By now you know Caldwell Cigars is a boutique brand that doesn’t take itself too seriously. Founded by Robert Caldwell, the brand made waves by breaking from old-school traditions with creative blends, offbeat branding, and a focus on balance and flavor rather than sheer strength. And nowhere is that more evident than their 22 Minutes to Midnight lines. This quartet of blends delivers something for everyone, offering a smooth Connecticut, a flavorful Habano with a touch of spice, a robust Criollo, and a dark, indulgent maduro. And while these cigars used to go for a pretty penny, we’ve got them at a great deal and we’re passing the savings onto you! So start 2026 off right with up to 69% OFF Caldwell 22 Minutes to Midnight boxes all month long!