Shania Twain + Elton John + Backstreet Boys = '90s chaos you need to witness.
Winter Break was recorded at the Bayfront Park Amphitheater in Miami, Florida on January 17, 1999, for a crowd of 10,000 people. During the show, Twain received special guests Elton John, the Backstreet Boys and Leahy onstage. The special features scenes of Twain visiting her hometown Timmins, Ontario in between songs. It aired on March 3, 1999 on CBS, attracting ratings of 10.3 points, about 18.7 million viewers.
Production
Bizarre hometown interludes that feel like tourism board fever dreams.
Sound
That Man! I Feel Like A Woman! crowd roar is pure serotonin.
Director
Larry Jordan
Trivia, insights & behind the scenes
This aired exactly two months before 'That Don't Impress Me Much' became Shania's final #1 single from the Come On Over album.
The Leahy cameo represents peak late-'90s Canadian content requirements—CBC energy infiltrating CBS primetime.
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