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The cornerstone of the Kensington Street Precinct, at the heart of the funky Chippendale neighborhood, the Old Clare is the storied pub she used to be and so much more. Tonkin Zulaikha Greer Architects built a glass-and-steel walkway between the former Clare Hotel and the neighboring Carlton United Brewery building, both dating to the early 20th century, to create a 62-room boutique hotel that simultaneously feels historic and edgy. Original wood panels and brick walls blend seamlessly into spotted gum floors and nude-colored walls, exemplifying the creative reuse that pervades the Chippendale suburb, an inner-city district of galleries and cafés situated at the crossroads of Glebe, Redfern, Surry Hills, Chinatown, and the Central Business District. The design echoes other landmark Sydney restorations by Tonkin Zulaikha Greer such as the Paddington Reservoir Gardens and Carriageworks, an arts complex located just down the road. The Old Clare also brings two more standout restaurants to Chippendale, including the first Australian venture by Michelin-starred British chef Jason Atherton. Whether guests soak in the egg-shaped tub in their loft room, take a sunrise yoga class on the rooftop pool deck, or sip a “Ginny Hendricks,” a watermelon-dill concoction with bitters and Hendrick’s gin, at the midcentury-modern bar, they’ll have a story to tell. The Old Clare is a tale that keeps getting better.

Built in the 1920s by a Croatian businessman, Palacio Astoreca underwent two years of refurbishment and restoration before opening its doors as a boutique hotel in 2012. The work was carried out to a meticulous degree, maintaining the original parquet floors, and adding splashes of color with art deco furniture and modern art, including one piece by Switzerland’s Frédéric Clot. The stucco-and-brick mansion rises up from the streets of Chile’s port city, Valparaíso, like a piece of red-and-white confectionary.

A statement staircase winds up to the 23 rooms, some of which have stand-alone bathtubs. And the basement level is home to a small spa with an open-air, wood-fueled hot tub set alongside a living wall. The reception level and entrance hall open out onto a terrace where lunch, tea, and cocktails are served, allowing guests prime views over the hilly city and Pacific Ocean. There are quiet corners for those seeking a solitary moment, including a library and a piano bar, which comes to life in the evenings with live music.

“Dude” is a word that’s used a lot around Rancho Pescadero, a small hotel in the surfing town of Todos Santos, located in the Mexican state of Baja California. The rooms here, however, don’t reflect the dude aesthetic, which is to say they are clean and classy. Spacious suites offer comfortable spots to relax, with most having retractable glass doors that eliminate barriers between indoors and outdoors and open up onto terraces that have hammocks or lounge beds. Terra-cotta tile floors, rattan and wood furniture, and locally made accents—such as hand-embroidered throw pillows—are some of the decor elements found in rooms. Surfers won’t feel totally out of their element, though; world-famous breaks are less than 10 minutes away and staff can give pointers on the best spots to hang ten. Apart from surfing, the hotel encourages guests to spend a lot of time relaxing and immersing themselves in the laid-back Baja lifestyle.

Built in the Roaring Twenties, the Royal Hawaiian ushered in the glam age of Waikiki Beach. The so-called Pink Palace, a Spanish Moorish–style confection set on bright-green lawns was, at the time, the priciest hotel project in the Pacific and a fast favorite of Hollywood royalty and East Coast blue bloods (who, in those early years, arrived by steamship, along with their piles of trunks and chauffeured cars). For those first few decades, anyone who was anyone, it seemed, stayed at the Royal Hawaiian; on any given day, you might see the likes of Spencer Tracy autographing a coconut or Joe DiMaggio surfing off the hotel’s beach. Once other luxury hotels sprouted up on Oahu, the Royal Hawaiian’s star faded some, but after a massive renovation in 2008, it became a member of Starwood’s Luxury Hotel Collection and, once again, one of the top spots on the island. The makeover managed to keep those graceful old bones and art deco flourishes (miles of tile, sweeping arches), while giving the whole place a long overdue upgrade. Genteel surroundings aside, the hotel is as lively as ever. But at night, when the oceanfront Mai Tar bar is rocking, guests can still scope out quiet corners. Retreat to the gracious portico lined with rocking chairs or the garden pathways dreamily lit by torches, and you’ll discover that the romance of old Waikiki lives on.

With its historic pueblo-inspired architecture and Spanish Revival style, this landmark Santa Fe hotel looks like it dates back much earlier than 1922, when it was designed by two of the area’s top architects: Mary Elizabeth Jane Coulter and John Gaw Meem. And, in fact, despite the imposing building’s relative youth, the legacy of La Fonda dates back to the 1600s. An inn or hotel has stood on this site since the city’s founding at the end of the Santa Fe Trail.

