At first, a weekend might not seem enough to do justice to São Paulo, South America’s largest city. It’s not just its size that’s impressive; Sampa (as it’s known to its friends) boasts a plethora of superlatives, from the world’s biggest Pride parade to the greatest collection of museums on the continent, as well as what might be the finest pizza outside of Italy and the best sushi outside of Japan.
All these reasons are passionately proclaimed from the rooftop bars by Paulistanos (arguably the world’s proudest citizens) when explaining why their city surpasses that other marvelous city to the northeast. Nevertheless, do not be intimidated by this big, brash metropolis; with a few wise choices, you can optimize your time and experience the perfect weekend in São Paulo.
Saturday
Morning
Fit for a pope (just ask Benedict XVI who stayed here during his state visit), Mosteiro São Bento offers quite a sight to awaken tired eyes. A church has been established on this site almost since the first city founders arrived to seek their fortunes way back in 1598. After taking in the stunning murals and sumptuous stained glass windows, enjoy a coffee and a pastry for breakfast, freshly baked by the resident monks.
Next, head to Farol Santander, another of São Paulo’s iconic buildings. If it looks familiar, it is likely because this early art-deco skyscraper and former bank was modeled on New York’s Empire State Building. Although the initial exhibits might seem staid (historical portraits of bank governors, anyone?), they significantly improve as you ascend the building. You will discover impressive contemporary art spaces and fascinating photography exhibitions documenting the city’s meteoric rise, culminating in a sweeping panorama from the viewing platform.
Afternoon
As lunchtime approaches, it’s time to explore Sampa’s gastronomic reputation at the Mercado Municipal. With its glittering columns and endless stalls adorned with colorful fruits you may have never seen before, this covered market is a true temple for gourmands.
However, don’t rush your food choices; leisurely meandering along the aisles while free samples of global cuisine are offered is a delight. For an authentic experience, we recommend grabbing a soft mortadella ham sandwich from Hocca Bar and washing it down with a refreshing Brahma beer.
Fully satisfied and with your tour tickets in hand, make your way to Theatro Municipal, the jewel in São Paulo’s cultural crown. Exploring the various architectural styles of this golden-hued theatre may even inspire a spontaneous decision to catch a show.
Evening
Consider planning your next moves at the Bar da Dona Onça, located in the shadow of the striking Edifício Copan, once deemed the coolest building in Latin America. With a caipirinha in hand, this spot allows you to appreciate Oscar Niemeyer’s curvy modernist triumph up close.
Next, hail a taxi to the Pinheiros bairro, a fantastic area to sample São Paulo’s renowned nightlife. Satiate your hunger at Braz Elettrica, where you can find delicious, budget-friendly thin-crust pizza paulista by the slice, setting the stage for a night of bar-hopping.
There are numerous boteco (traditional bar) options in Pinheiros, but enthusiasts of craft beer will enjoy some of Brazil’s best microbrews at Ambar, while No Name attracts a more sophisticated crowd of locals. If you’re ready for a lively night, consider visiting Love Story, where you can dance until dawn, mingling with the local Paulista crowd.
Sunday
Morning
Catch the metro to scenic Rua Oscar Freire, São Paulo’s answer to Fifth Avenue, for some window-shopping at luxury boutiques. This area is home to an array of excellent cafes to kickstart your day; we recommend Santo Grão for some outstanding, authentic coffee.
Next, head to iconic Avenida Paulista, the most important thoroughfare in São Paulo. Sundays present a wonderful opportunity for exploration, as the avenue is closed to traffic, becoming a haven for pedestrians, dog walkers, and the occasional samba school erupting into a spontaneous roda de samba jam session.
You could easily spend hours gazing at the skyscrapers overhead; however, don’t forget to look down to capture the diverse sights at street level. The historic villa Casa das Rosas competes for your attention alongside modern attractions like the newly opened Japan House, while vibrant street murals by artist Kobra brighten the surroundings.
Afternoon
Pavement pounding makes for a hearty appetite, so retrace your steps towards SESC Paulista, another newcomer to Avenida Paulista situated in a fantastic building filled with libraries, art spaces, and sports complexes. The cafe at the top offers a great spot for a quick bite paired with stunning views.
Art lovers should then head to MASP, the premier art museum in Latin America. Works by Brazilian masters, including Di Cavalcanti and De Almeida Júnior, are featured alongside an impressive Western collection, and you will find an array of world-class rotating exhibitions that are worth your time.
For a unique twist, seek out Batman-themed street art in Vila Madalena, where you’ll discover a network of alleys adorned with graffiti dedicated to the Cape Crusader and other heroes (Tudo bem, Pelé?). Beco do Batman’s urban artwork changes every few months, ensuring that no two visits are the same. Plus, the colorful graffiti offers fantastic Instagram opportunities while providing a glimpse into this truly bohemian bairro.
Evening
Any self-respecting Paulista will urge you not to leave the city without tasting its exceptional Japanese cuisine. Fortunately, nearby Izakaya Matsu is an excellent choice for indulging in mouthwatering tonkatsu, slurping down delicious noodles, and savoring fiery sake.
Your weekend may be drawing to a close, yet don’t despair; there’s still time for a final round of beers to toast São Paulo. Join the locals at boteco São Cristóvão, grab a cold cerveja, and begin planning your next trip to this incredible city.
