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When Berlin was divided, Checkpoint Charlie was the most famous of the border crossings between the eastern and western halves of the city. It was here that Allied soldiers registered before crossing over into the Soviet-controlled sectors. Thanks to its appearances in Cold War thrillers from Bond movies to John Le Carré novels, it has become a symbol of that era in the city’s, and world’s, history. A small museum nearby includes a replica of the guardhouse that once stood here.

Immortalized on celluloid in the film Lost in Translation, the modernist Park Hyatt may have the sexiest cocktail bar in all of Tokyo. The rest of the property—set on the upper floors of the three connecting columns of the 770-foot Shinjuku Park Tower—is just as attractive, with a bamboo garden, swimming pool, and restaurant seated high in the sky. The interiors are the work of Pritzker Prize–winning architect Kenzo Tange and designer John Morford, ornamented with wood, woven abaca, and granite to add warmth to the hotel’s sleek glass surfaces. Starting at just under 600 square feet, guest rooms are practically palatial and include glass knobs that let you control everything from the lights to the curtains right from your bed, as well as walls paneled with rare water elm from Hokkaido, some sourced from trees that were submerged in lakes for up to 2,000 years.

The Edgewater made its mark in Seattle history as the place The Beatles stayed when they came through on tour in 1964. Other rock stars (and those who like to travel like rock stars) have since stayed at the Edgewater, choosing it for its singular location on Pier 67 perched over the waters of Puget Sound. The public spaces make design references to the Pacific Northwest, with natural wood and stone everywhere. Waterfront rooms have sunset views that are nothing short of spectacular, and all the rooms are well-appointed, with gas fireplaces and spa-style bathrooms.

Cavas Wine Lodge is the quintessential romantic retreat. Located on a secluded vineyard in the heart of Mendoza’s wine country, the peaceful property offers 17 very private villas, which appear to have grown organically amid the 55-acre working vineyard. The boutique hotel is named after its 3,000-bottle wine cellar, where the in-house sommelier hosts complimentary wine tastings each evening. There’s also a tranquil spa, delicious restaurant and, during the February through April harvest, an array of exciting activities at the lodge.

The hotel’s dynamic husband-and-wife owners, Cecilia Diaz Chuit and Martin Rigal, personally attend to guests with a warmth that permeates the entire experience. Designed for romantic getaways, each villa has a secluded sun deck with a panoramic view of the snowcapped Andes Mountains, plus a wood-burning fireplace and a private plunge pool.

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.

The Maiden’s Tower, which seemingly floats in the Bosphorus off Asia, is one of the more popular symbols of the city. Once a Byzantine tollbooth and later an Ottoman lighthouse, it’s most famous for a legend involving a princess and a prophecy that she would die from a snakebite. Her father exiled her to the tower in the hope of protecting her but, alas, the prophecy could not be avoided—a snake made its way to the island, either in a bouquet of flowers or a basket of grapes (depending on the version of the tale).

When in Kingston, make time for a stop at Devon House, a grand 1891 Georgian mansion that was built for George Stiebel, Jamaica‘s first non-white millionaire. The lovely upright house and its 11 surrounding acres are now protected as a National Heritage Site, but that doesn’t mean that there’s not fun to be had. The sprawling grounds include shops, restaurants, a bakery, and a popular ice-cream shop, I-Scream. House tours can be arranged, but the grounds, landscaped with stately palms and fountains, are the highlight—it’s a great spot to take a stroll, read, shop, or dine. The mansion and its manicured lawns are also used for weddings and lavish events.

When President John F. Kennedy was shot in Dallas in November 1963, the world was introduced to the Texas School Book Depository building, which became the primary crime scene for the assassination. It was from a sixth-floor window in this brick warehouse that the shots are said to have rung out toward the Grassy Knoll and the motorcade along Dealey Plaza—and it’s that same floor that now houses this excellent museum dedicated to the event and its aftermath. The engaging permanent exhibits focus on everything from the political climate of the era and the actual assassination to the immediate chaos, the investigations, and even the conspiracy theories; you’ll also have the chance to watch and analyze the Zapruder film, and stand at the famous window itself. Rotating temporary installations may showcase topics like artwork inspired by the event, while a library and reading room offer opportunities for a deeper dive.