Now, as one of the city’s most iconic luxury hotels, it presides over the historic Plaza and boasts some of the best views of the city and surrounding mountains and desert. Thanks to a complete (and completely faithful) renovation in 2013, rooms are now bright and airy, outfitted with handcrafted furnishings, local artwork and textiles, energy-efficient casement windows, and all the luxuries expected of a modern grande dame. The fine-dining courtyard restaurant is one of the most romantic dining destinations in town—trumped only by the rooftop Bell Tower Bar, whose sunset views and margarita menu draw locals and in-the-know visitors alike. Throw in a heated outdoor pool (open year-round, a rarity in Santa Fe) and a decadent spa, and it’s no wonder that La Fonda has maintained its reputation for superlative hospitality for so long.

Surrounded by swaying palms, tropical flowers, pink sand, and sapphire waters, the 100-acre Fairmont Southampton is Bermuda’s ultimate luxury destination. The 593 rooms and suites are among the largest on the island, and feature marble baths stocked with Le Labo products and private balconies that look out onto the Atlantic Ocean, Great Sound Harbour, or the lush landscaping of the on-site Turtle Hill Golf Club. A pool, beach club, dive center, kid’s camp, and tennis courts—plus that 18-hole championship course—offer plenty to keep guests busy. If you prefer to kick back, opt for a lavender-oil massage at Willow Stream Spa, a sprawling space complete with a well-stocked health club, sauna, and steam rooms, or grab a sundowner at one of the resort’s 10 restaurants, bars, and lounges.

The centerpiece of a vast resort, golf club, and residential community complex, Rosewood Bermuda sits on 240 acres of waterfront land overlooking Castle Harbour, Harrington Sound, and the Atlantic Ocean. The recently refurbished resort is anchored by the Manor House, where 88 guest rooms blend classic cottage-style architecture and modern interiors that continue to set the standard for today’s luxury seekers: think canopy and four-poster beds, plantation shutters, and colonial-era antiques, all set against a cool white backdrop. Spring for a deluxe poolside room, which also has access to a private poolside daybed. Just don’t expect too much down time. Three on-site restaurants and two bars are beyond selfie-worthy, treatments at the spa incorporate local ingredients like cedar and juniper, and hotel guests receive membership to the 18-hole Roger Rulewich–designed golf course, tennis courts, and a beach club that sits on an exclusive stretch of pink sand for the duration of their stay.

Set in the former headquarters of a 19th-century bank, Hotel de Rome forms a major part of Bebelplatz, the historic square best known as the site of the Nazis’ infamous book burning in 1933. Across from the stately Opera House and the equally handsome Humboldt University, the hotel has retained the bank’s neoclassical exterior. Parts of the interior are original, too, most notably an elegant staircase that winds up to the fourth floor (the first three floors are also original), and the former bank vault, which has been transformed into a spa that is accessed via the vault’s original steel door. The high-ceilinged guestrooms and suites are suitably sumptuous, with marble in the bathroom and furnishings of mahogany; the color palettes, however, were devised by designers Olga Polizzi and Tommaso Ziffer and are ultra-contemporary. The hotel also has a swanky restaurant, a popular cocktail bar, and a rooftop patio with splendid views of Bebelplatz and the city beyond.

A staple among Upper East Side hotels since it opened in 1963, the sophisticated Loews Regency boasts a Park Avenue address and location convenient to Central Park and Manhattan’s best museums. Following an extensive renovation, it reopened as a fresh and chic retreat in early 2014. The bones of the hotel remain classic, but the approach is modern, with touches that today’s traveler will appreciate, such as free Wi-Fi. Its elegant lobby—with a striking art installation from Brooklyn artist Nina Helm—impresses with its 24-foot ceilings and the on-site salon and spa, from acclaimed hair stylist Julien Farel, is a neighborhood destination for visitors and locals alike. No classic New York hotel would be complete without a standout watering hole; you’ll want to order a cocktail at the low-lit Regency Bar.

Unlike the smaller venues which typically host markets once or twice a week, the V&A Market on the Wharf is open daily. If you are staying at accommodation in the V&A Waterfront or Greenpoint area, the is a great market to grab a drink and snacks for a picnic in the park or up Signal Hill. You can find homemade biltong, dried fruits, Cape Malay spices, and artisanal cheeses. If all this talk of food makes your mouth water, several of the vendors sell prepared meals like wraps, pies, salads, etc. For good ice cream, stop by The Creamery’s stall. You can sit outside when the weather is nice, but there is also seating on the upper level (as well as a bar) which makes it a great winter activity, too.

