Everything you need to know when choosing and enjoying your first cigar
The History of Cigars
Cigars have a rich and fascinating history that stretches back centuries. Long before European exploration, indigenous Caribbean communities were already rolling and smoking dried tobacco leaves.
When Christopher Columbus arrived in the New World, his crew encountered this practice and brought tobacco back to Spain. From there, cigar smoking spread across Europe and eventually the world, becoming a symbol of status and refinement.
Cuba soon established itself as the global epicentre of premium cigar production. However, political tensions – most notably the Cuban Missile Crisis – led to a US embargo on Cuban goods. Famously, John F. Kennedy reportedly secured a personal stash of Cuban cigars before the ban took effect.
Another iconic cigar enthusiast was Winston Churchill, whose name is now immortalised in one of the most recognisable cigar sizes.
What Are the Different Types of Cigar?
There are two primary categories of cigars:
Hand Rolled Cigars
- Made entirely from tobacco leaves
- Use long filler for a smoother, more complex smoke
- Include three components: filler, binder and wrapper
- Generally considered premium quality
Machine Made Cigars
- Often use short filler tobacco
- May include additives or preservatives
- Typically offer a more uniform but less complex flavour
Where Tobacco Comes From
The finest cigar tobaccos are grown in:
Each region contributes distinct flavour profiles, from creamy and mild to rich and full-bodied.
How to Find the Perfect First Cigar
If you are new to cigars, start mild to medium. Strong cigars can be overwhelming and may spoil the experience early on.
Key Factors to Consider
- Strength – start light
- Size (Vitola) – smaller cigars are easier for beginners
- Smoking time – shorter formats are more approachable
- Flavour profile – creamy, nutty, or slightly sweet works well initially
Beginner-Friendly Cigars to Try
Here are some excellent starting points:
Montecristo No. 4
Length: 5 1/8″ | Ring Gauge: 42
Profile: Medium
A benchmark Havana with balanced spice and coffee notes.
H. Upmann Half Corona
Length: 3 1/2″ | Ring Gauge: 44
Profile: Light to Medium
Creamy, approachable, and ideal for a shorter smoke.
Mitchellero Robusto
Length: 5″ | Ring Gauge: 50
Profile: Medium
Smooth with chocolate, cedar and gentle spice.
Montecristo Open Junior
Length: 4 3/8″ | Ring Gauge: 38
Profile: Light to Medium
A lighter, quick smoke with delicate flavours.
Inka Secret Blend Red Petit Corona
Length: 5″ | Ring Gauge: 42
Profile: Medium to Full
Sweet, aromatic and slightly more adventurous.
Preparing Your Cigar
How to Cut a Cigar
A proper cut is essential.
- Cut just above the shoulder of the cigar
- Use a guillotine cutter or cigar scissors
- Avoid cutting too deep – this can unravel the wrapper
How to Light a Cigar
Lighting a cigar requires patience:
- Use butane lighters or wooden matches
- Avoid petrol lighters as they affect flavour
- Toast the foot first before drawing
- Rotate the cigar for an even burn
What Is a Cigar Band?
The cigar band was introduced by Gustave Bock to distinguish brands and add a touch of elegance.
- It also prevents staining fingers
- You can leave it on or remove it
- If removing, wait until the cigar warms up to avoid damage
How to Smoke a Cigar Properly
Smoking a cigar is about flavour, not inhalation.
- Do not inhale
- Let smoke rest in your mouth, then exhale
- Take slow, steady draws
- Aim for one puff every 30–60 seconds
- Tap ash gently – do not flick aggressively
Pairing with a drink, such as whisky, can elevate the experience, though this is entirely personal.
How to Store Cigars
Proper storage is critical.
Humidors
- Maintain humidity around 65–72%
- Prevent cigars drying out
- Available from small desktop boxes to large cabinets
Without proper storage, cigars will:
- Lose flavour
- Burn too quickly
- Crack or unravel
Enjoy the Experience
Cigar smoking is not rushed – it is a ritual.
Take your time, choose a comfortable setting, and enjoy the process. Whether it is a quiet evening or a social occasion, the right cigar can elevate the moment into something memorable.