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The Inn and Spa at Loretto, one of Santa Fe’s iconic boutique luxury hotels, could easily be mistaken for the ancient Taos Pueblo. The hotel’s angular architecture, soothing desert hues, and romantic lighting draw heavily on the original pueblo. Rooms are outfitted with both traditional touches (handcrafted furniture, Anasazi pottery and artwork, kiva fireplaces, colorful textiles) and modern luxuries (slate-floored bathrooms, iPod docks, flat-screen TVs, private balconies). The restaurant and spa are among the best in the state, and the atmospheric lounge one of the coolest spots in town to sip cocktails and catch live music. And, as if it needed another dose of history, the landmark Loretto Chapel sits on the grounds, guaranteeing both excellent views and easy sightseeing access. Now, if only more pueblos were like this.

During the many years I lived in Dubai, I must have sipped drinks on the wide, breezy veranda of Bahri Bar hundreds of times. It was the bar I took my many visitors to Dubai—from my Mum to my old school friends—on their first night in the city and on their last. On the first night it was all about setting the scene and creating an impression and on the last it was about making my guests already start to miss Dubai—and thereby ensuring they returned again to visit me! Although an expat favorite, it’s undeniably touristy. But there are few lovelier ways to start a vacation in Dubai than settling into a cushioned chair on a deck strewn with Oriental carpets and dripping with lanterns, sipping a glass of wine, a cocktail or icy cold beer, and feeling the warmth of sun on your face and a breeze wafting in from the Arabian Sea. The interior of the colonial-inspired bar is sumptuous and that’s where you’ll want to retreat during the warm (i.e., scorching hot) months of spring and summer. But in the cooler months (i.e., the beautiful stretch of weather from November to April) you need to snag a table on the veranda for views of the abra boats cruising on the man-made waterways, the striking sail-shaped Burj Al Arab, and the sublime sunset. Make sure you book a restaurant for dinner somewhere else, or you might never leave.

This shop, down a tiny sunny alley off a sidestreet in Colonia Roma (Córdoba 67 interior 7), is like many other Mexico City’s shops that support women’s crafts collective, but it’s slightly different in that it carefully curates its inventory—made using the local traditional crafts of weaving, embroidery, jewelry-making—choosing only those pieces that complement a more modern lifestyle. Yes, that’s a traditional huipil, or pullover tunic, from Guerrero, but while this simple embroidered piece would work for your abuela, it would also look cool at your graphic design gig in LA. The shop has outlets at Hotel Condesa DF and its products are carried by stores in Puebla and Tulum.

To say that Lucy Bar + Restaurant is inside the very cool Bardessono hotel in Yountville is not quite right as the separation between outside and inside is almost indistinguishable in this contemporary space. Jeff Vandiver, one of the designers of the space, said he wanted to stay as far away from wine country kitsch as possible—and he succeeded, swapping the standard old vines and wine-barrel decor with steel beams and blown glass. A wall of doors and windows open to a patio, garden, and a reflecting pond. Lucy is one of the few places to get a good breakfast in town, and takes advantage of the friendly Napa climate by including seating on the patio. Much of the menu comes from their own garden or from local purveyors (a commitment that aligns with the hotel’s LEED Platinum certification), so the menu is seasonable and changing.

Descended from horses brought over in the 16th century by Spanish conquistadors, hundreds of wild horses rule the little island of Vieques. The horses, an attraction in their own right, dot the landscape wherever you go. With every encounter, I couldn’t help but slow down and admire their beauty. They are naturally intelligent and curious, so don’t be surprised if they approach you or your vehicle looking for little treats. For a guaranteed encounter, look no further than Sun Bay—where I snapped this picture. Here, they graze, take frequent sand baths, and (if you’re lucky) cool their hooves in the blue waters of the Caribbean.

This stone building, called the Mother-of-Water Fountain, is an old cistern where Lisbon locals used to fetch the water that flowed to the city along the monumental Águas Livres Aqueduct. Now, inside the cool walls, a wine bar has been constructed. Journalist and wine critic João Paulo Martins has selected the 300 labels stocked in the wine cellar (some stored in bottles along the stone chutes that used to rush with water). Small plate selections like carpaccio, seafood, cheeses, and different kinds of cold cuts can be ordered to accompany your wine. During happy hour, between 6 and 8:30 p.m., several wines are available by the glass or in curated flights.

Possibly the most important and influential publishers of graphic novels in the last 20 years, Drawn & Quarterly has a must-visit shop in the cool Mile End neighborhood. It sells work from the extensive D&Q catalog (which includes Joe Sacco, Lynda Barry, and Adrian Tomine) and from other publishers. Check out 184 Rue Beaubien by local graphic artist Cyril Doisneau.

On a cool night in November, walking alone from an outdoor food market in the center of Florence, I decided to indulge my sweet tooth yet again. I stopped for a “snack,” one that I would never eat just before dinner back home yet couldn’t get enough of in Florence...gelato. Eating gelato, with its creamy texture and multitude of vibrant flavors, is certainly one of the food highlights of being in Italy. Florence has plenty of excellent gelato shops, or gelaterie. Perché no! was my favorite choice because of its convenient location right in the historic center, between Piazza della Signoria and Piazza della Repubblica, and because of its flavors. This combination of persimmon and dark chocolate made eating gelato outside in the cold just before dinner seem perfectly normal.