Despite its size (10 square miles) and population (fewer than 170 permanent residents), Little Cayman enjoys a worldwide reputation among serious divers. The island is renowned for its exceptional underwater visibility and vertigo-inducing walls, especially north-shore Bloody Bay. Dive boats flock to Three Fathom Wall, where bulbous coral heads teeming with fish rise to within 10 feet of the surface. Snorkelers are likely to encounter schools of blue tang and stoplight parrot fish, as well as hawksbill turtles and nurse sharks.

Saline is the most beautiful and the most famous beach in St. Barths. From the shore, you cannot see any building: no fancy bar, no posh restaurant, nothing. Just the wild beach and you. Saline Beach never really gets crowded, as the island is too small to have actual crowds. But it is a true luxury, early morning, to come there for a nice swim. More than once, I’ve been able to be the only one there. This long, beautiful, renowned beach was just mine! It is okay to do nude sunbathing in Saline, but it’s better if you do it on the far sides of the beach. Indeed, the middle part is where the trail arrives from the parking lot and you do not want to make families feel uncomfortable. Even if nobody really cared. Again, early morning, it is just a couple of people here and nobody minds if you swim naked in this pure Caribbean blue water. Vive la liberté ! My tip: Bring a bottle of water if you are planning on staying for long, as there is no store on the beach. Nothing!

In 1911, American star jockey Tod Sloan took a bar in Manhattan, dismantled it, and shipped it to Paris. At the time, American tourists and members of the artistic and literary communities were beginning to visit the City of Light in ever-increasing numbers, and Sloan wanted to capitalize on his fame and make the place a spot where expats would feel at home. Over the years, Harry’s New York Bar has been frequented by a number of famous Americans and international celebrities, including Sinclair Lewis, Ernest Hemingway, Coco Chanel, Jack Dempsey, Rita Hayworth, Humphrey Bogart and the Duke of Windsor. Whether or not you have star status, you can still settle in on a stool with a drink and soak in the history.

Painted by Michelangelo between 1508 and 1512, the frescoes on the Sistine Chapel ceiling are considered some of the finest art ever produced. These religious paintings include nine scenes from the Book of Genesis, of which The Creation of Adam is undoubtedly the most iconic.

The Old Town’s main street, Stradun, also known as Placa, can’t be missed—it’s the biggest and widest of all the thoroughfares, and you will probably walk it several times during your stay here. It’s especially nice in the late afternoon, when the angle of the sun makes the pavement shine and the swallows soar overhead. Continue down to the old port and along the waterfront to the far end. Porporela Pier, built courtesy of the Austrian administration’s rule in Dubrovnik during the 19th century, is today somewhat of a lovers’ rendezvous. After your stroll, the benches along the pier provide a simple relaxing moment to take in the views of Lokrum island and Cavtat in the distance.

Completed in 1916, this Italian-inspired villa on Biscayne Bay was the home of the early 20th-century industrialist James Deering and is now a National Historic Landmark. The house was modeled after historic villas and country estates in the Veneto region of northern Italy. The heart and main living area of the house is the Courtyard, which was originally open to the sky. Diego Suarez, who had worked in Florence, designed the gorgous formal gardens with classic Italianate flair, but modified for the heat and humidity of southern Florida. Thousands of varieties of orchids flourish in the greenhouse, while subtropical trees, palms, and low hedges highlight the lines of the gardens’ layout.

The natives that guide you through Canyon De Chelly are very passionate about their historical heritage: the battles that their people have survived, the ceremonies they live by, and the dwellings that they carved out of the massive cliff sides. The Navajo people had to hide in the mountains, and for extended times they weren’t even able to come down for food or water. The Human Chain is the story of how they created a chain by climbing down each other in the night to bring up baskets of water while their enemy slept. Many survived because of that daring task.