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As wine booms in Chile, Barrica 94 is the newest addition to the city’s wine bars. Located in the tourist-friendly Patio Bellavista in Bohemiam Bellavista, Barrica 94 is all about La Vid. Interior murals were designed by local painter and designer Tomás Ives and are contrasted by plush leather benches, and a wine list that will make grape lovers sing with delight. What to do here? Taste, taste, taste. The knowledgeable staff can help you and while wine is the star of the show, you can order some nibbles to complement them.

Opened in 2013 in a building that previously housed the University of Rome’s architecture department, JK Place is one of the newer additions to Rome’s growing number of high-end luxury boutique hotels. It is located near the intersection of Via Del Corso and Via dei Condotti, Rome’s most chaotic shopping nexus, but it is just far enough away from the action to maintain an air of seclusion, a rarity for the zone.

Behind the hotel’s unassuming doorway, classrooms and offices have been transformed into an effortlessly cool retreat. Like its siblings in Florence and Capri, the JK Place Rome is eclectically decorated and packed with artwork. Rooms feature canopied beds, sculptures, and sleek bathrooms decked out in Italian marble. The JK Café Bistro and bar attract well-heeled locals, giving the hotel a more down-to-earth vibe than its boutique neighbors, without sacrificing its unquestionable elegance.

The old shipyard at the island of Brännö, 20 minutes by boat from Saltholmen, is a good summer hangout. The shipyard itself has been around since 1949, but in recent years has started arranging concerts and has opened a laid-back restaurant/bar for when the yard itself is emptied of boats during summer. Local bands play while summer visitors and year-round inhabitants gather to enjoy the music in the open-air setting. The Brännö Varv also has B&B facilities if you don’t feel like leaving. And there is a real chance you won’t!

Tucked into the Denny Regrade, this sleek new spot contains multitudes: a deli, butcher shop, crudo bar, and steakhouse devoted to Wagyu beef. Lock down your table early to descend the leather staircase—coiling around a 4,000-pound chandelier—into a luxurious, industrial-chic den, dreamt up in part by Kurt Dammeier of Beecher’s Handmade Cheese fame. Here Mishima Reserve meats take center stage: blending the signature marbled beef of Japanese Black Wagyu bulls with juicy, flavorful American Black Angus cows. But spare some love for the unusual appetizers and sides, which range from roasted bone marrow on an English muffin to smoky grits with mushrooms and red Fresno chili pepper.

This Georgetown hot spot offers diners an unexpected array of international dishes and a surprise art gallery between its cocktail bar and grill. A vast funky mural spices up an exposed cinder-block wall, and a skylight floods the furnishings’ bold pops of orange, scarlet, and turquoise. The menu celebrates the eatery’s wood-fired oven, showing off dips and flatbreads from all over the globe. Chimichurri rubs shoulders with mojo verde, burnt honey, and smoked yogurt, while small plates range from falafel to pomegranate-honey chicken wings. Don’t miss this terrific collaboration between James Beard Award–winning chef Matt Dillon (Sitka & Spruce, the London Plane) and Marcus Lalario (Li’l Woody’s, Fat’s Chicken and Waffles).

The north coast is home to a handful of beaches that are accessible for a fee and attract cruise ship day-trippers. One of these is the laidback Reggae Beach (US$6 pp.)–a spacious blond stretch that’s worth the short taxi ride. There are restroom facilities, along with a lively bar and grill. While it’s popular, it doesn’t feel cramped and makes for a fun day at the beach. (Image courtesy of Dub Dem Sound System)

You’ll find people queuing outside the doors in Gastown throughout the week to take advantage of L’Abattoir’s excellent bar-only Happy Hour from 5.30-6.30pm which offers half-priced appetizers from their award-winning menu, daily red and white wines for $6, beer for $5, and cocktail specials for $7. Away from the Happy Hour the bar program at L’Abattoir is one of the best in the city with an exceptional bar team shaking (and stirring) up classics and their own creations. My tip? Start the night with a light, bright Gastown Swizzle and end it with a deliciously boozy Donald Draper.

New to Yaletown, I adore this hidden speakeasy of a bar that has no sign and is tucked away down two flights of stairs on Hamilton Street in the corridor next to the barbers. Once you’ve managed to track it down, you’re in for a treat, there’s an open mic night on Tuesday, Rebel Bingo on Wednesday, and the London Calling cabaret perform twice a month on Thursdays. If you’re boozing on a budget there are daily drinks deals from Tuesday till Friday, but if money is no object, maybe try their bottle service or ‘Champagne Parade’. I recommend their Gincident, a herbaceous-citrus cocktail with gin, chartreuse and basil.

Adjacent to the restaurant is a cheery boutique filled with gourmet products from all over Tuscany. Thanks to the restaurant’s long-standing relationships with many of the region’s top purveyors, you’ll find high-quality olive oil (tastings can also be arranged), cheeses, cured meat, preserves, breads, and more. Not all of it will make it through customs, but you can savor any perishables on a picnic to the Tuscan countryside.

It may be only 22 miles west of San Juan, but Dorado Beach, a Ritz-Carlton Reserve feels a world away. The resort has a spectacular location on a three-mile stretch of beach on Puerto Rico’s north shore, where Clara Livingston once ran a sugar plantation—and Amelia Earhart visited before departing for her fateful world tour. In 1958, Livingston sold the property to Laurance S. Rockefeller, who turned it into the first of his legendary Rock Resorts. Known for his green streak, he designed the hotel to respect the local beauty, mandating that buildings could not be taller than the surrounding palm trees.

