Massimiliano "Max" Sirena (born 4 December 1971 in Rimini[1]) is an Italian sailor who has competed in multiple America's Cups.

Sirena sailed with Luna Rossa Challenge in their 2000, 2003 and 2007 Louis Vuitton Cup campaigns as a mid-bowman.

[2] Sirena was the wing mast manager for Oracle Racing when they won the 2010 America's Cup.

[3] Sirena skippered Luna Rossa Challenge in the 2013 Louis Vuitton Cup.

After Luna Rossa withdrew from the 2017 America's Cup, Sirena joined Team New Zealand in a management role.