The Top 5 Most Famous Cigar Smokers

The Top 5 Most Famous Cigar Smokers

In the world of cigars, there are a few names that stand out above the rest. These are the smokers who have made a name for themselves by enjoying premium cigars and sharing their love of them with the world. Here is a look at five of the most famous cigar smokers of all time.

The Top 5 Most Famous Cigar Smokers
The Top 5 Most Famous Cigar Smokers

Cigar smoking is a popular pastime, and while many people enjoy cigars, there are a select few who are considered the most famous cigar smokers. Whether they are politicians, entertainers or athletes, these individuals have all been associated with cigar smoking at some point in their lives. Here is a look at the top five most famous cigar smokers.

1. Winston Churchill

Winston Churchill was one of the most recognizable political figures of the 20th century, thanks in large part to his trademark cigars. Churchill first developed a taste for cigars while serving as a young military officer in Cuba in 1895. As he rose through the ranks of British politics, he began using cigars as a deliberate part of his public image.

He was rarely seen without one during his time as Prime Minister, whether he was posing for photos outside 10 Downing Street or chairing a cabinet meeting. Churchill famously proclaimed that “I drink a great deal. I sleep a little, and I smoke cigar after cigar. That is why I am in excellent health.” Thanks to his love of cigars, Winston Churchill remains one of the most iconic smokers in history.

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Sir Winston Churchill is one of the most celebrated cigar aficionados in history. The cigar brand most closely associated with Churchill is the Havana based company Romeo Y Julieta, whose most famous and popular cigar is still named after him. The Romeo Y Julieta Churchill comes in a short and a wide variation, as well as its classic form, and is known for its balanced and aromatic blend of selected leaves from the Vuelta Abajo region.

Today, Romeo Y Julieta cigars are enjoyed by cigar lovers all over the world, and the Churchill remains one of the most popular choices. If you’re looking for a truly classic smoking experience, reach for a Romeo Y Julieta Churchill.

2. Fidel Castro

Cuba’s enigmatic revolutionary leader was an avid smoker of cigars, of course one of his homeland’s biggest exports. Even though he eventually gave up his 44 year long habit, Castro’s passion for cigars never left him. Long after he quit, he spoke about how he still dreamed about smoking cigars while he slept at night.

While it is true that Fidel Castro enjoyed smoking cigars, it is important to note that he eventually gave up the habit. After 44 years of smoking cigars, Castro decided to quit the habit. However, even though he no longer smoked cigars, the passion for them never left him. In fact, long after quitting, Fidel Castro spoke about how he would often dream about smoking cigars at night.

It is clear that Fidel Castro had a deep love for cigars. Even though he eventually gave up smoking them, the passion for cigars never left him. His story serves as a reminder that it is never too late to quit smoking, and that the passion for cigars can live on even after someone has given up the habit.

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Fidel Castro is one of the most iconic figures in Cuban history, and his cigars have become synonymous with his image. As leader of Cuba, he frequently gave cigars to foreign officials and diplomats as gifts, and his love of cigars was so well-known that the CIA even attempted to assassinate him using an exploding cigar.

However, even before he became a household name, Castro was often spotted smoking his favourite variety of Cuban cigar, the Cohiba Corona Especiales. This particular brand of cigar is made with two types of filler leaves, the seco and ligero, which undergo a third fermentation in barrels. This gives the Cohiba Corona Especiales its distinctive silkiness, and it’s no wonder that Fidel Castro loved smoking them so much.

3. John F. Kennedy

Although the embargo prevented Kennedy from enjoying his beloved Cuban cigars in public, he continued to smoke them in private. In 1963, shortly before his assassination, he is said to have told Salinger: “I want to be sure that history does not record that I was the last President who smoked cigars.”

Interestingly, after Kennedy’s death, it was revealed that Fidel Castro had also been a fan of the late President’s favourite brand. In fact, when Castro was presented with a box of H. Upmann Petit Upmanns by Kennedy’s brother Robert during a visit to Cuba in 1976, he is said to have declared: “These are the cigars that John F. Kennedy loved so much.”

It seems that, despite their differences, the two men shared a passion for cigars that transcended politics.

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If you’re a fan of cigars, there’s a good chance you’ve heard of H. Upmann. This Cuban brand is one of the most popular in the world, and it’s the preferred choice of many cigar aficionados.

