6 Days in Sao Paulo State
3 Days in Sampa. Stayed near Moema train station. Very central. Walked to the Ibirapuera Mall, Clinicas, Strip Club, Faria Lima area (during daytime). Super short Short taxi ride to Bomboa & Bahama (night time so didn't walk). Cafe Photo is closed, BTW.
Clinicas & privees are the best feature of the city. Decent prices, great variety, tremendous service. And they are dispersed throughout the city so that you can stop by one after whatever daytime activity you just completed (assuming you have "the map" with all the locations already pinned). BRL 300-400 for an hour in a super clean facility with hot water in the spacious bathrooms. Masajistas have absolutely no limits. In between pops she gave a great massage. Repeated visit to the same clinica 2 days later and selected a different masseuse. After we began I decided to added an extra pair of hands. Masajista #1 (mid 20's Brazilian) would only work with one specific other masajista--a tall all-natural Japanese in her low 30's. Best $150 I ever spent.
Casaro and the club beside it were a lot of fun to drink & laugh and ogle the girls but the expense of pulling one out didn't seem worth it to me compared to the clinicas.
Skipped Scandallo as I had been there on a previous trip and didn't want the loudness. Also its pretty far out of the way from Moema and traffic is ridic. Met another traveler who likes to go there in the afternoon and enjoy the vibe as it gets increasingly more raucous.
3 Days in Guaruja.
90 minutes in an Uber to the beach. USD 40 cost. Rain killed my ability to hike or surf so resorted to their local online service for independents (called 'acompanhantes') to order incall. Pinged three. One never responded until the next day, One responded right away but ghosted after I shared my address. And the 3rd responded after an hour and was only a 10 min way away. She's staying in a house with three other vendors. Paid BRL 400 for 2 hours. Swam in the pool (in the rain) with her in between cups. Super fun, girl next door vibe but, again, had no restriction on what you wanted to do with her. Met her and two her 'roommates' the next day on the beach. Considered bringing all three back to the hotel (they were down for it) but decided to rest up for my return trip home.
Overall Verdict.
Medium. Sao Paulo is way more expensive than Medellin or DR. Also I speak Spanish but not Portuguese and very few spoke much English so it was pretty difficult to communicate the way I could in spanish-speaking Latam. Sampa traffic really makes getting around a drag and I was getting a bunch of cancellations on Uber when I tried to use (although I would eventually get a driver to show up). Guaruja was OK but not explicitly worth a trip (maybe if I had better weather.). Bottom line, if you are in the area for business, you can have a great time. But I would not recommend making a specific trip all the way to Sao Paulo as the return on investment is way lower than Rio or Medellin or Panama.
Sorry to be a bit vague. DM me for more specifics.