone’s throw from Plaza España at the north-east of Santo Domingo’s Zona Colonial. There is a cute walled courtyard where you take breakfast, and an open rooftop (with some shade) for sunbathing, reading, and rum; drinking water is included; and the staff are friendly and some speak English. All the Zona Colonial’s sights are within easy walking distance; the pedestrianized El Conde is a ten minute saunter south. (Note: The hotel is so close to the bars / clubs off Plaza España that it can get noisy at night.)

Just next door to crowded Doctor’s Cave Beach in Montego Bay is a quiet and spacious stretch known as Cornwall Beach. You won’t see more than a couple of people at a time here during the week. Late afternoons and weekends attract a few locals who come to relax and enjoy the restaurant and bar. A small entry fee—under US$5—covers the on-site facilities, including lounge chairs and snorkel gear. Cornwall Beach occasionally hosts a sunset beach party on Sunday afternoons with a “bottomless” Appleton mug option (that is, all-you-can-drink rum).

If the movies are to be believed, interesting things happen in hotel bars: transient strangers hatch elaborate schemes, secret lovers hold trysts, international spies exchange intelligence, that kind of stuff. Of course, one could also just go for a well-made drink and some bar nuts. Bar 555 at the Westin Hotel in Mt. Laurel won’t disappoint with its numerous whiskeys and smartly curated wine list. Open until 2 a.m. on weekends.

At this speakeasy-inspired cocktail bar near Chiesa Nuova, hipster bartenders pour and shake American classics like Manhattans, Sazeracs and Old-Fashioneds in a smoky lounge. To gain admittance, make a booking and come armed with the secret password, a clue to which can be found on the venue’s website. Once you enter, you’ll be shown to a table or barstool, handed a menu, and asked to fill out a membership card. Service can be slow and snarky, but drinks are worth the wait. Cash only.

Enter this restaurant and you will still be walking on Calçada Portuguesa (traditional Portuguese paving).

You will feel like home in this typical and familiar Portuguese restaurant, offering good food and a good place to dine with friends, before you head to Bairro Alto for a drink. If you don’t like to wait for a table, try to arrive a bit before 8pm.

My suggestion is Gambas à Guillo (garlic prawns) as an appetizer and tuna as the main dish.

This is the place to visit if you are looking for a multicultural neighborhood that is getting better and safer every day that passes. Near Mouraria, once a degraded neighborhood, you will find Martim Moniz’s Square—full of life, with many kiosks with esplanades, serving food and drinks from all over the world. Weekends feature the Fusion Market, with DJs, concerts, workshops, and debates. Even the city’s mayor changed his office to this area, to show that is a good neighborhood. From the square, you can see São Jorge’s Castle, up there on the hill, protecting us from evildoers.

Le Roeulx has been one of the main residences of the Princes of Croÿ since 1429. It is one of the most imposing classical castle in the country. Its history overshadows that of all but the most prestigious residences in the Low Countries. It opens one day a year for an international hot air balloon tournament. Now if it rains on that day there will be no tournament and no rescheduling. We found that out last year but there will still be lots of food and drinks.

Take a break from shopping along Istiklal Street at Hala, which specializes in authentic home-cooked Anatolian cuisine. You know you’ve found it when you see women with white headscarfs kneading dough in the front window. They’re preparing and cooking Turkish savory pancakes called gözleme. Hala is a great place to try gözleme along with other traditional staples like Ali Nazik kebabs and manti (meat dumplings served with yogurt and oil, caramelized with tomato paste, and seasoned with mint and red pepper). Wash it all down with a glass of Ayran, a salty yogurt drink adored by many Turks.