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Surrounded by bold artwork inside and magnificent ocean views outside, guests are never quite sure where to direct their gaze when they arrive at Ellerman House. A stay here is a bit like visiting an elegant and attentive friend, starting with the complimentary airport pickup straight through all the thoughtful, personalized touches (guests might find a bottle of their favorite vodka already stocked in their room). The hotel owner is a well-known aficionado of South African art, and his private collection graces the walls of the guestrooms and public spaces. True art fans should be sure to visit the on-site gallery to view masterpieces by Louis Maqhubela, Wayne Barker, and Angus Taylor. If it’s not occupied, also sneak a peek at the breathtaking wine gallery, which features a wall made of soil from the Cape Winelands and a spiral-shaped wine rack modeled after a corkscrew.

Sitting on the edge of a cliff, this luxuriously appointed hotel makes for one of the best spots in Cape Town for a sundowner. Have a cocktail on the terrace while watching the fiery African sun meet the tumultuous Atlantic waves.

Dubai’s perpetually glittering Gold Souk has been one of this Emirate’s major attractions for many years—you’ll find dozens and dozens of shops selling gold, silver, platinum, and diamonds, plus plenty of touts hawking “geniune fake” Rolex watches, iPhones, textiles, laptops, and more. The government exercises strict controls over the quality of gold and other precious metals, so you can rest assured that what you’re buying is the real deal—though the same cannot be said for the wristful of watches you’re likely to be talked into purchasing down a back alley. The Gold Souk is a fantastic place to watch Dubai whiz by; pack your camera and plenty of memory cards for a wander through the back alleys, where you’ll encounter friendly folk eager to pose with you for a photo or two.

Tucked away on a side street between King Street and Blue Jays Way in the heart of Toronto’s entertainment district, Hotel Le Germain is a cozy escape from the bustle of the city. The lobby has a library area where guests can curl up on sofas and, in wintertime, enjoy the atmospheric crackling of the wood-burning fire. In summer, the rooftop putting green on the 11th floor is the place to relax. Following a full renovation project in early 2015, the minimalist rooms are monochrome with colorful accents, and the generously sized bathrooms have glass-walled rainfall jet showers. The hotel piles on a raft of extras, such as free Wi-Fi, newspapers, and in-room Nespresso coffee machines. There is also a complimentary breakfast that includes croissants and pastries.

Owned by Terry Kaljo—a former model and founder of the Contemporary Hotels collection of upscale rental homes and villas—the Medusa Boutique Hotel offers 18 unique accommodations in Darlinghurst, an eclectic area and the epicenter of Sydney’s gay community. The 19th-century home is filled with wacky touches, from red Alice in Wonderland–style carpeting that runs up the grand staircase to pastel-pink walls studded with maple leaves in the entryway. The midcentury-modern rooms—with their retro primary colors, geometric patterns, and vintage chaises longues—attract fashion, media, and design professionals looking to get beneath the surface of one of Sydney’s liveliest neighborhoods. But there’s still the opportunity to relax, as guests can settle in next to the fireplace in the lobby to read the newspaper, enjoy a complimentary pastry, or make new friends. Longtime staff members offer the kind of local knowledge and personal attention that keeps guests coming back.

Chef Cristian Angiolin heads up the kitchen at this Venetian lagoon institution, which is open year-round except for January and Tuesdays. The restaurant is no longer a part of the Cipriani franchise, which began in Venice and has since expanded to places like New York and Miami.

What you come here for is the restaurant’s garden, which is open from late spring to early autumn and is one of the best places in the lagoon to visit with a large group of friends and celebrate into the evening. The bartenders make the best negronis and have an extensive wine list that includes pours from most regions on the Italian peninsula. If you don’t want to be marooned on Torcello Island, come for lunch. But it’s another one of those amazing dining spots with rooms, so that if you do come for dinner and miss the last boat back to Venice, you can always check into the hotel.

If you’re looking for a pizzeria, this is the place; you will find the best pizzas in town—in a perfect location. Pizzeria Casanova was opened by Maria Paola Porru, an Italian woman living in Portugal for 30 years.

