The halftime show of 1990 was solid proof that, more often than not, it’s better to keep things simple. This show was anything but that – featuring two completely unrelated themes. One was a homage to New Orleans since the Super Bowl was taking place there, and the other was a tribute to the 40th anniversary of the Peanuts comic strip.
The music was still very good. But the whole bit of snoopy on a steamboat dancing to ‘Where the Saints Go Marching In’, and then ‘Happy Birthday, Charlie Brown’, was just too incoherent to enjoy.
Worst: Blues Brothers, James Brown, ZZ Top, 1997
With a lineup like this, you would imagine it to be one of the best halftime shows ever. However, even though the Godfather of soul himself, James Brown, tried his best, the show was terrible. The year was 1997, and the performers included the Blues Brothers Band (featuring greats John Goodman, Dan Akroyd, and Jim Belushi), ZZ Top, and James Brown.
Unfortunately, Jim couldn’t live up to his brother John Belushi’s talent, and the Blues Brothers' performance ended up being a dud. Afterward, James Brown had to lip-sync his beloved hits, and it was way too obvious. When legendary rock band ZZ Top got on stage, people were no longer interested.
Worst: Be-Bop Bamboozled, 1989
The 1989 Super Bowl halftime show was just plain weird. First of all, it was called “Be-Bop Bamboozled in 3D”, and according to the show producer, Dan Witkowski, it was meant to be an ironic take on 1950s shows.
The audience was asked to wear 3D glasses to see the “world’s largest card trick”, which ended up being just plain confusing. There was also an Elvis Presley impersonator called Elvis Presto and a separate magic trick act. Need we say more?
Worst: Indiana Jones and the Temple of the Forbidden Eye, 1995
Another halftime show that was regarded as one of the strangest, craziest, and worst of all time was the one in 1995. The theme was ‘Indiana Jones and the Temple of the Forbidden Eye’, and the performers were Tony Bennett, Patti LaBelle, Teddy Pendergrass, and the Miami Sound Machine.
All great artists on paper, but the added stunt people, live python snakes, an Indiana Jones impersonator, and lots of skydivers just ended up being way too much. The show producers wanted to go as big as possible and clearly, they went overboard.
Worst: Christina Aguilera, Phil Collins, Enrique Iglesias, Toni Braxton, and Tina Turner, 2000
Being as it was the first halftime show of the new millennium, it should’ve been one of the best. The list of performers certainly was, including Christina Aguilera, Tina Turner, Enrique Iglesias, Phil Collins, and Toni Braxton. What could go wrong, right? Well, everything, apparently.
Since Disney sponsored that year’s show, it was a complete sap-fest. Aguilera and Iglesias sang a cheesy duet, and Phil Collins sang a song from the 'Tarzan’ soundtrack. The producers wanted to make it a fun blend of Broadway and Disney, but it ended up being a total dud.