Owned by the world-renowned art collector Dakis Joannou and smartly decorated by quirky Brazilian designers the Campana brothers, the New Hotel is the city’s coolest upscale design-centric property, with 79 rooms (including seven suites) and an intimate restaurant. Although centrally located, just a five-minute walk to Syntagma Square, it’s tucked back in a modernist building on a side street so it feels hidden and discreet. The interiors are both playful and smart; the Campanas created much of it with items recycled from the previous hotel. Imagine puzzlelike walls and chairs constructed of layered, repurposed wood intermingled with sculptural chairs of their own design. In the rooms, they had fun riffing on Greek cultural objects, like the Karagiozis, a shadow puppet, and multiple versions of the glass “evil eyes” used to protect against ill omen. Bottom line: stylish contemporary design, excellent location, and friendly service.

Playful shoe designer John Fluevog’s flagship store is right in Gastown on Water Street in a gorgeous two-storey glass-fronted building that houses the design team upstairs and you’ll find his eccentrically elegant designs on the ground floor. I love his designs, and there’s always a cute message on the soles so make sure you flip them over to look when you visit.

Hidden within a historic building in downtown Miami is Soya e Pomodoro, a traditional Italian restaurant placed within an old Beaux Arts office building.

The bohemian atmosphere is unlike anything else in Miami. The asthetic is simple, but very cool.

There’s live music, and books. The kitchen is small but fast and you’ll be sitting half inside, half outside. There is no air conditioning and it’s a very small space, only seating about 11 tables. You really feel like you are in Italy.

The staff is made up of mostly Italians and the food speaks true to the traditional recipes.

Be sure to go when there is live entertainment. You’ll sip chanti and listen to scatting jazz music by moonlight. It’s truly magical.

Contrary to popular belief, most Denverites do not dress like cowboys. But those hipsters that do, do it right at Rockmount Ranch Wear. Some seriously cool fashion pieces have been flying off the racks here since 1946, when the shop opened in at this location in what is now called LoDo. Elvis rocked a gingham shirt from here, Jack White wore red fringe well on the cover of Elephant, even debonair Cary Grant donned one of their red chambray shirts with pearl-snap pockets. The costume designer for Brokeback Mountain made the men look like men in classic denim from Rockmount. Giddyap.

Cherubs hang from the ceiling and flying pigs decorate the bar. Aquarium bathtubs covered in glass are the tables and funky, modern art with Christian themes decorate the walls. Behind the bar a disco ball glitters the rows of liquor bottles and the bartender. The food is modern and classic: cuy and alpaca along a long list of beef tenderloin specialities.

With its fourth U.S. location, the Hoxton brings its signature coolness to the old Los Angeles Railway Building in the center of downtown. The 1922 structure is now home to 174 hotel rooms, three bars and restaurants, and The Apartment—the Hoxton’s signature meeting and event space, complete with stylish conference rooms and a communal kitchen filled with tasty snacks. The F&B outlets come courtesy of the team behind New York’s popular Sunday in Brooklyn, and range from Sibling Rivalry (an all-day lobby spot with seasonal comfort food and its own soft-serve bar) and Pilot (a Mediterranean-inspired rooftop bar and restaurant by the pool) to an as-yet-unnamed bar set to open in early 2020.

When Fairmont Century Plaza first opened in 1966, this luxury hotel on a former backlot of 20th Century Fox Studios became the first hotel in the U.S. to have color televisions. The hotel was also of the site of President Nixon’s Dinner of the Century honoring the return of the Apollo 11 astronauts, and it hosted the 10th Grammy Awards when the Beatles won Album of the Year for Sgt. Pepper’s Lonely Hearts Club Band. Today, it sits in the epicenter of Hollywood biggest talent agency offices and a chic shopping destination.

The building itself is a midcentury work from Minoru Yamaski (designer of the original World Trade Center). A $2.5 billion dollar reimagination in 2021 by studio Yabu Pushelberg brought an updated elegance that redued the number of guest rooms from 720 to 400 larger accommodations. The cool-toned rooms and 85 terrace-studded suites are adorned with digital paintings and landscape photographs and outfitted with Le Labo amenities. The outdoor pool is an oasis between office towers. The expansive 14,000 square foot spa, one of LA’s largest, offers a range of futuristic treatments including biohacking (which involves infrared technology, neuroscience, and meditation) and an “anti-gravity chair.” Celebrity trainers work with the hotel and Techno gym bags with weights and equipment can be delivered to rooms.

Lumière is the hotel’s modern brasserie serving a California spin on French cuisine that leans on seasonal ingredients. And in keeping with the hotel’s star-spangled entertainment legacy, in the soaring, sandy-hued lobby, The Bar doubles as a drinking den for meticulously crafted cocktails and live music venue. Elton John and Mariah Carey have played here, and now a next-gen lineup of artists play neo soul, jazz and other styles five evenings a week.