With long tables, the chances of meeting a stranger or making a new friend are quite good. There is a nice terrace outside (heated in winter and freshened in summer) just in front of the river, though the view can be blocked when a cruise ship is in town.

Inside, you can see the thin-crust pizzas coming out of the oven, and lamps above your head allow you to “call” the waiter via a switch.

By the way, if you have a desire for pizza at midnight, catch the metro to Santa Apolónia—where the kitchen is still open but you will probably find a line, even at that time.

Some friends had been hiking in Austria in May and had to cut the trip short because of an unexpected blizzard. After all day hiking in the snow and not prepared for it, we came to a hut that was open to guests run by a woman named Helga. Helga didn’t speak a word of English, but she served us some delicious Mittenwald beer, that tasted like the best in the world. So a few days later, we decided we had to go to the source of this magical elixir, the town of Mittenwald in Bavaria. We went to the brewery and met the proprietors of the restaurant associated with the brewery, Postkeller, where we thought we would have a couple of tastes. Instead, it turned into an all-day affair. We tested the many different varieties of Mittenwald, and our hosts cooked up a roast for us, and we had a great evening of laughs with them.

At the Wine Gallery, oenophiles and wine novices alike gather to sip old favorites or try new varietals. The team here crisscrossed the globe to curate an impressive menu of limited-edition wines, 25 of which are available by the glass. All are well-priced and accessible to even the most basic of tastes, but should you have trouble choosing, the friendly staff is available to make suggestions and help you discover new flavors and aromas with every sip. Once you’ve picked a wine, pair it with something from the food menu, which is built around the restaurant’s wood-fired oven. Options range from small plates like oven-roasted meatballs to charcuterie boards, crispy pizzas, and entrées like flatiron steak with hand-cut herbed frites. Swing by on a night when there’s live music, or make plans to attend one of the regular tastings to learn even more about the wines on offer.

Opulent is the word that may occur to you as you stroll into this split-level steakhouse. The art deco-inspired main dining room features oak pillars, camel-colored banquettes, and a jaw-dropping six-tiered brass and crystal chandelier. Upstairs, diners sit on a teak terrace with views of the San Diego skyline. A meal here often includes a show: Many dishes from caesar salad to Tournedos Rossini are prepared and served tableside from custom-made carts. The star of the menu is the Creekstone Farms Beef which has been dry-aged in a glass-enclosed meat locker for more than 25 days. Dry-aged duck and lamb, vegan tartares, and vegetable side dishes like leeks roasted over coals, or broccoli with salty bagna cauda round out the menu. Executive Chef Jason McCleod earned two Michelin stars working at Ria at the Elysian in Chicago. While Born & Raised is a high-end venue, the service is friendly and laid back with suit-clad servers sporting sneakers.

Wagyu katsu sando (beef cutlet sandwiches) have been around for a long time, but under the able hands of Hisato Hamada, the dish is hip and cool. The sleek, Instagram-friendly, stand-and-eat shop is in the trendy Nakameguro area along the Meguro River. Diners select a cut of marbled beef, ranging in price from 2,000 to 20,000 yen ($19–$190), which is then breaded, deep-fried, and served as a sandwich. Truffle fries and salads round out the menu. Drinks include an impressive selection of craft beers, wine, and champagne.

Upon your arrival at this 556-room resort, you might be disappointed to find a small pool instead of sandy palapas overlooking the sea. But the Renaissance makes up for its location on a busy thoroughfare in the capital city of Oranjestad with its own private island, a 40-acre oasis dotted with pink flamingos and iguanas. After an eight-minute water-taxi ride, you can choose between two distinct beaches—one adults-only, the other designated for families—plus an array of vacation-friendly amenities. A beachside bar and grill serves up burgers and wood-fired pizzas; an open-air spa offers Swedish and cold stone massages, as well as reflexology; and an extensive water-sports program includes activities like snorkeling, scuba diving, and ocean kayaking. If that’s not enough to tire you out for the evening, a steak house and casino await back at the main resort.

