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A pioneer of the East Nashville restaurant scene, Margot McCormack created this stylish spot in a repurposed service station in the heart of East Nashville’s Five Points long before the area was considered a destination for fine dining. The Nashville native, who moved away for the Culinary Institute of America and a stint at restaurants in New York City, serves from her collection of mismatched china in a cozy space with copper pots hanging from exposed brick walls. After more than a decade, the restaurant remains a favorite for dinner and Sunday brunch. The menu changes daily, but entrées might include pan-roasted scallops with parsnip purée, baby carrots, and preserved lemon, or house-made fettuccine with butternut squash, walnuts, and goat cheese.

Running three miles along the Tulum coastline, this massive beach has some of the Riviera Maya’s best conditions: soft white sand, waves tame enough for a calm swim, plus incredible shades of turquoise water. The stretch is chockablock with restaurants and beach clubs offering on-the-sand food and drinks. Along the main coastal road that runs parallel to the shore, you’ll find rustic cabins and luxurious hippie-style hotels with plenty of amenities, whether you’re looking for a bed for the night or just somewhere to grab lunch. After dark, Tulum Beach has some of the region’s best stargazing due to its secluded location and absence of city lights.

The façade may be classic, the doormen crisp, and the location tony, but once inside Le Royal Monceau, you’ll feel an independent, unexpectedly edgy spirit running through this luxury hotel. Opened in 1928, the historic spot, now part of the Raffles collection, underwent a complete renovation in the mid-2000s, overseen by interiors master Phillipe Starck, who—true to form—filled the spaces with contemporary style, dramatic flair (like oversized lobby sculptures and a stairwell adorned with dozens of chandeliers), and over 350 pieces of art, many culled from the hotel’s private collection. Art is a big focus here overall: along with a well-stocked art-library-cum-bookstore (which draws a lot of gift-seeking locals) and an on-site showroom curated by local gallerists (recent shows have spotlighted street artists, from Basquiat to Banksy), there’s a resident Art Concierge—the first in Paris—who can create bespoke itineraries for guests and arrange for special access, studio tours, and VIP experiences (including, with enough notice, an after-hours visit to the Louvre).

The royal family has made this intimate hotel their home-away-from-home since Otto Goring first opened its doors in 1910—which is why it’s the only hotel to hold an official Royal Warrant for hospitality services, bestowed in 2013 by Queen Elizabeth II, who has been enjoying lunches and teas here since she was a child. Set on a quiet Belgravia side street, just a few blocks from Buckingham Palace, the elegant hotel also hosted nobility, both foreign and domestic, during the coronations of King George VI and the current queen, and—as the first hotel in the U.K. with en suite bathrooms—often served as a convenient place for dignitaries to freshen up prior to an audience at the Palace.

Today, the 69-room spot—which is still owned by the same family—caters to a devoted (and primarily American) clientele, who love the intimate feel, central location, and excellent service, not to mention the rare perks like a back garden. Rooms are cushy and comfortable, with traditionally English décor (silk wallpaper, vintage-inspired headboards, Italian linens, and oversized armchairs) and playful details (pops of color, giant stuffed sheep mascots peeking around corners, and an in-room lighting switch with choices like “Bright,” “Cozy,” and “Oooh”). Upgrade to a suite to enjoy more room and dedicated service from one of the legendary footmen, identifiable by their gold-embroidered scarlet coats. (For even more perks, check in to the gorgeous, two-bedroom Royal Suite, which boasts four-poster beds, a grand piano, a six-seat dining room, antique glassware, and a life-sized portrait of Queen Victoria in the shower.) A steady stream of locals of all ages join hotel guests for lunch on the garden terrace, drinks around the gleaming wood bar or in the fireplace lounge, and the famous Afternoon Tea—just book early for the latter, as there can be a months-long wait list.

Opened in 1946 as a restaurant (where the famous regulars included Churchill and Hemingway), La Maison Arabe later expanded to a small hotel, then grew again under its current French-Italian owner. Today, it features 26 garden- or patio-view rooms and suites, individually designed in either a traditional or slightly more modern Moroccan style. All have air-conditioning and heating (a must for the varied desert temperatures) as well as Wi-Fi, satellite TVs, and marble-and-granite bathrooms stocked with aromatic toiletries. Also available to guests is an idyllic swimming pool, around which the hotel serves a home-cooked breakfast each morning, and the clubby, 1930s-inspired Piano Bar, where guests can enjoy live jazz and pre-dinner drinks by the fireplace. When it’s time to unwind, head to the cozy spa for an array of face, body, and hamman treatments, all performed with products made exclusively for the hotel.

