ELLE Canada editor-in-chief Noreen Flanagan on where to shop, drink and hang out in up-and-coming fashion capital São Paulo, Brazil.

Discover the uptown scene in São Paulo:

The shops

In the city’s Jardins district, the well-heeled set get their ritzy retail fix on Rua Oscar Freire. Billed as the eighth most luxurious street in the world, this leafy avenue is home to international labels as well as Brazil’s top designers, such as Maria Bonita, Huis Clos, Osklen and Alexandre Herchcovitch.

For shoes, go cheap ’n’ chic with a pair of plastic Vivienne Westwood Mary Janes from Melissa or flip-flops from Havaianas.

At Adriana Barra, the on-site chef serves watermelon coolers and fresh pão de queijo (cheese rolls) while you browse through the quirky creative den. The designer is known for her vivid boho prints, dresses and decor.

Smart drinks

The Baretto Bar at the understated Fasano draws a discreet crowd attracted to its stylish Mad Men vibe and live bossa nova.

Culture moment

The Lina Bo Bardi-designed Art Museum of São Paulo is a must-stop for fans of Brazilian architecture. The brutalist-style concrete-and-glass box building is suspended in the air by four red pillars.

Discover São Paulo’s hipster haven:

The shops Leave the elite Jardins—with its concrete skyscrapers and jet-set helicopter landing pads—and head to Vila Madalena, São Paulo’s bohemian neighbourhood.

Ronaldo Fraga is one of the first well-known designers to move into an area famous for its quirky boutiques, decor shops and open markets.

Farm is the trendsetter hot spot with its flirty, “notice me” beachwear.

Antes de Paris has minimal, biomorphic designs for the intellectual fashionista.

Maria Andrade offers a colourful counterpoint with its whimsical cotton handbags.

Smart drinks

By day, get your chocolate fix at O Melhor Bolo De Chocolate Do Mundo.

At night, Vila Madalena gets into its samba and bossa nova groove at Grazie A Dio.

The bobo boteco Bar Filial is the de rigueur latenight destination for chopp (draft beer) and croquetes de carne seca.

Culture moment

Graffiti is an artistic and poetic act—not a form of vandalism—in São Paulo. The narrow, twisting alleyways of Vila Madalena are street artists’ canvas of choice.

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