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  • 26B Vukovarska ulica
    One of Dubrovnik’s oldest fortresses stands atop a 100-foot rock, guarding the western land entrance to the Old Town. Vigilantly turned toward Venice, it serves as a monumental tribute to Dubrovnik’s foresight, encapsulated in the motto of the Ragusan Republic engraved above the main entryway: “We do not sell our liberty for any gold in the world.” After entering the Old Town through the Pile Gate, walk down to Kolorina Bay and climb the stairs to the fortress. Because it’s far less busy than the city walls, the theatrical space offers a more intimate way to experience Dubrovnik’s history and charm, with breathtaking views to boot.
  • 120 E Delaware Pl, Chicago, IL 60611
    A recent makeover of the Four Seasons Hotel Chicago from Houston-based Rottet Studio did away with the dark and clubby vibe common in older Chicago hotels in favor of a brighter natural palette. Today, the lobby is open and bedecked in oversize floral arrangements; the open-plan lounge there, with its modern glass chandelier, has become a high-end local watering hole known as the Social Bar. The new Adorn restaurant is now a big-night-out dining destination courtesy of chef Richie Farina’s creations that range from a perfectly prepared filet mignon to caviar and eggs. Upstairs, the 345 guest rooms—more than half are suites—feature understated grays and pale greens and come with deep soaking tubs and (if you ask) unimpeded views of Lake Michigan.
  • 133 Prison St, Lahaina, HI 96761, USA
    Sister restaurant to local favorite Serpico’s in Upcountry, this sweet, welcoming spot serves New Jersey–style pizza in an old plantation-style house in West Maui. Tourists dine here, sure, but Prison Street isn’t overrun with overpriced rum cocktails or macadamia-crusted everything. Instead, the pizzeria keeps things simple with subtle nautical decor—a nod to Lahaina’s past as a whaling port—and thin-crust pies in variations like barbecue chicken, Philly cheesesteak, and the Windmills, a curiously named mix of Italian ingredients like pesto, mozzarella, and roasted red peppers. Also available are subs, salads, and calzones, all of which can be delivered if you need a break from dining out one night.
  • 373 Albert Rd, Woodstock, Cape Town, 7925, South Africa
    A compelling reason to be in Cape Town on a weekend morning (especially Sunday, if you want to eat your way through the food-focused Oranjezicht City Farm Market, too) is the dynamic Neighbourgoods Market at the Old Biscuit Mill in up-and-coming Woodstock. From 9 a.m. to 4 p.m., hip locals and tourists alike weave their way through what can only be described as an abundance of all things artisanal—edible, wearable, and otherwise. The most jam-packed part of the market is usually the massive tent lined with vendors specializing in mushrooms, bread, paella, pizza, honey, cakes, cheeses, and craft brews. It’s a veritable smorgasbord, so wear your stretchy pants, and work it off afterward by strolling the other section devoted to micro-merchants selling baby moccasins, brightly colored swimwear, offbeat home accessories, recycled brass jewelry, and more.
  • 150 E De Vargas St, Santa Fe, NM 87501, USA
    While many area hotels offer a subtle interpretation of Southwestern design (adobe walls, kiva fireplaces, local art), there’s nothing understated about the Inn at the Five Graces. The inn is a showcase for designers Ira and Sylvia Seret’s far-flung finds: Navajo bedspreads, Uzbek and Pakistani rugs and tapestries, iron and woodwork from Mexico, Peru, and India. It’s the epitome of East-meets-West. First opened in 1996 as Serets’ 1001 Nights, the hotel is located on one of the country’s oldest inhabited streets and is comprised of 17th- and 18th-century adobe buildings connected by a maze of courtyards. In 2002, the inn was renamed to reflect Afghan and Tibetan artifacts in its collection and the eastern idea of the five graces (sight, sound, touch, smell, and taste). In 2009, it became a Relais & Chateau property.
  • 350 Place Royale, Montréal, QC H2Y 3Y5, Canada
    There is perhaps some irony that one of the most distinctive contemporary buildings in the historic heart of Montréal is a showcase for some of the city’s oldest artifacts. The modern structure that houses this archaeology and history museum opened in 1992, to coincide with the 350th anniversary of the establishment of Montréal. The highlight is its crypt, where you can wander through the digs of the city’s 18th-century market. A new pavilion, “Where Montréal Began,” opened in 2017 on the occasion of the city’s 375th anniversary. Its display of artifacts emphasizes the spiritual traditions of both the French settlers and Québec’s Algonquin, Huron, and Iroquois peoples. Temporary exhibitions on subjects like hockey and the archives of Bell Telephone help bridge the gap between Montréal’s early history and the present day.
  • Hauptstraße 217, 69117 Heidelberg, Germany
    Built in 1703, Heidelberg’s oldest and most famous tavern has certainly had some illustrious patrons. Mark Twain, Marilyn Monroe, and John Wayne are just a few of the celebrities who drank and dined here—a fact that’s proven by the many photos of famous faces hanging on the walls. Notable clientele notwithstanding, Zum Roten Ochsen is all about simplicity. Still run by the same family that opened it hundreds of years ago, it serves rich local dishes, from goulash soup and bratwurst to Swabian Maultaschen (meat-filled ravioli) and Käsespätzle (cheese-covered noodles), as well as fresh herring, boiled beef, and several vegetarian options. Also on offer is a drinks menu heavy on regional wines and local Heidelberg beer, all of which are complemented by the restaurant’s old-fashioned interior, friendly service, and live piano player in the evenings.
  • Praça Dom Pedro IV 6, 1100-200 Lisboa, Portugal
    There is a fado song proclaiming that all artists and fado singers come to A Tendinha, here in one of the oldest areas in Lisbon, founded in 1840.


