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The Rossio railway station was designed between 1886 and 1887 by Portuguese architect José Luís Monteiro. It makes connections with the village of Sintra, and the 2,600-meter tunnel was excavated under the city. It is considered one of 19th-century Portugal’s most important works of engineering. It has a beautiful Neo-Manueline façade, where two intertwined horseshoe portals stand at the entrance, a clock sits in a small turret, and the sculptural decoration is abundant. Inside you can now find a Starbucks, Lisbon Destination Hostel, and a souvenir shop.

Milan is a different city at night, when the inky blue skies and warm orange street lights reflect on the grey facades of the city’s buildings. The architecture- bombastic, monumental and sometimes even modern- is like a page out of Ayn Rand’s The Fountainhead.

One of the largest urban parks in the world, Munich’s English Garden was founded in 1789, when Elector Carl Theodor ordered a public park to be built along the Isar River. Having undergone many alterations over the centuries, it now offers a slew of contemporary leisure activities. Cyclists, joggers, and rollerbladers make use of almost 50 miles of pathways, while less-active visitors head to the Japanese teahouse (opened in 1972) or one of several beer gardens (the one next to the Chinese Tower is Munich’s second largest, with seating for 7,000). Additionally, there’s a man-made lake, soccer fields, a small amphitheater, a carousel, a Greek temple, and even a popular surfing wave on the river. The park’s large meadows are ideal for picnicking, barbecuing, and sunbathing, making the English Garden one of Munich’s most popular hangouts in summer. That said, autumn is also a spectacular time to stroll the grounds and peep all the changing leaves.

One of the five original public squares in Philadelphia planned by William Penn, Rittenhouse Square was originally called Southwest Square and was later renamed after David Rittenhouse, a Philadelphia astronomer, inventor, and clockmaker. Although it is now one of the most popular public spaces in Center City, in the 18th century it served as a livestock pasture and later, brickyards surrounded the square. Not until the 1880s, when the city’s elite began moving into the area, did the park begin to take on its modern-day elegance. High-rise condos and luxury hotels have replaced many of the historic mansions that once surrounded the square. Many of Philly’s finest boutiques, hotels, and restaurants sit nearby, including Parc Restaurant Bistro & Café, a great spot for people watching and celebrity spotting. Rittenhouse Square hosts many events from spring through fall, including: A weekly farmers’ market every Tuesday from 10 am to 1 pm (May through November). The biannual Rittenhouse Square Fine Art Show in the spring and fall. The next art show will be held June 6-8, 2014, when the area in and around the square displays original work by more than 140 artists. This event is the nation’s oldest outdoor original art show.

When the directions to El Huacatay lead you from an unassuming street into an overgrown garden, you may be surprised. When you taste the food here—at what is one of the top gourmet dining rooms in Cuzco and the Sacred Valley—you’ll be equally surprised. Whatever you choose from the menu, you’re unlikely to be disappointed, from the melt-in-your-mouth beef tenderloin to the delicious and fresh valley trout. Share appetizers like the ricotta cheese croquettes with tree-tomato sorbet or the alpaca carpaccio. The drinks are excellent as well, with top marks for the coca sour, made with coca-leaf-infused pisco. Reserve to assure a table in this tiny boîte.

Overlooking a postcard-perfect Venetian street (a former canal, now paved over) in the artistic Dorsoduro district, this 500-year-old merchant’s townhouse has been revamped as the boutique hotel Ca’Pisani. Behind the traditional exterior lies a modern den with clean lines and sharp, geometric forms that’s enhanced by original work from one of Italy’s most notable Futurist artists, Fortunato Depero. Architects Roberto Luigi Canovaro and Pierluigi Pescolderung balanced original design elements—exposed beam ceilings, brickwork—with 1930s touches, including one-of-a-kind inlay door designs and custom masonry and marble work.

Gaze out at the city’s rooftops from the hotel’s roof terrace, or mingle with locals over wine or an espresso at the street-level café. With the Peggy Guggenheim collection and the Gallerie dell’Accademia gallery just a stroll away, you’ll be able to journey from 16^th-century Venice to the 20^th century all in a few famous paintings.

As you approach Mina street, just south of the 20 de Noviembre market in Oaxaca, the smell of chocolate fills the air. There are several chocolate grinding shops along this street. One of the most popular is Chocolate Mayordomo, where you can almost always see cocoa beans being ground to make the Oaxacan chocolate that is frequently consumed here. The shop attendant puts the cocoa beans along with some cinnamon sticks and almonds in the top of the machine and out the bottom comes a thick, rich paste, which he mixes with sugar. This is the very simple process by which Mexican chocolate is made. It creates a somewhat gritty product which is more suited to making hot chocolate than to consuming on its own, but since they’re giving out free samples, you may as well have a few pieces while you decide what kind you want to purchase to take home with you.

