2026 Cigar Madness

Get your brackets ready, because it’s that time of year again. That’s right, Cigar Madness is back — but this time, with a twist!

This year, we’re pitting our favorite Shade Cigars against the absolute best Maduros around so we can finally settle this age-old debate. Will a smooth and creamy shade cigar claim the top spot? Or will a rich and bold Maduro take the crown? The best part is, you get to decide!

Follow us on Instagram and cast your vote there for your favorite cigars all month long.

Here’s a look at the first round matchups:

The Shade Bracket.

Hoyo de Monterrey Shade vs. Macanudo Café

El Rey del Mundo Shade Grown vs. Perdomo Champagne

Davidoff Grand Cru vs. Cohiba Connecticut

Partagas Cortado vs. Montecristo Classic

The Maduro Bracket. 

La Gloria Cubana Serie R Maduro vs. Punch Diablo

Alec Bradley Chunk Maduro vs. CAO Amazon Basin

La Aroma de Cuba Mi Amor vs. Drew Estate Undercrown Maduro

Camacho Triple Maduro vs. Diesel Vintage Series Maduro

Plus, don’t forget to sign up for Cigar World for more updates, info, and stories about your favorite cigars and cigar brands!