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Opened in 2003, Carlisle Bay is set on a lush, isolated section of Antigua’s south coast and has a 21st-century design that feels more contemporary than Caribbean. With muted shades of grays, whites, and greens, the hotel projects an uncluttered, understated luxury. Its most remarked-on feature, though, is the way it appeals to both couples and families by keeping the two separate. Each group has its own cluster of rooms at its own end of the beach, and never the twain have to meet, except perhaps for lunch at Ottimo, the poolside Italian restaurant. The crescent of beach is tucked into a sheltered bay, so the waves seldom do more than whisper up onto the white sand, against a backdrop of forested hills. It’s all very restful, but the long list of free non-motorized watersports and the extensive kids’ club ensures everyone has plenty to do.

Even though you may have never been here before, Montréal’s Place St-Louis, in the Plateau neighborhood off of rue St-Denis, will probably look familiar thanks to the many tourism posters and guidebook covers that display its image. The graystone Victorian row houses, with details in pink, purple, and other eye-popping hues, embody a certain Montréal attitude—grounded in history yet with a playful, contemporary edge. The square was laid out in 1876 and has been described as one of Montréal’s most beautiful, with a European elegance thanks to its tree-lined paths and fountain. Students of poetry may want to pay homage to Émile Nelligan. A monument to the beloved Québecois writer sits in the southeast corner of the square near the house on avenue Laval where he once lived.

If the city has you overwhelmed, whether by its chaos or its abundance of choices, and you want to take refuge in the familiarity of a hotel bar, you can’t do much better than St. Regis’s King Cole Bar. Sit inside at the bar or on one of its loungers and enjoy live music with your drink, or—better yet—head out to the terrace, where you can watch traffic zip by on the city’s main avenue, Paseo de la Reforma. You’ll also be looking out upon the Diana the Huntress fountain, a snapshot-worthy landmark in this city that has no shortage of them. In fact, you can also see the Angel of Independence statue and Chapultepec Castle from here. As for drinks, the must-try is the Sangrita Maria, a blend of mezcal, sangrita, and pasilla chile puree. Every St. Regis bar creates a signature cocktail, and this one is definitely representative of Mexico City. If you’re a smoker, ask to see the bar’s cigar selection.

Stepping into the enormous main concourse of this landmarked architectural jewel—with its sweeping granite staircases, hulking columns and 38-meter (125-foot) ceilings painted with night-sky constellations—can be a jaw-dropping experience. What’s even more incredible, though, is the sheer number of people who use it as a commuter hub day in and day out (more than 750,000 train and subway passengers every weekday). Wander around the shops, head down to the basement food court for a bite and to marvel at the crowds hurrying by—and if you get jostled, don’t take it personally.

A few minutes from the shops, galleries, and restaurants of Sedona, but tucked away along the banks of quiet-flowing Oak Creek, L’Auberge de Sedona is one of the Southwest’s most romantic hideaways. It has red-rock views, as every accommodation in Sedona must, but its French-country-inn style, in the land of adobe architecture, and its leafy, creekside location, are what define it. Through a series of chefs, its restaurant, Cress on Oak Creek, has maintained a stellar reputation, in no small part because of the romance of dining at a table that in some cases is practically in Oak Creek. And the spa, L’Apothecary, with at least one seasonally offered treatment requiring guests to wade in up to their ankles, draws much of its essence from the creek, too. Extensive renovations done in 2011 included the redesign of the 58 rooms and cottages, and the addition of 29 more, many with fireplaces, private decks, and—because romance matters—outdoor cedar-lined showers. Still there, and still popular, are the early morning duck feedings and the nighttime telescope sessions with a professional astronomer.

Sacher is synonymous with luxury in Vienna. It’s the name of not just the hotel, but also Austria’s most famous cake, the delectable Sacher-Torte. Eduard, son of Sacher-Torte creator Franz Sacher, opened the hotel in 1876, though it was his young widow Anna who really established the property after he died. In 1934, a few years after her death, the Gürtler family took over the hotel—and continues to maintain it to this day.

Notable personalities like John F. Kennedy and Queen Elizabeth II have walked the halls of this Vienna institution. It was also here that John Lennon and Yoko Ono introduced “Bagism” to the press while inside a giant bag, an event chronicled in the Beatles’ Ballad of John and Yoko. The Belle Epoque–influenced rooms are a symbol of elegance and comfort, while the two restaurants, two bars, and illustrious Café Sacher make it possible to enjoy the hotel’s timeless charm without even being a guest. Be sure to try the famous torte—it’s an essential Vienna treat.

Located at 37 Rue de la Bûcherie, a stone’s throw from the Seine and draped in the shadow of Notre Dame, is what should be proclaimed one of France’s national treasures: the Shakespeare and Company bookstore. This is actually the second site of the store; the original was closed in June 1940 due to the German occupation of Paris during the Second World War. The current location opened in 1951 as Le Mistral, but the name didn’t stick for long. Walk through the green double doors to find a world steeped in history and literary greatness. Endless stacks of books and shelves teeming with manuscripts make it hard to move around. The smell of old books hangs in the air, and that fragrance alone is reminiscent of a bygone era. My own weathered copy of A Moveable Feast was picked up here (Hemingway was a frequent visitor of the original shop). Stop in for a minute or stay for hours: Shakespeare welcomes your company.

