We use the term, ‘the city that never sleeps’ a lot. But Santiago is a city where the locals dine late into the night, dance until early in the morning and yet effortlessly make it to work that morning. Were we able to keep up with this vivacious way of life? Let’s just say that living this free spirit lifestyle was more of a dare than a leisurely night on the town.

12 P.M. Concha Y Toro

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While a winery tour on this vast estate can take an entire day, the vineyard does cater to those who are more interested in the meat and potatoes of the visit; wine tastings and food pairings. From glasses ranging from $3 to $39 dollars, visitors are led by a sommelier to pair the famous Chilean wines with a variety of finger foods and cheeses. If you’re thinking of buying a couple of bottles for back home, wait until you get back into the city where they can be found for half the price. We do recommend hiring a driver for the day as the vineyard is outside of the city.

5 P.M. The Clinic

Courtesy of: The Clinic

After overindulging on fine wine, cheese and local dishes at the lavish Concha Y Toro estate, make your way back to the city and grab a beer at The Clinic, a bar located in the hip and trendy Bellas Artes borough. Owned and operated by the local satirical newspaper The Clinic, a Chilean version of The Onion, the restaurant by day and bar by night establishment is a popular haunt for local creative thinkers to grab a pint and converse loudly over art, politics and literature. If you feel offended by the photos on the walls, don’t feel shy to ask the bartender for the rough translation.

8 P.M. La Mar

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While vacationing in Santiago you must, at least once, splurge on a professionally prepared seafood feast. La Mar, a Peruvian restaurant owned by famed culinary chef Gastón Acurio, may be known as a hot spot for foreigners to dine but and for good reason. The drinks are strong, the tapas are exquisite and the fresh seafood caught off the coast is used to create perfectly executed mains. If you can, try and reserve a seat on the outside terrace; the bustling nightlife of Santiago is the perfect ambiance for your chic Peruvian meal.

10 P.M. Liguria

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If you weren’t able to reserve a table at La Mar or are itching to sip on Chilean wines you can’t find at home, head on over to bar and restaurant Liguria. Known to spill onto the lively streets at dusk, this bright and quirky bistro serves some of the freshest oysters you will ever eat. If you’re vacationing in Santiago during the red tide, forgo the oysters and split a plate of pork ribs smothered in mustard sauce or Chilean stuffed pork, your stomach and friends will thank you.

12 A.M. Whiskey Blue

Courtesy of: Whiskey Blue

Missing the ambiance of bars at home? American nightlife guru, Rande Gerber has set up shop in Santiago’s W hotel with his first South American nightclub, Whiskey Blue. Marrying high fashion, vanguard design and a rather extensive bar list, Whiskey Blue is the perfect place to cozy up on a purple velour couch with friends, check out the Chilean women at the bar and enjoy a couple of night caps before hitting the streets to find a late night snack.

??? Street Vendors

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Not all street vendors are safe for tourists to eat, but as long as they are able to produce a permit or have one pasted on their carts, the food is most likely fair game. Some popular foods we urge you to try are empanadas (you’ve never had real empanadas until you’ve had them in Chile) or the ever popular sopaipilla, a fried pumpkin pastry smothered in pebre or mustard.