But did you know that H. Upmann also has a special place in history? President John F. Kennedy was a big fan of the brand, and he even had his own private collection of H. Upmann cigars.

Unfortunately, Kennedy was assassinated before he could enjoy his cigars, but you can still smoke the same brand that he loved today. If you’re looking for a light to medium-flavored cigar, H. Upmann is definitely worth trying. Who knows, you might just end up making it your new favorite brand.

4. Michael Jordan

Michael Jordan is one of the most popular basketball players in history. He is also known for his love of cigars. In fact, he has been spotted smoking cigars on the bus during his successful stints with the Chicago Bulls from 1984 to 1993 and from 1995 to 1999. In the documentary The Last Dance, it was revealed that Jordan would frequently smoke up to 5 cigars a day. His Bulls teammate John Salley once joked that “Michael Jordan smokes more cigars than any human being I know.”

Jordan’s love of cigars has led him to become involved in the cigar industry. He has endorsement deals with cigar brands such as Macanudo and Cohiba. He even has his own line of cigars called MJ’s.

So, if you’re a fan of Michael Jordan and cigars, then you’re in luck! You can enjoy your favorite pastime while supporting your favorite basketball player.

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Cigars have long been associated with luxury and status, and there are few people who embody this more than basketball legend Michael Jordan. Throughout his career, Jordan was often seen enjoying a cigar on the court, in the locker room, or during post-game interviews.

Jordan’s preferred cigars are two of Cuba’s most famous. On a number of occasions he has been seen smoking the glamorous Montecristo No. 2, which is one of the most recognisable cigars in the world. It’s also a favourite among other celebrity cigar smokers such as Jay Z and Jack Nicholson. Alongside the Montecristo, Jordan has also expressed his fondness for Cohiba cigars, another Cuban brand that is renowned for its quality and flavor.

While Jordan’s cigar smoking might have been seen as casual and relaxed, he actually takes his cigars very seriously. He is a member of the exclusive “Cigar Aficionado” club, and in 2006 he even opened his own cigar lounge in Chicago, called “The Humidor”.

Michael Jordan is one of the most famous athletes in the world, and his love of cigars has helped to make them even more popular. For anyone looking to enjoy a cigar like Jordan, these Cuban brands are a good place to start.

5. Sylvester Stallone

Sylvester Stallone is one of the most iconic action movie stars in the world. He is best known for his roles in the Rocky and Expendables franchises, where he has played some of the toughest characters around. But behind the tough guy exterior is a man who loves nothing more than a good cigar.

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Stallone is a long-time fan of cigars, and often enjoys smoking them on his downtime between takes on movie sets. He has even been known to smoke cigars while working out, showing that they are an important part of his lifestyle.

While Stallone’s taste in cigars has evolved over the years, he still loves a good Cuban cigar. He has said that there is nothing like smoking a Cuban cigar, and that they are the best in the world.

If you are looking for a cigar that Stallone would approve of, then look no further than the Cuban cigars from Cohiba. These cigars are some of the finest in the world, and will definitely give you a taste of luxury.

Sylvester Stallone is one of the most well-known cigar smokers in the world. The Hollywood star has been photographed enjoying a smoke on many occasions, and has even been seen smoking cigars in some of his movies.

While Stallone enjoys cigars from all over the world, he is particularly fond of Dominican cigars. The Dominican Republic is home to some of the finest cigar manufacturers in the world, and produces some of the most flavoursome and aromatic cigars available.

One of Stallone’s favourite Dominican cigars is the Arturo Fuente Don Carlos cigar. This premium smoke is made using only the finest hand-selected vintage tobaccos, which give it a rich and full flavour. If you’re looking to enjoy a smoke like Stallone, then the Arturo Fuente Don Carlos cigar is the perfect choice.


Now that you know a little more about the different types of cigar cutters, it’s time to put that knowledge into action! If you’re looking for a great smoking experience, be sure to use the right type of cutter for your cigar. And, if you need help finding the perfect cutter for your needs, our team at [name of company] is always happy to assist. Contact us today for all your cigar needs – we’re here to help you enjoy a great smoke!

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Read more: Best Cigar Humidor Reviews


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