Much like in the past, La Maison Arabe revolves around food. Guests can choose between Le Restaurant, where a gorgeous fountain and hand-painted ceiling set the stage for authentic Moroccan fare, and the intimate, lantern-lit Les Trois Saveurs, which serves a sophisticated menu of French, Moroccan, and Asian dishes. Additionally, the hotel offers some of the city’s best cooking classes, which are open to outside guests. Led by a dada (a traditional Moroccan cook), the lessons take place either at the main hotel or the Country Club—a satellite property located 15 minutes away by complimentary shuttle, where students can also find a larger pool, lush gardens, a restaurant, and a bit of calm away from the bustle of the medina.

The JP Morgan Library’s grand, old-world elegance immediately transports you to turn-of-the-century New York. And at that time, there was almost no one more powerful than financier JP Morgan. He launched U.S. Steel and even served as the unofficial central bank of the U.S. for a time. Though some considered him a national hero, his tight control of banks, corporations and railroads led others to label him one of the original “robber barons.” Morgan was an avid collector of art and books with holdings so vast they were housed at multiple locations in New York and England. Eventually, he decided to consolidate his holdings in a huge library next to his mansion in NYC. Designed by renowned architect Charles McKim and completed in 1906, the Italian Renaissance palazzo-style library holds a staggering collection of illuminated books, historical manuscripts, and old master drawings. The library is rightfully considered McKim’s masterpiece—a majestic, soaring space which is both intimate and warm. It features 30-foot ceilings, three tiers of bronze and walnut bookcases, stained glass, a huge marble fireplace and grand tapestries. Also visit Mr. Morgan’s study, with its red silk damask walls and antique wooden ceiling brought over from Florence. The library is off the typical tourist’s radar. Imagine yourself as Morgan in your private quarters, reveling in the power and wealth at your command.

“Buongiorno, Signor Farley,” said Umberto, the head waiter at Hotel Missoni’s Cucina restaurant. By the beginning of the third day of my stay, the staff knew my name. And what I drank with breakfast. An espresso doppio was delivered to my table a minute later. “Prego,” the server said.

You’d think I was in Italy. In fact, I was 2,500 miles southeast of the country’s heel, in the capital of diminutive, oil-rich Kuwait. Opened in spring 2011, Hotel Missoni, owned by the eponymous fashion and home furnishings house, is one of many designer-conceived hotels that have popped up around the globe.

I have to confess: I have a complicated relationship with fashion. Maybe it’s related to my childhood. (Isn’t everything?) In the seventh grade, I wore a T-shirt to school that read, “My Son Is in the Navy.” My trend-conscious peers, who clearly had no sense of irony, laughed at me until the final bell rang. When I wore bowling shoes to high school, I was similarly mocked. How would I do in a hotel designed by a couturier?

I was picked up at the airport in Kuwait City in a Maserati (a complimentary perk for all Missoni guests). Not a bad start.

The property (like its sister hotel in Edinburgh, which opened in June 2009) is the brainchild of the Missoni family matriarch, Rosita. The hotel’s 169 rooms were designed to feel like her home. Compact Hans Wegner wishbone chairs and tuliplike Eero Saarinen–designed tables rest on hardwood floors, and everything—espresso cups, towels, even the swimming pool—displays the colorful striped patterns Missoni is known for. Generous helpings of turquoise, gold, and beige are splashed throughout the hotel to evoke the bayfront landscape outside, and every room looks out on the ever-expanding Kuwait City skyline. Like many things Italian, the hotel is simple and comfortable.

The Missoni team, which is fine-tuning its approach before opening hotels in larger markets, learns fast. There are no design hotel clichés here: no faucets with the function designed out of them, no overly formal staff. “Are those Camper shoes?” a waiter asked me one day at breakfast. I nodded. “Like bowling shoes,” he said. “Very cool.” Here, it seemed, fashion and I got along great.

965/2577-0000, from $414. This appeared in the September, 2012 issue.

Just 25 minutes from Cancún’s international airport is Belmond Maroma Resort & Spa, surrounded by 200 acres of preserved jungle. Guests here still enjoy direct access to the Caribbean Sea and its powdery, white-sand beach, as well as to a wide variety of physical fitness and wellness activities and services. Rooms are generous in size and are filled with sunlight, let in through large windows. Tile floors and design accents—throw pillows and furniture, for instance—have an earthy color palette. Many rooms feature indigenous artwork and handmade furniture. Though it might be tempting to stay within the confines of the resort, the area is home to a number of worthwhile attractions, including the Maya site of Tulum and a biosphere reserve; the concierge can provide information about both, as well as tips for guided excursions and reputable outfitters.

