Spent 3 weeks in Cuba in Spring 2015. Was a fantastic trip. Didn't do resorts, just bed and breakfasts all over the country. $25 a night. We had a driver for $40 a day, and he would take us anywhere. The whole country was a lot of fun. Did not find a single pinball machine.
Lived like a king for under $1000 for 3 weeks, that included flights. Cubans love us Canadians.
Planning another trip for next winter. Can't wait!