Are there any deals on airfare from Sao Paulo to Itacare?

No. Domestic Brazil flights are expensive when purchased in the US. If you buy Sao Paulo ? Ilheus in Brazil, you can get it for about US$ 300 round trip (promotional rate). Flying from Salvador is the cheapest. The best deal is to use frequent flyer miles for the Sao Paulo to Ilheus portion(on American, United, whoever has a partnership with a Brazilian airline). . The hard part is booking the reservation, the reservations agents outside Brazil cannot figure out the rules and how to set up the reservation. It is best just to make the long distance call to the airlines Brazilian offices (the agents speak English) to make your initial reservation. Then you can make all your followup calls, and do your ticketing, with the US agents.  more