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Roam Around Paulista

1
Drop your bags at one of the many affordable hostels in the Paulista district - the most LGBTQ tourist-friendly area in town.
2
Once checked in and settled, go for a walk in the Jardins area or the Frei Caneca street nearby.
3
Get a extremely well-filled Hot-Dog Brazilian style at the the Black Dog eatery or a pastel, a traditional local fried pastry in one of the street stalls around (Try the pizza pastel - it's particularly tasty).
4
For drinks, head to Athenas bar for ice cold beers and cocktails and tapas-like portions. But arrive early as it get super busy from the afternoon happy hour until late. Ask for an outside table, weather permitting.
5
Bella Paulista Bakery close by is open 24 hours and has a good selection for breakfast, lunch or dinner.
6
A good club in the area is 'A Loca' with its themed nights during the week.
7
Once on Paulista Avenue, stop at the MASP 'gap' and head towards the end of the piazza for a view of the city-centre skyline. 
8
Across the road is the Trianon Park, a very good option for a pit-stop and nature, a break from the city hustle. Note that the park closes overnight, and male escorts offer their services in the area.

Other ways to discover Sao Paulo