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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.

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.

This club, housed in an old industrial warehouse, does not look unlike a mental ward and, inside, has as many fascinating levels as an Escher drawing. To dance with a sea of the coolest kids in Berlin (and Europe for that matter—it’s a landmark destination for partiers across Europe), stay on the ground floor. For a smaller scene, head to the top floor, which gradually attracts a more queer crowd as the weekend goes on. That’s the other thing: it’s only open from Friday until Monday morning. Wear plain clothes and no smile to get past the doorman. If at first you don’t succeed, come back on Sunday nights when the line is shorter and the bouncers are known to be less prickly.

Like all outdoor markets in Rome, Campo de’ Fiori is a bustling social center where locals push past throngs of tourists to complete their errands. Every morning you can find nonni shopping for produce with their grandchildren, feisty butchers running the day’s orders, and barmen hand-delivering trays of espresso to the vendors. By late afternoon, the market quiets down as vendors head home for the evening, and slowly buskers and musicians make their way to the square. By sunset, Campo once again surges with energy, this time to fuel the nightlife.

Just inland from Ensenada, Baja California exists a wonderland of fine wine, haciendas and Provencal restaurants. There is an energy here that is worth dawning the bullet proof vest and heading a couple hours south of the Mexican boarder to check out the excitement and culinary innovation. In the Valle de Guadalupe wineries and restaurants are redefining where fine wine comes from and what Mexican cuisine can be. The Valle de Guadalupe sits in a valley that warms through the day and is cooled every evening by the onshore flow off the ocean, allowing perfect conditions for grape growing; which has been going on here for over a hundred years. Additionally, the valley is a source of fine olive oil, locally grown herbs and produce, local farms and seafood from the nearby ocean. The best way to experience this culinary movement is to stay at a winery like Adobe Guadalupe or Vinedos Malagon in the heart of the valley. These wineries offer more than just wine tasting and luxury, they offer activities, ranging from horseback riding to cooking classes, deep sea fishing or dirt biking. The best part of it all is you can still fill up on classic Mexican tacos and mariscos when the fine dining and wine becomes too much.

Over the past two centuries, the covered market at Borough, not far from London Bridge, has become one of the country’s most famous foodie spots. From Wednesday to Saturday each week hundreds of traders gather to sell homemade breads, hand-reared pork, artisan chocolate and all manner of ingredients—plus excellent coffee, fresh juices and organic wine. Plentiful samples add to the convivial vibe, and restaurants around the market’s edge provide additional sustenance for longer stops.

Vancouver’s most famous urban space, the thousand-acre Stanley Park, epitomizes everything that locals here love about the outdoors, and visitors have many ways to explore the expansive grounds. Hiking trails weave around totem poles and hemlock trees, while at the beaches, you can swim, people-watch and picnic. Rent a bike or a pair of in-line skates for a scenic ride along the Seawall, or wander through the many gardens where rhododendrons, azaleas and roses bloom.

Once a peninsula connected to mainland St. Thomas, Hassel Island became an island when the Danish government, the colonial power running things in the Virgin Islands at the time, separated the two, the better to improve water circulation through St. Thomas harbor and stop the spread of cholera and malaria. These uncommon beginnings to its status as an “island” are par to the course of Hassel Island’s entire history, though. For a small landmass (135 acres), Hassel has seen more than its fair share of wars, pirates, one rather infamous murder, and various other notable historic events. History buff that I am, of course, I’m fascinated by Hassel Island, especially since it wasn’t until about 10 years ago that any effort was ever made to make its historical treasures accessible to the public! The National Park Service administers Hassel Island these days, so you’ll want to get with them to gain access to the island, as well as info/maps on hiking trails to the various historic points of interest. Active excursions combining kayaking, hiking, and snorkeling in and around Hassel Island can also be arranged via Virgin Islands Ecotours.

Built in 1891, St. Lucia’s most colorful and largest open-air market sits in the heart of its capital. It’s a one-stop-shopping favorite for fruits, vegetables, spices, handmade arts and crafts, and even handwoven beachwear. The produce is definitely the highlight. The stall tables are beautifully set and decorated, while the fragrance of herbs and condiments fills the air, turning it into a multisensory island experience. The market is open daily, 7 a.m.–1 p.m., but the most active morning is Saturday. After shopping, grab a seat at the adjacent annex to sample some local foods—a breakfast bowl of cow-foot soup (the perfect hangover cure) or a Creole fish lunch.