After Toronto, Montréal is the Canadian city with the largest population of residents of Italian descent. For more than a century, the community has been centered in one of the city’s most charming neighborhoods, Little Italy. The way to the heart of this neighborhood is arguably through its stomach or, rather, the Jean-Talon Market, where residents have come to buy produce and stock their pantries since 1933. Even if you aren’t shopping for fresh vegetables or fruits, it’s a good place to come to sample Québecois products and buy gifts like local jams, jellies, and maple products to take back home.

Since opening in 2001, the Frist Art Museum has hosted an inspiring—and continuous—slate of exhibitions from both nearby and around the world in its Art Deco digs. Visit on a Thursday or Friday night to catch “Music at the Frist,” when a wide range of musicians perform live in the museum café. The shows are free to attend with the purchase of admission.

The summit of Monte Solarno, the highest point in Capri is almost 2,000 feet high! You can choose to climb it or opt for the considerably easier chairlift. Along the ride and at the top, you will enjoy an incredible 360-degree view over the island and sea. There is a small café for a cold drink. Make the short hike down to the sweet, tiny 15th-century Hermitage of Cetrella, a chapel where local sailors used to visit and pray for protection before setting out to sea.

A private-island resort six minutes by boat off the coast of Antigua, Jumby Bay is one of the Caribbean’s top luxury, all-inclusive stays, and one of its most environmentally aware. A $28 million renovation in 2010, which included the addition of 28 suites and a first-ever spa, gave it all the digital-age essentials: 42-inch flat-screen TVs, iPod docking stations, Bose sound systems, free Wi-Fi. Yet its underlying spirit of environmental responsibility, highlighted by its hawksbill sea turtle preservation program and its banishment of wheeled vehicles except for golf carts and bicycles (every room comes with two bikes), continues to reign. Rosewood manages the resort, but it belongs to an association of island homeowners, some offering their properties for rent. So if, say, a 1,346-square-foot beach-view pool suite isn’t big enough, it is possible to do as celebs such as Hillary Swank, Jim Carey, and Paul McCartney have done and plop down up to $20,000 per night for a private villa or estate home. Couples can be perfectly content here, but it is especially attractive to families, who appreciate programs like the Rose Buds kids’ club.

It would be hard to find a fashionable Parisian woman who doesn’t have a pair of Tropéziennes in her wardrobe. Originally created for the local fishermen, this Greek-style sandal has become the iconic footwear of the French Riviera, and since 1934, K. Jacques has been the go-to brand. Recently awarded the status of an EPV, or Living Heritage Company, the family-run business still makes sandals by hand, nailing the leather soles together before stitching. A variety of styles are available, including a myriad of leathers, colors, and finishes. In a decade or so, when you’ve worn out your beloved pair, ship them back to the workshop and the expert cobblers can bring them back to life.

Yes, V. Sattui Winery, in St. Helena, makes great wines, but on bright and beautiful days, the secret attraction is its deli and marketplace, where visitors can purchase all sorts of items to furnish a picnic and set up to eat at any number of picnic tables out front. The 2.5-acre picnic area is open to the public, and tables are available on a first-come, first-served basis. As for the yummies, choose from a range of prepared sandwiches, salads, salumi, and 200 types of cheese, or piece together an antipasto with salami, cheese, olives, and fresh bread. On weekends, in summer, Italian chef Stefano Masanti takes up residence (his Michelin-starred restaurant in the Italian Alps is only open in winter) and turns out perfect wood-fired pizzas. Go early to avoid big crowds.

Famous since its 1998 opening as the place with the dancing fountains (further immortalized in the final scene of the 2001 film Ocean’s Eleven), the 3,933-room Italian-themed Bellagio is a Las Vegas icon. There is a fantasy feel about it, with its five courtyard pools, its indoor botanical garden and conservatory that change with the seasons, its lobby-dominating Dale Chihuly blown-glass flower sculpture, and its eight-acre lake, out of which rise the fountains. Yet following a 2015 upgrade, it also feels as modern as any hotel on the Strip. The Bellagio still does a few things the old-fashioned way: Along with the expected celebrity restaurants, there is a buffet (a long-cherished Las Vegas tradition) brought up to modern standards with an all-you-can-drink alcohol option. Throughout the hotel, service is tops, shopping is high-end, the Cirque du Soleil production O draws ’em in, and—another Las Vegas tradition—a casino with nearly the area of two football fields makes it all go ‘round, which is no doubt why everybody has to be out of the pools by 7 p.m.