The Ultimate Guide To Buying Cigars

There’s something timeless about a cigar. It’s not just a roll of tobacco—it’s a statement. It says, “I’ve made it” (even if you haven’t), “I appreciate the finer things” (even if your fridge is empty), and “I’m here to relax, not rush.” But walking into a humidor for the first time without a clue is like stepping into a jazz bar without knowing who Miles Davis is. You might nod along, but deep down, you’re lost.

Don’t worry, we’ve got your back. Welcome to the Ultimate Guide To Buying Cigars—where we break down the smoke without blowing smoke.

A Quick Puff Through History

Cigars date back to the days when the New World wasn’t even on maps. The Mayans were puffing away on bundles of tobacco wrapped in palm or plantain leaves long before Columbus showed up. When ol’ Chris made it to the Caribbean in 1492, his crew noticed the locals enjoying tobacco like it was the nectar of the gods. Fast forward a few centuries, and cigars became the calling card of power players, thinkers, and debonair icons around the globe.

The golden age? That’d be the 19th and early 20th centuries. Think gentlemen’s clubs, smoky parlors, and poker tables. Even wars were interrupted for a decent smoke break.

Celebs Who Lit Up in Style

Some folks just own the cigar look. Here are a few icons who knew how to puff in style:

• Winston Churchill – The bulldog with a stogie. The man literally had a size of cigar named after him.

• Arnold Schwarzenegger – The Governator treats cigars like a food group. He even has a custom-built cigar lounge.

• Al Pacino – His characters (and sometimes he himself) brought cigars to the silver screen with menacing cool.

• Jack Nicholson – He once said, “With cigars, I’ve been lucky.” Honestly, same, Jack.

• Fidel Castro – Political opinions aside, the man was a walking cigar poster.

• Michael Jordan – Because if His Airness approves, it’s game on.

Cigar Basics: What You’re Actually Buying

If cigars confuse you, you’re not alone. There’s a lot to learn, but here are the essentials:

• Wrapper: This is the outer leaf, and yes, it’s that important. It affects both flavor and appearance. Common types: Connecticut (mild), Maduro (sweet and dark), and Habano (spicy).

• Binder and Filler: These are the guts. The binder holds the filler tobacco together, and the filler is where the magic happens. The blend determines flavor, strength, and burn.

• Strength: Mild, medium, or full-bodied. If you’re new, start with something mild and work your way up like a gentleman learning his whiskey.

• 
  

What to Look for When Buying

1. Check the Construction – Gently roll the cigar between your fingers. It should be firm and evenly packed. If it feels lumpy or has soft spots, put it down like it just told a bad joke.

2. Smell Before You Buy – A pre-lit cigar should smell rich and inviting. If it doesn’t smell like something you’d want to taste, it probably won’t get better with fire.

3. Stick to Reputable Brands – For beginners, try classics like Arturo Fuente, Romeo y Julieta, Montecristo, or Padron. These brands have earned their rep and won’t steer you wrong.

4. Buy from a Humidor – Cigars need humidity like you need that Sunday morning coffee. A good cigar shop will have a walk-in humidor, not a dusty shelf.

Final Puff of Wisdom

Cigars are about savoring the moment. Whether you’re celebrating a new job, a kid, a good round of golf, or just Tuesday evening, a good cigar elevates the occasion. Start slow, ask questions, and never be afraid to look like a newbie. Every cigar aficionado was once the guy standing in a haze asking, “What’s a Maduro?”

So light up, lean back, and let the world slow down a little. You’ve earned it, even if you haven’t quite figured out what you’ve earned yet.