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The Rome Cavalieri, like the Hassler and St. Regis, is synonymous with five-star luxury in Rome. The hotel, opened in the 1960s, channels a Versailles-meets–Dolce Vita vibe, and given its unbridled opulence, it’s a top destination for honeymooners and jet-setters seeking the ultimate comforts. Its location atop Montemario, a hillside residential district north of the Vatican, offers spectacular views of the city from various terraced levels and many of the rooms. The very location, affording such panoramas, is also a drawback for travelers wishing to be in the thick of it all, so the Rome Cavalieri is best suited to those who relish spending significant time in the hotel rather than out on the town.

There are plenty of appealing amenities for guests who choose to stick around the property. The outdoor pools, the finest in Rome, are set amid lush gardens. The pool area doubles as a sort of private club for local elite and is ripe for Italian athlete and celebrity sightings. Back inside, the lobby and rooms are sumptuously furnished and feature antiques and original works of art.

For much of its history, the western edges of Manhattan neighborhoods like the West Village and Chelsea consisted of small manufacturing buildings and warehouses that served the piers on the Hudson River. Over time, those factories were replaced with residential developments, and shipping largely moved out to Brooklyn and New Jersey. What remained, however, was an abandoned light-rail line, located above street level. After 10 years of lobbying the city, state, and federal governments, the first section of the High Line park opened in 2009. It now extends for 1.45 miles, from Gansevoort Street in the south to 34th Street at its other end. An innovative design by James Corner Field Operations uses native species to preserve some of the feeling the old rail line had when it was overgrown with weeds. It has quickly become one of New York’s most popular attractions, both with residents and visitors who stroll the length of it, as well as a model for other cities attempting to find new uses for old infrastructure.

You can’t visit Florence without indulging in ice cream once at the very least, but it’s not so easy to find the real deal. Carapina, gelateria of choice for cognoscenti (but often overlooked by tourists), is located a stone’s throw from the Ponte Vecchio, brain child of Simone Bonin who is widely acknowledged to be one of the best ice cream makers in Italy. Sixteen flavors are available at any one time and produced in small batches each day from top-notch local, strictly seasonal ingredients. Classics include pistachio, ‘real’ yoghurt and the bitterest of bitter chocolate but there are more unusual flavors too like the sweet/salty gorgonzola, Parmigiano reggiano or creamy mozzarella di bufala.

The best thing about the Manchester Bar’s two locations in the Gothic Quarter, and Raval (Valldonzella 40) is the selection of music by greats like Bowie, Radiohead, The Arctic Monkeys and The Talking Heads. The drinks are reasonably priced and the mojitos are great. Opening hours are from 7pm to 3am daily. For a less crowded atmosphere, regulars recommend sitting down for a drink earlier in the evening when you have a moderate chance of scoring a spot on a chair or a sofa.

Ralph Brennan’s Red Fish Grill pairs eclectic, of-the-sea décor with some of the best seafood in town. Don’t miss the BBQ oysters with Crystal Hot Sauce and blue cheese dressing. Next door, Bourbon House is known for its towering plateaux de fruits de mer, which comes with oysters with caviar, boiled Gulf shrimp, mussels, crab fingers, and seafood salad, and its impressive bourbon selection. Donald Link’s latest endeavor, Peche, is to seafood what Cochon is to pork. On Magazine Street, Casamento’s is an institution for its oyster loaf and fried seafood platters, plus it’s fun to watch the hulking shuckers tackle piles of just-off-the-boat bivalves.

Kaplash is located on the curve of Road 115 as you head toward the town of Rincon. The little unassuming orange and blue building boasts a beautiful view of the ocean and—in the opinion of myself and others—the best empanadillas on the whole island. Kaplash was featured in an island-wide food photography book by a local writer who ventured to all the great known local spots. That’s how I decided to try them, and I wasn’t disappointed. They are now the only place I stop for empanadillas (turnovers) and the only place I take family and visiting friends. Try all of them—they specialize in seafood—but I can’t get enough of the pizza one.

