We're honoring the magazine's 25th anniversary not with something silver, but instead through a special contest with a grand prize: a mystery box of well-aged cigars straight from the personal collection of Marvin R. Shanken, editor and publisher of Cigar Aficionado.

Here's how it works: The March Madness-style tournament bracket below revisits 64 of our most memorable celebrity covers. Between now and December 10, the covers will face off against one another in a series of six rounds. In each round, readers visit this page to vote on the cover that they prefer, with the winning cover in each matchup advancing to the next round. In the end, one cover will rule them all and be crowned the champion.

So how do you get in on the action for a chance to win the box of vintage cigars? You vote! And vote often! Each round that you participate in boosts your odds of winning the grand prize.

The bracket runs from October 9 until December 10. On December 11, the winner will be revealed.