I believe you mean the Ottawa *Senators*, since there was never an NHL team called the Senders.
Regardless, the modern Sens haven't ever won one.
2006
No, he did not win the Stanley Cup.
2009
Peter Forsburg won the Stanley Cup in 1996 and 2001 with the Colorado Avalanche.
5 years
1970 and 1972.
1991, 1992, 2009
1980,1981,1982,1983.
The Penguins did not win the Stanley Cup in the 80's.
The New York Islanders are an American ice hockey team who have won the Stanley Cup on four consecutive ocassions. Their Stanley Cup wins began in 1980 and finished in 1984.
1991, 1992, 2009
2012 and 2014