The Ritz-Carlton—which reopened in October 2018 after a meticulous restoration following Hurricane Maria—pays homage to that original vision. Here, every room is beachfront, with floor-to-ceiling sliding doors that disappear into ocean views, plus deep soaking tubs, outdoor showers shaded by gardens, and either spacious balconies or private plunge pools. As part of the property’s renovation, rooms were refreshed with a color palette that amplifies the natural beauty just beyond the doors. Additionally, the grounds showcase 3,000 new plant species, the spa is offering new locally inspired treatments and cuisine, Encanto Beach Club Bar & Grill features a refreshed dinner menu, and the Positivo Sandbar debuted an omakase and ceviche bar directly on the sand. There’s even an entirely reimagined signature restaurant, Coa, which serves farm-to-table fare cooked on the grill. Still standing strong on the verdant, 1,400-acre grounds are the five 18-hole championship golf courses. The biggest challenge is pulling yourself away from the luxury of the resort to tee up a shot.

Very few of the newer bars in San Sebastián hit the mark on ambience, food, drinks and service. Sirimiri, in the heart of the old part, does it all. The wooden beams make the narrow bar feel cozy, and the attentive young waitstaff draws a crowd, creating one of the Old Town’s buzziest atmospheres. The big draw is the cocktail list, which is ever-evolving and features about 50% vermouth-based cocktails. Not feeling a cocktail? Try a sweet, red vermouth on the rocks...it will take you an entire vacation to work your way through the list. The bar food is pintxo fusion at its best, from squid croquetas to pork buns.

Pizza is always a good idea. And pizza fresh from a wood-fired oven served at a table as close to the sea without actually being in the water is an even better idea. Downstairs at the Hotel Covo dei Saraceni, this casual brasserie serves inexpensive pizzas for lunch and dinner. The chewy Neapolitan-style crust is slathered with San Marzano–tomato sauce and fresh, creamy mozzarella, decorated with a basil leaf or two. The simplicity is delicious. You can also order your pies for takeout.

There is something truly distinctive yet quirky about staying in a former fine department store. Situated in a plum spot on West Broad Street, a convenient 30-minute ride from the Richmond airport, is the Quirk hotel, which is part of the Destinations Hotel Group. This is the labor of love of owners Katie and Ted Ukrop, who spent more than 10 years transforming a 100-year-old department store into a 75-room hotel with a rip-roaring rooftop bar scene, arguably the finest in the city. You’ll sleep on cushy beds made with joists salvaged from the former store, and bathe in the Barbie-like aura of the “love and happiness” rooms (incidentally, Sherwin Williams has a paint swatch by that same name). Rooms have lovely details like scallop-patterned nightstands, Tivoli radios, generously sized bay windows, and well-worn floors that look vintage. You can slake your caffeine addiction at the chic coffee bar in the lobby, or do a bit of retail therapy in the “Gallery” boutique off the lobby. It sells branded pink-and-white plaid pajamas and items like custom Na Nin hand-poured double-wick candles, crafted by Richmond resident Kate Jennings. The coffee for sale comes in brightly patterned signature rose tins that won a packaging award. “There’s no decade or theme to this gallery,” one employee assured me, but the vibe is decidedly mod-chic and whimsical, befitting the hotel’s name. The communal-style restaurant, Maple & Pine, is situated right in the middle of the lobby and is truly convivial. The culinary program is headed by chef David Dunlap, who was formerly with the Ashby Inn. Room rates from $225.

There’s no better place than Vancouver to try a Vancouver cocktail, it’s the perfect pre-dinner sharpener, although it works rather well as an after-dinner treat too. It’s said to have been created at the Sylvia Hotel down on English Bay in the 1950s and its fans included Errol Flynn. It’s a riff on the Martinez, made of gin, Benedictine, sweet Vermouth and orange bitters. Although the Sylvia is, of course, the most authentic place to try it, I have to recommend you make for the all-weather patio at Cin Cin to sip bartender David Wolowidnyk’s version which is smooth, delicious, and really far too good to just have one...

No hotel in Jamaica blends better with its surroundings than the aptly named Rockhouse, a string of villas clinging to the top of a sea cliff at the western tip of the island. Local stone, timber, and thatch are the building materials, and a harmony of design and setting is the result. The feel is rustic, but not rough (the showers might be outdoors, but the rooms are air-conditioned), and the feeling carries over to the pool, which sits on a rock platform halfway down the cliff face, from where sunbathers can don snorkel and mask and clamber down into a usually calm Caribbean. Even the restaurant hangs over the water, adding emphasis to the promise of dishes being fresh from the sea.

As does practically every hotel in Jamaica, Rockhouse has its celebrity stories, going back to the early ‘70s when Bob Marley, Bob Dylan, and the Rolling Stones added their names to the guest register. But it wasn’t until 1994, when a group of Australian owners took over, that Rockhouse began to evolve its reputation as one of the most Jamaican of Jamaican hotels. It happened in part because Rockhouse has none of the formality that some of the island’s best-known hotels, with their British colonial roots, still possess. And in part because of its active role in funding local education projects, it’s a valued, and popular, part of the community. That, and the restaurant’s homemade jerk sausage is legendary.