Talk about first impressions: Carved sandstone elephants welcome guests into a two-story chandeliered lobby at this palace-style hotel. Attentive service starts at check-in, with gifts of bindis and fresh jasmine necklaces. At 550-square-feet or larger, rooms are palatial themselves, and richly decorated with oriental carpets, jacquards, and hand-embroidered brocades. Those on higher floors offer panoramic city views, but many visitors choose spaces overlooking the internal courtyard or expansive garden (and away from a 16-lane highway) for a sense of calm. The hotel’s Edwardian-inspired bar draws locals and guests alike with its 25-page whiskey and scotch menu, as does a rooftop pool with stunning vistas over New Delhi’s urban landscape. Unique amenities include an on-call astrologer and, for women travelers, the option of an all-female service staff, including butler, gym instructors, and private city guides.

The fine black sand at Plage Bananier, on Basse-Terre, contrasts nicely with the lush green trees lining the beach. It’s a popular surfing and bodyboarding spot, and locals and visitors of all ages come here to practice their moves. Others build sand castles, frolic in the waves, or hang out at the on-site restaurants enjoying a meal while overlooking the beach and its surfers.

Dieppe Bay is ringed by black sand—a reminder that St. Kitts was formed by volcanoes. It’s also the site of the first European settlement in the eastern Caribbean, a French colony established in 1538 that was destroyed by the Spanish just two weeks after its founding. Beyond its historic significance, however, Dieppe Bay is simply a peaceful, palm-lined beach on the north end of the island. An offshore reef keeps the water calm for swimming and snorkeling, and Arthur’s restaurant is nearby for when you’re craving some fresh fish and vegetables.

Tayrona National Natural Park has become such a popular destination during typical vacation periods that authorities have had to limit admission. But an off-season visit offers singular luxuries like miles of all-but-solitary beaches, jungle trails, and a unique way to observe a variety of monkeys and tropical birds in every brilliant hue. Tayrona can be experienced as a day trip from Santa Marta or as a several-night stay at one of the park’s accommodations. From the main entrance at Cañaveral (El Zaíno), visitors can take a leisurely hike to the ocean while a donkey handles the luggage; horses are also available for those who prefer not to walk. This same park entrance also leads directly to high-roofed, native-wood cabins known as ecohabs, a slightly fancier option for staying in the park.

Mexico is the birthplace of one of the world’s most delectable indulgences, chocolate, and it abounds in San Miguel. For unbeatable souvenirs, consider the gourmet sweets from JOHFREJ C&V chocolate shop: like the hand-hammered metal-plate boxes of pralines (in walnut, almond, or hazelnut), truffles (don’t miss the chili-tinged ones), or enjambres (chocolate and nut clusters; the pine nut variety is obscenely good). If it’s hot chocolate you’re after, though, line up for the churros and hot chocolate at Café San Agustín.

With its innumerable acres of grasslands that are perfect for raising cattle, Argentina is not surprisingly known for top-quality leather goods. Murillo Street, in the Villa Crespo neighborhood, is lined with outlets where you can purchase bags, shoes, jackets, and belts at discount prices. For higher-end leather, however, Palermo boutiques are your best bet. Near Plaza Armenia in Palermo Soho, Humawaca showcases stunningly unique handmade purses and accessories. For men’s shoes, belts, and wallets—all of spectacular quality and sure to make any guy a touch more dapper—stop by Apuesto Hombre in Palermo Hollywood.

Sun Moon Lake is Taiwan‘s largest fresh water lake. When I lived in Nantou County, central Taiwan, I would often ride my scooter to Sun Moon Lake for a bit of fresh air and reflection. One day I drove to the lake and traveled up a hill to the Ci-en Pagoda. Parking my bike, I climbed to the top of the pagoda and gazed out at the misty lake, which seemed magical in that moment. Many legends surround Sun Moon Lake, including the one which says the lake was once inhabited by two dragons. These dragons used the sun and moon as toys, causing the world to fall into darkness. Eventually a young couple came and defeated the dragons, brining light back into the world. Sun Moon Lake is one of the most peaceful places I’ve ever visited.

If “glamping” is glamorous camping, then Autocamp is glamping to the hilt. The resort, tucked into an old-growth redwood grove outside of Guerneville, consists of 23 luxury Airstreams and 10 luxury tents. Accommodations are outfitted with plush beds and linens, stylish light fixtures, and Malin + Goetz bath products; Airstreams also have spa-inspired bathrooms.

Essentially, each tent or trailer feels like its own boutique hotel suite. Everything centers around a midcentury modern–style clubhouse, which has communal spaces, an “adventure concierge” to help coordinate your day’s outings, and a canteen stocked with food and local wines and spirits. The resort is a short walk or bike ride (Autocamp has a fleet of complimentary bicycles) to the Russian River and downtown Guerneville.

There’s a meadow for sunbathing and lawn games, and Wi-Fi throughout the property. Autocamp takes on a relaxed and convivial vibe at night, when guests light their fire pits and socialize over s’mores or beer. Pro tips: If you’re looking for a more secluded experience, request an Airstream or tent toward the outskirts of the compound. Some of the Airstreams are pet-friendly too, for a fee. Be sure to reserve those at least a few months in advance.