BY PLANE

Azores Airlines 

Thursday and Sunday : direct flight from Lisbon to Santa Maria island:
Your origin - Via Lisbon (LIS) to Santa Maria island (SMA)

 (2 hours flight)

Daily:
Your origin - Via Lisbon (LIS) to Ponta Delgada (PDL) and,

SATA international also provides flights from Toronto and Boston to Ponta Delgada.
 

BY TRAVEL AGENCY
http://www.micaelense.pt ou http://www.azoresviagens.com