    At Rossio, between the old cafes like Suiça and Nicola and on the other side of the D. Maria II National Theatre, next to Arco da Bandeira, you will find this little tasca. Here you can eat ham or fresh cheese sandwiches, bifana (pork sandwich) or some fried petiscos (snacks) like the Pastel de Bacalhau, a codfish cake, and shrimp croquettes. Ask for a beer or red wine from the house to accompany.
  • 38-60 Lilian Ngoyi St, Fordsburg, Johannesburg, 2092, South Africa
    The Oriental Plaza, located in Fordsburg, just west of the old CBD, is home to many an Indian store owner who specialise in beautiful exotic fabrics and other clothing items and related trades such as tailoring. That’s not to say that the Plaza is limited to those items, as there are spices and curios too, amongst other things. It is a favourite shopping destination amongst locals who are looking for designer fabrics and good deals on those items. While you’re resting from all the price haggling, you can enjoy a good curry or some samoosas or any number of Indian dishes from one of the stores inside the plaza, or venture out and find one of the many restaurants nearby.
  • Place du Jeu de Balle, 1000 Bruxelles, Belgium
    After a March week that included a freak snowstorm, a windstorm, and pounding rain, we woke up to a sunny day in Brussels—a perfect day to explore the Jeu de Balle market. We walked by jumbles of scarves, old records, antique silverware, vintage postcards, and loads of ashtrays (the bane of any market stall, I assume, because really, does anyone still buy ashtrays?) When I saw these two older gentlemen playing backgammon in that rare March sun, I shot a quick photo to capture the serenity, brightness, and intensity of the moment. That was right before one of them stood up, and shouted what I can only assume were obscenities in the not-oft heard Bruxellois dialect. His partner followed suit, and soon a loud volley of words flew back and forth across the board. Seconds later, they both took their seats and resumed the game as though they had never even moved.
  • Blumenstraße 4, 80331 München, Germany
    Located in Munich‘s Altstadt, or old town city center, Schrannenhalle is a long, beautiful, wrought iron & glass market hall filled with gourmet food and wine. Originally dating to the 19th century, Schrannenhalle was recently rebuilt as an extension of the Viktualienmarkt. Sit down for a coffee, or a glass of champagne, after a long day of shopping, soak up the bustling atmosphere, and escape the cold in winter along with visitors and locals alike.
  • Alpinastrasse 23, 3780 Gstaad, Switzerland
    Opened in 2012, the Alpina is one of only two newly built, five-star hotels in Gstaaad in more than a century. Situated in a wealthy hilltop area in Oberbort, the hotel offers stellar views of the Bernese Alps (including the Spitzhorn and Oldenhorn) and the valley scenery of the Saanenland—as well as an impressive amount of discreet luxury. Built in traditional Swiss chalet style, the limestone-and wood-structure contains 56 rooms and suites that pair antique and artisan furnishings (wardrobes, tables, carved ceilings) with contemporary design pieces. All rooms have great views, though the higher the better; on the 5th and 6th floors, you’ll find the jaw-dropping, duplex Panorama Suite, with separate dining and working areas, and a fireplace. Furthermore, throughout the hotel’s public spaces, guests can see art by famous artists like Barbara Kruger, Tracey Emin, and Bosco Sodi.

    The hotel facilities are some of the best in Switzerland, ranging from an authentically Cuban-style cigar lounge to multiple Michelin-starred restaurants. The hotel’s Six Senses spa spans a whopping 21,500 square feet and includes an 80-foot-long lap pool, while an immaculately landscaped garden, designed by French garden designer Jean Mus, brims with Alpine plants and corresponding fragrances in the summer.
  • Tauentzienstraße 21-24, 10789 Berlin, Germany
    Continental Europe’s largest shopping department has been supplying well-heeled Berliners with fine foods and upscale fashion for over a hundred years. Eight floors specialise in different goods, but the two most impressive are the ground floor and its ‘Luxury Boulevard,’ which features stores by the likes of Chanel, Bulgari and Tiffany & Co., and the sixth floor’s food hall, where regulars and visitors alike can be found perched at the champagne and oyster bars. More modestly-priced meals and some impressive views can be found in the glass-ceilinged cafe-restaurant on the seventh floor.
  • 907 Whitehead St, Key West, FL 33040, USA
    Key West’s most famous literary resident, Ernest Hemingway, lived in this two-story Spanish-colonial villa for nearly a decade and composed several of his best-known works here. His second wife, Pauline, insisted they add a pool to the spacious grounds—the first inground pool in Key West. The cost ballooned to around $20,000, a fortune in the 1930s, and was said to have contributed to the breakup of their marriage. It’s just one of the fascinating stories guides will share on the half-hour tour of the home and gardens (included in the price of admission). And yes, you’re guaranteed to see plenty of six-toed cats, descendants of Hemingway’s original six-toed cat, Snow White.

  • 44 School St #250, Boston, MA 02111, USA
    The Freedom Trail is the artery connecting most of Boston’s key Revolutionary War sites, from Boston Common to the USS Constitution—16 stops in all. Besides providing you with some history, following the red stripe around town also delivers an easy self-guided tour of the heart of Boston, including the lively North End and Charlestown. The Common, Old North Church, the Paul Revere House, and the site of the Boston Massacre are obvious and obligatory stops, but the trail also leads to three legendary cemeteries, the 1718 Old Corner Bookstore (now a Chipotle restaurant, of all things), the 1713 Old State House, and the unmissable Bunker Hill Monument, whose cornerstone was laid by Lafayette to mark the 50th anniversary of the bloody battle between British troops and patriot militias in June 1775.