Looking for some down-home comfort food with an upscale twist? Head to Yardbird Southern Table & Bar, named one of Bon Appétit’s 50 Best New Restaurants and whose fried chicken was declared the best in the South by Southern Living magazine. From start to finish, and despite the hefty servings, each course leaves you wanting just a taste more as they remove your plates. Fried green tomato BLT with tomato jam and house-made pimento cheese, Mama’s Chicken Biscuits with pepper jelly, and a heavenly pasta dish served with duck meatballs are a few of the highlights. Add to it the fun, lively vibe and it’s easy to see how this could quickly become a regular dining spot if you lived in South Beach.

A short walk from Oliwa Cathedral lies the veritable pierogi paradise Mandu. Pierogi are a sacred part of Polish cuisine—a simple dish that everyone remembers from childhood, usually with a hint of nostalgia—and Mandu respects that tradition while also devising new, creative variations. In addition to classics like minced beef with onion and bacon, Mandu serves international versions such as spicy, deep-fried Korean dumplings with pork, tofu, kimchi, ginger, and leeks. Everything here is made fresh to order, meaning you might have to wait during busy times. Instead of getting impatient, use the few extra minutes to watch the skilled cooks work in the open kitchen.

The head winemaker at Eikendal in Stellenbosch, Nico Grobler has been producing award-winning wines for more than nine years. An innovator in the Western Cape wine industry, he makes mostly single varietal wines like chardonnay, using an “old world” approach that focuses on terroir to produce the fruitiest vines possible.

The whole family is welcome at Eikendal. While adults enjoy a pizza and wine pairing, children can partake in a juice tasting of their own. On a nice day, visitors can also take a 1.5-mile self-guided walk around the vineyards to learn more about the winemaking process and the farm itself.

If you were to picture the perfect Caribbean beach, it would probably look something like Salt Whistle Bay on Mayreau. Here, clear, turquoise waters lap at 2.5 miles of sparkling white sand, while palm trees, seagrape plants, and flowering bushes provide shady spots for lounging. At one end, you can walk the few yards of land that separate the Caribbean and Atlantic sides of the island. The only catch is that you’ll need a boat to reach the beach, so rent your own or book a day sail to Mayreau.

If you’re looking for a break from the beach and the noise, head to Konoko Falls Park (formerly known as Coyaba River Garden) for a quiet picnic, swim, and nature walk through beautifully manicured gardens. The Mahoe tiered waterfalls—a smaller, just-as-picturesque version of Dunn’s River Falls but rarely crowded—cascade through the park, and an on-site museum showcases the history of Jamaica’s first inhabitants, the Taino. The park offers gorgeous views of Ocho Rios’s bay below. Climbing and swimming in the falls, at your own pace, is great fun.

After helming two restaurants in Los Angeles, native Santa Fe chef John Sedlar returns to his grandmother’s New Mexican cuisine at Eloisa. The whitewashed, minimal, brick-exposed space serves as a temple for savory empanaditas, sopes, tamales, posole, tortillas made with fresh masa, and creative jicama and guacamole tacos with flower petals. To sip, tequila and mezcal cocktails are crafted by Dede Roybal, a bartending genius. You won’t be disappointed. All dishes are expertly and artistically plated. Afterward, stretch your legs walking around downtown Santa Fe—Eloisa’s locale couldn’t be any more convenient.

The cute pun of the name (“chouchou” means “favorite” in French) will give you an idea on the appealing collection within this Rue Sherbrooke shoe store. They carry some standard brands, like Stuart Weitzman, but also a bunch of unusual ones that it’s nearly impossible to find in Montreal, such as Ash, Neosens and Barbara Milano. They specialize in Italian designers, and feature a wide range of shoe, from the most vertiginous stilettos to totally wearable – yet chic – walking shoes. The prices are reasonable to boot, which is always a nice surprise in this neighborhood.

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.)

Hop on the commuter train at Lido Station (next to the Piramide Metro stop) and make the 25-minute trip to Ostia Antica, Rome’s ancient port town and administrative center. The teeming city of up to 100,000 residents is relatively well preserved and allows visitors a peek into the daily life of ancient Romans. Walk the basalt streets, visit the Forum, descend into Mithraic sanctuaries, and peruse the market stalls, which were in use until around the 5th century C.E.