When local restaurateurs Brooks Reitz and Tim Mink shut down Saint Alban, Charleston was distraught. They had something different in mind for the space, however, and replaced their airy, all-day café with a cozy steak house straight out of the 1950s. Much like its predecessor, Little Jack’s has quickly established itself as a neighborhood favorite. It’s open every day from 11 a.m. until late in the evening and serves classic, meat-heavy dishes (steak, sliders, pastrami) alongside seasonal salads. A solid menu of classic cocktails (Harvey Wallbangers, sidecars) rounds out the throwback experience.

One of the most famous sights in Germany, the Cologne Cathedral (known locally as the Kölner Dom) lives up to the hype. Its Gothic exterior, and especially its soaring twin spires, can be seen from all over the city, and its immense interior—measuring a whopping 66,370 square feet—brims with religious and cultural treasures. While its first stone was laid in 1248, the cathedral wasn’t finished until 1880. Today, its highlights include the Altar of the Patron Saints of Cologne by Stefan Lochner, the carved oak choir stalls, and the stained glass windows, which range from 13th-century examples to a more recent (and striking) addition by contemporary artist Gerhard Richter. The real treasure, however, is the Shrine of the Three Kings—an impressive work of medieval gold craftsmanship that’s bigger and grander than any other in Europe. Take it all in, then climb the 533 steps to the viewing platform on the south tower for a look over the city and, on a clear day, out to the Siebengebirge. Also be sure to visit the treasury, which holds artworks made from gold, silver, bronze, and ivory, as well as holy relics and sculptures from the Middle Ages.

There’s a carefree summer camp spirit at Ruschmeyer’s, a boutique retreat in Montauk where a central garden full of hammocks and picnic tables creates a relaxing backdrop. First built in 1952 in a shaded stretch of lakeside woodlands in Montauk, the hotel now features recently renovated rooms inspired by camp cabins with cedar-plank walls, a hammock, and some with an outdoor charcoal grill. Ruschmeyer’s has an appetite for culture, seen in a rotating series of music performances, guest DJs, and artists-in-residence. This is a place to play, and the hotel happily arranges paddle boarding, fishing, and yoga. Start your stay on the central lawn, called the Magic Garden, with a game of ping-pong before drinking and dancing the night away at the hotel’s bar, the Electric Eel.

Semana Santa (Holy Week) in Oaxaca is generally made up of rather somber events. In contrast with other holidays, this is the most serious, much more so than Day of the Dead, which is often celebrated in a lighthearted way. The gravity of the events being commemorated are reflected in the observances that take place during this week. The Friday before Easter, which is the day that commemorates Jesus’ crucifixion, is marked by a silent procession along the main pedestrian street in Oaxaca, Calle Macedonio Alcalá. The procession takes place in the late afternoon, and winds its way through the city streets. Observers are asked to remain silent in order to maintain the solemnity of the event. You will notice that some of the participants in this procession wear the pointed hoods which in the United States are strongly associated with the Ku Klux Klan and seen as a racist symbol. In Mexico, as in Spain where these hoods originated (long before the existence of the Klan), they are seen as a symbol of penitence; they are meant to hide the identity of the wearer so that their participation in the procession is not done for show, but as a personal expression of repentance.

Imagine a scene from Scott F. Fitzgerald’s Great Gatsby where a live jazz band serenades guests as they subliminally move to the rhythm of the music, with hors d’oeuvres in one hand and a vodka martini in the other. Expect a mirrored image of the same vibrant energy and posh ambience of Gatsby’s soirees aboard the Orient Express. Orient Express, the most expensive restaurant in Delhi and voted one the world’s best restaurants, offers a world-class dining experience alongside live jazz bands and fresh food flown in daily from France. The luxurious culinary journey begins in private booths on faux carriages that beautifully mimic the legendary train. The crisp menu offers cuisines of all countries through which the Orient Express traversed, with the classic French fare remaining triumphant. Revel in the seven-course meal, with an appetizer to whet your appetite and the signature dessert to perfect the extravaganza, and of course, succulent sorbet bites in between dishes to neutralize your overwhelmed, yet gratified palate. The individual carriages of the Orient Express are illuminated by gleaming brass fittings, polished wood paneling, and steel facades which not only mesmerize, but promise to fiercely invigorate your senses.

My deep love for macarons is no surprise to anyone that knows me, so it’s no wonder that after trying perhaps the finest ever in Paris, I’d look for a temporary fix in Los Angeles. This quest led to the discovery of Bottega Louie, one of my favorite restaurants in LA now. Nestled on the chaotic corner of Grand Avenue and 7th Street in downtown Los Angeles, Bottega Louie really knows how to enchant, intrigue, and satisfy the palate. Serving mostly Italian fare, it’s one of the best brunch places in L.A. (try the lemon ricotta pancakes) and certainly the best macaron bakery in the area. My absolute favorite is the salted caramel. Nothing beats people-watching on a breezy weekend afternoon with a platter of macarons and champagne!