Parreirinha is a favourite amongst Portuguese South Africans living in Johannesburg and serves some of the best seafood around! A small, former jail is the home of the restaurant, which makes use of one of the jail cells as one of the dining rooms. As you walk into the restaurant you’re welcomed with a tavern like ambiance and entering the court yard you’re treated to a sea of neck ties hanging from the rafters... remnants of an old tradition that required patrons to leave their ties behind. The tradition no longer applies these days as there’s simply no more space, but if you feel like you want to leave a tie behind as a sign that you’d been there, then they’ll gladly take it off your neck! The food at Parreirinha is quite simply amazing! Heck, even the Protuguese bread rolls are divine! On this occasion I shared a Seafood kebab, meant for one, with my friend and we were both definitely full as the last scraps made their way into our bellies. If you’re stuck on something to choose, I’d highly recommend something with prawn. The prawns are great! If you’re not looking for a meal, you can always take up a spot at the bar and enjoy the drinks on offer.

Drive down a country road in County Donegal toward the sea, and you’re likely to find miles of unspoiled golden beach – and if there are waves, the water might be filled with surfers. Pounded by the big swells of the Atlantic Ocean, the northwest of Ireland is one of the best surfing spots in Europe and surfers take to the waves year round, with the biggest swells during winter. The unofficial surf capital is Bundoran in south Donegal. Tullan Strand is a popular beginner spot – you can rent boards or take lessons from one of the town’s four surf schools – while the reef break at The Peak is for more advanced waveriders. The 3km beach at Rossnowlagh, 20km up the coast, is reliable for regular waves and home to one of the country’s first surf clubs. Further north in the county, there are more challenging surf spots at Dungloe, Dunfanaghy, Inishowen and Fanad Head. The Bridge Bar in Bundoran town is the ideal post-surfing recovery spot for bowls of creamy seafood chowder, pints of Guinness and a surf cam so you don’t miss any of the action on The Peak, or walk up the cliff road from Rossnowlagh beach to the Smuggler’s Inn for reviving post-surf refreshments.

Cap your trip to Machu Picchu with a pisco sour on the Orient-Express train ride back to Cuzco. After boarding this luxury train for dinner and the return journey, everyone meets in the bar car for a drink. Live music, the rocking of the train, and the excitement from just experiencing Machu Picchu is a buzz to remember. Soon all the passengers are dancing as they travel through the steep mountainsides under the stars. —Lauren Maggard This appeared in the August/September 2013 issue. Image courtesy of Orient-Express

This is a cool clothing store in the Pearl featuring gear and fashion from a variety of mainstream and boutique brands. The Lizard collections coalesce into a catalog of functional apparel with style and sustainability at the heart of their designs. While the Lounge has a great selection of brands, the real draw for me is the Nau gear. From natural and recycled materials in the fabrics, to the cut and fit of clothes designed for people who move, Nau is an essential part of my packing routine. Their designers once told me they want their clothes to be comfortable—whether the wearer is reaching for a hand hold in a 5-9 pitch or reaching for the top shelf tequila behind the bar. The Nau down shirt was the first of what’s become a ubiquitous piece of all-season gear. The Lounge is also known for its own style of events, supporting local, social and environmental causes with food, drink, music, and mingling. Nau also donates a small percentage of each sale to select nonprofits fighting the good fight at the local and global levels. The Lizard Lounge is not just about retail. It’s about wearing your way into a better world and so Portland in the process.

When the red-meat craving hits, there’s one place that satisfies the need for a juicy fix: Burger Tap and Shake, otherwise simply known as BTS. BTS offers a great selection of burgers made from locally sourced beef that is freshly ground on premises daily. The meat patties are all gently hand formed so the meat is as loosely held together as possible and the cooked burger is served on housemade buns and with housemade condiments including some mighty fine pickles. I have to admit that my favorite burger is the Southern Comfort. There’s something about the warm fried-green tomato patty against the cool pimento cheese sauce is that is truly addictive! As the name of the restaurant implies, there are beers to be had, both bottled and on tap. For lunch, I usually go with a milkshake; try the flavor of the month for a taste of something unique and different. If you really want to indulge, go for one of the shaketails! BTS is a small joint. There is a small bar for seating, and tables inside. During the warmer months, there’s al fresco seating as well. If you come between noon and 1pm, expect a line. It does move quickly and your patience will pay off with a truly yummy burger. Metro stop: Foggy Bottom