On May 24, 1994, the Vancouver Canucks beat Toronto 4-3 in double overtime of game 5 to reach the Stanley Cup final, where they faced an original 6 team with a long championship drought that had won a 7-game conference final. It was Toronto's second consecutive loss in the conference final. The Canucks lost in game 7.
On May 24, 2011, the Vancouver Canucks beat San Jose 3-2 in double overtime of game 5 to reach the Stanley Cup final, where they face an original 6 team with a long championship drought that won a 7-game conference final. It was San Jose's second consecutive loss in the conference final.
I predicted Boston to win the Cup back when the playoffs started and I'm not changing that stance despite Vancouver appearing to be far superior. Using the above coincidence, I'll say Boston in 7. Hope I'm wrong though. It should be a great series either way.
Update: Well, it's going 7. So I got that right. I've been watching some of the series and most of the highlights and am stunned at how terrible Vancouver is on the road. I'm guessing the first goal in game 7 wins, and I'm sticking with my original prediction of Boston - think they'll get a flukey on Luongo and destroy the Canucks confidence. But I really really hope I am wrong. Regardless, another game 7 for the Stanley Cup will be unforgettable. Sports is the best.
Final Update: Sadly, I was right. Boston won. The only benefit for me is that I predicted the Bruins to win at the beginning of the playoffs. Of course, I didn't bet on it when I was in Vegas, so it's worth nothing more than pride. Four Canadian teams have now lost in the finals in the last 8 seasons.