No, your mastery of languages hasn’t led you astray—“amigo” isn’t a French or Flemish word. Rather, when the Spanish controlled the city in the 16^th century, they misunderstood the Flemish word for “prison,” and so the city jail earned its incongruously friendly nickname. Now one of Brussels’ premier luxury hotels, under the discerning eye of hotelier Sir Rocco Forte, the landmark has finally earned its name, welcoming celebrities, captains of industry, and international dignitaries into its refined space. Designed by Forte’s sister and longtime collaborator, Olga Polizzi, the hotel blends contemporary Italian and Belgian styles—clean-lined furnishings, velvets and Belgian linens in muted tones, soaring windows framed by heavy drapes—with distinctive Flemish classics like Magritte paintings and original flagstone floors. As impressive as it all is, especially when paired with its acclaimed fine-dining restaurant and popular bar, the real star is the view, which, from most rooms, includes the city’s famous town hall.

The terraced organic garden that steps down the hillside in front of the Stanford Inn (above Mendocino Bay) provides some of the vegetables and herbs for the innovative cuisine in the hotel’s Ravens’ Restaurant. A stroll through the farm, with a visit to the donkeys and horses and llamas, helps work up an appetite for the vegetable-based whole-food meals that raise the bar on all-vegan fine dining. Innkeeper Jeff Stanford puts his ethics on the plate: Vegan for both health and philosophical reasons, Stanford collaborates with certified nutrition consultant Sid Hillman and the Ravens’ chefs to create dazzling meals, including one of the most innovative and tempting brunch menus I’ve ever encountered. The Inn, a large boutique hotel with panoramic ocean views, an organic farm, luxury amenities, and a bookstore and wine shop, gains additional points for being dog-friendly--even in a special dining area.

“Have you heard about d’Mongo’s? It is Ryan Gosling’s favorite place to visit when he comes to town!” Although I never saw Ryan Gosling, bartender Red knew immediately that I was new in Detroit and that I’d never been in before. She recommended I try the Detroit Brown, made with Michigan’s own ginger ale: Vernors. As I sipped gently from the cold glass and looked over the top of its rim at the eclectic crowd filling the speakeasy, I couldn’t help but think, “Who cares what celebrity does or doesn’t frequent this place, I’d come back here for the drinks and the crowd any day!” Cafe d’Mongo’s draws a crowd every night it is open—which is usually only on Friday, maybe Saturday—and whether the customers come because of the drinks, the music, the crowd, or because they hope to see Ryan Gosling or Mark Wahlberg, the point is they keep coming. There’s an element of secrecy that has kept even my hotel’s valet from being able to tell me how to get to the revered speakeasy, yet it’s one of the first places I heard about when I asked people on the street where I needed to go get a drink in Detroit. If you find yourself at Cafe d’Mongo’s, tell Red I say hello, and order the Detroit Brown.

Strolling down Marnixstraat you wouldn’t suspect it’s there, unless you notice a small sign near a stairwell adjacent to the Q-Park. From Nassaukade, there’s no access, but you can see the buzzing venue across Singlegracht canal: Waterkant, a tropical-themed bar and restaurant serving casual fare on the waterfront behind the twin towers of the parking garage. The brainchild of the catering team that brought popular Bukowski Bar, Café Kuijper and Maxwell to Amsterdam, Waterkant debuted to instant success in August 2014. Seemingly overnight, the trio transformed the dilapidated night shelter behind the Q-Park into a canal-side bar and restaurant perfect for a romantic date or evening out with friends. At colorful tables on an expansive terrace, you can watch boats passing by and the Nassaukade street scene over beer, snacks, lunch or dinner. Looking to Amsterdam’s colonial past, the new hotspot features a Suriname-inspired menu with specialties like peanut soup, curried duck spring rolls, fried dumplings and roti roll. If you’re starving, order the Jamaican Jerk ribs—a whopping 16 barbecued bones served with coleslaw and fries. Or blow the budget on a whole Canadian lobster for €25. Wash it all down with traditional Parbo beer or a local craft brew.