What in particular? The history of the cigar or at least it's origins from what I recall are a tad hard to pin down given that there aren't too many sources that I can find that are reliable. So I'll do my best with my passing interest in cigars and the one book I've read about the history of cigar production.

But at any rate, by the 16th century with the colonization of America and the Caribbean islands (at least the beginning of it) European empires like Spain and England began to import vast amounts of tobacco. Although tobacco usage in terms of the form of cigars purportedly have originated from the Taino Indians in the Caribbean, it's difficult to trace exactly where the idea of cigars came from. That said, with the proliferation of tobacco in Europe manifested itself in both the custom of rolling cigars or the smoking of the pipe depending on what areas of Europe. But that's the limit of my knowledge unfortunately.

In terms of the popularity of cigars, cigars would start becoming popular in both America and Europe by the 19th century. By the time the Civil War rolled around a large portion of Cigars in the United States were imported from the Caribbean. Although there was a large amount of tobacco grown in the United States in the strain of tobacco known as "Connecticut Leaf" since the late 1700s, it seems that cigar consumption and cigar tobacco came primarily from the Caribbean.

Given that Cuban Cigar Marcas are the ones with the most information I'll talk more about them. In Cuba, by around 1845-1850 investors from Europe including Germany, England, Spain and France began to start their own marcas based in Cuba. Marcas like H. Upmann, Ramon Allones, El Rey Del Mundo, and Partagas. These would be among the first wave of cigar brands in Cuba that began to standardize and mass produce cigars in their own factories. Practices such as packaging with cedar, the use of aluminium tubes, colored lithography on boxes, and many other practices would be utilized to create the current cigar trends today. Later on marcas like Romeo y Julieta would emerge as the cigar industry began to expand through the Civil War and after until the notable peak in production by the 1920s numbering over 7 billion cigars per annum.

The main cigar production hubs by 1920 would still remain in Cuba (notably Havana although tobacco was derived from regions like Vuelta-Abajo) and Tampa, Florida where cigar producers had fled to in the 1870s and 1880s due to the onset of conflicts in Cuba. The popularity of cigars would hold steady through the 1920s and 30s only to wane once the Cuban Revolution would happen. Due to the embargo on Cuba and the general reputation of Cuban cigars, the popularity of cigars began to wane until the late 1980s and 1990s where once again a cigar boom occurred. However this time, the hubs of cigar production were focused mainly in Florida with tobacco acquired not from Cuba, but from places like Nicaragua and Connecticut (which was still a prominent tobacco grower even in the 1800s). This "fourth or fifth" wave of cigar manufacturing would form the basis of today's cigar production in the United States and the world.

That said, there is a lot more to discuss since this is just a brief overview of a subject that spans 300 years and formed large economies over time. So if there are any follow ups I'll do my best to answer since this answer is a little all over the place.

Sources:

El Lector: A History of the Cigar Factory.