I go to SA annually for a conference at the convention center over Valentine's day weekend (Feb 12-14) - the two standout places I've made it to in past years are
C.I.G.A.R. (great selection, great employees, great lounge in the back) and the
Cigar Club (big place, great bar, big/decent humi, often live music). This year I hope to make it to Finck and Club Cohiba at the Havana Riverwalk Inn.