Some of the most intriguing cocktails in London can be found at Jason Atherton’s bars in Soho: Social Eating House, Pollen Street Social, and the newly opened Newman Street Tavern. That’s thanks to Gareth Evans, officially crowned the best bartender in the UK in 2013, who likes a drink that will make you smile even as it makes you a bit tipsy. Hence the thermonuclear daiquiri, one of the brightest and most potent drinks on the menu at SEH, which has also become one of the hottest places to drink in London. I also love the Nightwatchman—a drink inspired by the sport of cricket, which comes complete with its own cricket bat-stirrer—and the Cereal Killer, which comes in an old-fashioned milk bottle. You cannot help but have a good time here.

With shops offering enough pumps, boots, spike heels, designer clothes, cosmetics, suitcases and specialty foods to satisfy the fussiest shopper, Leidsestraat attracts droves of tourists, locals and fashionistas. Whether you’re searching for high style, camp shoes, Dutch cheese or soft drugs, you’re likely to find what you’re looking for in the boutiques, high-end department stores, specialty shops and coffeeshops on this busy passenger byway and the small streets shooting off from it. Running from Koningsplein to Leidseplein, Leidsestraat continues the shopping adventure where Kalverstraat (Amsterdam‘s other pedestrian shopping street) leaves off. Walking south, you’ll know you’ve reached it when you come to the flower stands at the Bloemenmarkt. Popular draws include Sissy Boy, Replay, Abercrombie & Fitch, Metz & Co., Cora Kemperman, V & D, Eicholtz and a Henri Willig Cheese & More shop. As you approach Leideseplein, one of Amsterdam’s entertainment squares, more souvenir shops, fast food options and money changing outlets appear. Watch out for trams running down the center of the pedestrian byway!

Most people don’t think of Warmoesstraat when they plan a shopping spree in Amsterdam. But if your gift lists and desires include dildos, vibrators, S + M toys, porn CDs or kinky leather, it’s where you’ll want to head. As a hub for the city’s leather and LGBT scene, the cobbled street is lined with shops, bars and clubs catering to a gay and kinky crowd. Even if you’re straight, you might find pleasure at Nana, self-described as “the most vibrating shop in town.” Get your groove on with the store’s OmiBod toys that vibrate with your iPod playlist. If nothing but a gay boy will do, search for Mr. Right at Warehouse, The Eagle, Argos or Dirty Dicks, all conveniently lined up on this colorful street off the Red Light District. When hunger hits, head for Getto, where you can saunter through the disco lounge before finding a seat in the dining room, decorated with a chalkboard menu and funky posters. Fuel up on drag queen-inspired burgers and cocktails before heading out to get your kinky on at BoB, MrB and other options for erotic-ware and adult toys. If you’re really into the scene, plan your shopping spree for Leather Pride Amsterdam, held annually on the first weekend of November, when Warmoesstraat becomes the street where some of the town’s most brazen gays come to see and be seen.

The qi pao dress, also known as a cheong sam, is a long, form-fitting Chinese gown that became popular in 1920s Shanghai. New Age Designer on Mott Street in Chinatown sells off-the-rack dresses as well as custom dresses for weddings and parties. Founded in 1976 by Susan Ding, New Age Designer uses a team of Shanghai tailors to create the famous silk dresses with the dramatic high-cut openings. The store also sells ladies shirts and jackets, clothing for men and children, and items for the home (pillowcases, fabrics, curtains). Browse through racks of Chinese silk and brocade in a vibrant array of colors and beading to create a dress that is guaranteed to fit you perfectly. I should know - I changed into a custom red cheong sam at my wedding. Custom dresses take six weeks for delivery and start at $350. Hand-beaded dresses start at $600. 38 Mott Street, New York, NY

Lincoln Road is a pedestrians-only boulevard in the heart of South Beach and one of the most popular places to visit in the area. Lined with shops and restaurants in historic Art Deco buildings and shaded by tall trees and fountains, Lincoln Road Mall has some of the best people-watching in Miami. Every restaurant has outdoor seating, and there are street performers and a farmers’ market that showcases the local community, farms, and purveyors. Visitors come from all around the world, so grab a cortadito and take it all in.

A detour to the centrally located yet way-off-the-tourist-track neighborhood known as Buenavista leads to one of Mexico City’s most dazzling 21st-century landmarks, the Biblioteca Vasconcelos, a gorgeous public library. The structure, by Alberto Kalach and Juan Palomar, has the public entering a pyramid-style form, on an almost subterranean level, that opens up, cathedral-like, into a soaring space lined on either side by cantilevered book stacks that float nobly above it all. Dramatic artworks contribute to the overall temple-of-knowledge feeling that is, in fact, quite moving. More beautiful yet could be just how busy the library is, filled with eager students and bookworm families alongside (no joke) groups of teens always practicing pop-music dance routines in the library’s lateral gardens.

A multipurpose contemporary art center that opened in November 2011 in the Ottoman Bank building, Salt has a library with thousands of shelves of art publications—the most important, impressive collection in the city.—Sylvia Kouvali

Old San Juan offers historically and culturally significant experiences including a walk through 500-year-old forts, visits to UNESCO sites, historic churches, museums, the second oldest cathedral in the Americas and Ponce de Leon’s mansion. Cobblestone streets and pastel buildings are perfect for exploration during the day and variety of restaurants and shops make for a complementary evening.