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Key West doesn’t have many swimmable beaches, but this elegant 1920 oceanfront resort sits on the largest private one in town—an 1,100-square-foot strand punctuated with tall palms. While the shoreline itself is on a rocky shelf, a long dock extends out to the shallows for laps and snorkeling. Just off the beach, two large pools are set into green lawns and lush landscaping in front of the Spanish-style main building, which is on the National Register of Historic Places. The hotel’s wooden coffered ceilings, arched entryways, red-tile roofs, and other key architectural details recall the hotel’s glamorous heyday, while the clean, refreshed rooms are entirely modern, with sleek wood-framed beds, white linens and curtains, and ocean views. Children under 16 stay for free and babysitting is available for adults who want to take a break at the Spa al Mare, which has an open-air cabana right on the sand for al fresco massages and treatments.

The Pestana Hotel Group has a knack for turning historical properties into luxe hotels; the Pousada de Lisboa is no exception. Situated on Lisbon’s grandest square, the Praça do Comércio, the 90-room property inhabits the elegant former home of the Ministry of Internal Administration. Furnishings combine clean, modern lines with ornate wall moulding and a neutral color scheme dominated by pale greens and whites. Choose one of the mezzanine rooms for views of São Jorge Castle; the high-ceilinged Suite Praça do Comércio offers sweeping vistas of the square and River Tagus from two large windows. The hotel’s RIB Beef & Wine restaurant caters to the expense account crowd, specializing in premium cuts of meat aged for 14, 28, or 60 days and served with a regional touch: Lodosa piquillo peppers. There’s also an indoor pool lined with loungers, and a spa offering a full range of treatments, including a body scrub inspired by the scents of Madeira and the Algarve.

A former 18th-century bishop’s palace in Korčula Old Town, this Relais & Châteaux property has been meticulously restored into an all-suite luxury hotel. Each of the five rooms is decorated along a different theme inspired by the Silk Road and the explorer Marco Polo, who is rumored to have been born on Korčula. The two-bedroom China Suite features low-slung furniture, red pillows, and a scene-stealer of a terrace with views across the town and coastline, while the one-bedroom Arabia Suite includes an all-white color scheme and intricately carved wood screens.

The hotel’s LD Spa specializes in Thai and Ayurvedic treatments, and the restaurant serves fresh, local seafood on a long terrace above the Old Town wall. The restaurant also produces three different olive oils from the groves around Korčula, and works with local partners to serve wines made from indigenous grapes like grk and pošip.

The newly refurbished Sheraton Kona Keauhou Bay Resort is stylish, with a large pool and water slide. But it was the history and the view from the hotel (located off the famous Ali’i Drive) that won me over. The hotel gives you an excellent vantage point to the bay around which King Kamehameha III was born (stillborn, as legend has it). He grew up to become Hawai’i’s powerful and benevolent ruler, and sought to unite the people. He called The Big Island his home and is beloved by many. The hotel offers several notable cultural markers, including two heiau (Hawaiian temple) replicas.

There are many things to love about staying at La Tangerina, but the panoramic views from the roof terrace are at the top of my list. In this photo, the Strait of Gibraltar is visible under a cloudy sky. Standing at this viewpoint, if you turn a little to the right, you’ll see the busy Port of Tangier and endless beaches. Turn a bit further to the right, and you’ll enjoy a spectacular multilayer vista, with the White City’s historic Kasbah in the forefront, followed by an array of more modern buildings, with the Rif Mountains as a distant backdrop. The hotel is perfectly located at the highest point on the Kasbah and has been beautifully restored and decorated. We enjoyed large breakfasts and a quiet retreat from the hustle and bustle of the medina.

As rivalries go, this one is up there with Coke vs. Pepsi. Which of these two cultural institutions’ pastry chefs make the best version of Vienna’s famous Sacher torte? The Hotel Sacher is a historic property and, by legal right, has been recognized as the original home of the classic dessert. But a few blocks away on posh Kohlmarkt street, just steps from the Hofburg Palace, the pastry shop Demel proudly still carries the official title of royal confectioner. Both houses ship this spongy chocolate cake, covered with chocolate icing and layered with apricot jam, all over the world. But nothing beats tasting the sweet treat right there in old Vienna.

This unassuming two-story plaza has become a popular Friday- and Saturday-night hangout for 20- and 30-something locals. In addition to its shops, Plaza Paseo Cobá is home to several restaurants and bars with a trendy, bohemian vibe that’s far removed from the beach area’s bump and grind. Feast on artisanal Italian at indoor-outdoor Casa Sofia, or dance to live music at the Public Place.

Situated on a farm a 50-minute drive northwest of Hobart, Two Metre Tall’s brewery is worth the detour. On Fridays and Sundays, the outdoor bar serves experimental beers and ciders made with local apples, hops, and other ingredients. Don’t miss the beer-fed local beef, which visitors can barbecue on-site.

Stroll inside the Errol Flynn Marina, located right in Port Antonio town, for a waterfront respite along manicured lawns and sailboats. Enjoy an afternoon “I-Scream” cone from the on-site Devon House, a household name in Jamaica. There are public benches by the water, as well as bars and restaurants. If you can, stay long enough to enjoy the sunset.

Considered by some as a Milan institution, Cantine Isole is a small wine bar/enoteca with a lot of history and great atmosphere. It’s located in the Chinatown neighborhood, near Garibaldi station and the Isola neighborhood. Expect a lot of character.

Vi Ai Pi is a mix of everything really. Located right on the Legian party strip, it boasts a nightclub, underground bar, restaurant and live music venue. Most people I know skip the rest and head straight for the party and cocktails, but that might just be the people I know...

This Altstadt institution known for its specialty coffee beans, teas and spices also sells a small, but excellent selection of specialty Swiss chocolate bars, including Akesson’s and Idillio Origins, and delicious chocolate oddities like dark-chocolate covered Criollo beans and ginger sticks.

Zurich West’s answer to Bahnhofstrasse is lined with boutiques of its own, the most popular of which are Einzigart for design-minded goods like Kristian Vedel’s handcrafted birds and Little Black Dress for chic, edgy takes on the style classic. The restaurant Josef has long served as the neighborhood’s unofficial canteen with its imaginative tapas-sized dishes and buzzing bar scene. Photo © Gian Marco Castelberg/The Brander

Schuhbecks Schokolade is on top of its chocolate game. Choose from an assortment of decadent truffles, confections, and bars in a variety of flavors. Everything is made using the best Swiss chocolate. You can customize your own chocolate gift packages, but don’t forget to treat yourself, too—you wouldn’t want that thoughtful gift to disappear before you get home.

This brick-vaulted restaurant and bar is a great venue for jazz fans and the line-up of live acts on Thursday and Fridays nights includes well-known Italian musicians. You can eat a full meal here (try the Risotto Caruso with clams, shrimp and prosecco) or just order a snack and there’s a decent selection of wines.