If you looking for a something that could be right up your alley go to Dominican Republic.
From Canada its a quick and cheap flight. Peso to Dollar is about 30-1.
Beer costs like 1-2 bucks.
On the North Coast:
Sports -
Surfing, Kiteboarding, Windsurfing, White Water rafting
Other - Cheap Drugs, Cheap Hookers
Food - International
On the South/East Coast:
Sports -
Epic Diving, windsurfing, deep sea fishing, Sailing
Other - Still cheap drugs and hookers just not as in your face as North
Food - International
I live here on the south so if you have any questions drop me a line.