History of the Key West Cigar Industry
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The History of the Key West Cigar Industry and the Beautiful Art of the Cigar Labels
Even if you are not a smoker or a fan of cigars, the history and art is fascinating.
(Photo courtesy of the DeWolfe and Wood Collection from Florida Keys-Public Libraries photostream. Key West Cigars, Cuban Make, cigar box label design copyright 1898 by Schmidt & Company, New York.)
Contents at a Glance
History of the Key West Cigar Industry
From Cuba to Key West to Ybor City
Vincente Ybor started a cigar factory in Key West in 1869. By 1880, Key West was considered the cigar capital of the world, shipping over 62 million cigars annually. By 1885, there were reportedly 86 cigar factories, some with hundreds of workers.
The tobacco leaves were imported from Cuba and hand rolled in Key West. The process cut the cost of Cuban cigars by about one third as the tobacco leaf was not taxed as were finished cigars. The "Clear Havanas" got their name from the fact that they were not taxed.
In 1885, major union strikes caused Vincente Ybor and other producers to move their operations to Tampa. A fire that swept through Key West in 1886 left only one manufacturer standing. Although the number of factories grew to 130 by 1890, by 1900 only 44 remained. Many companies rebuilt only to be decimated by hurricanes in 1909 and again in 1910. By the early 1900s, Tampa took over as the cigar capital of the world.
Then the cigar industry started making machine made cigars that could be sold for a nickel, and the Great Depression hit. The expensive Cuban cigar couldn't compete. The heyday was over.
In 1960, President Kennedy imposed an economic embargo on trade with Cuba, and Cuban cigars became illegal to purchase by Americans.
In 1963, The Original Key West Cigar Factory was opened by Eleanor Walsh in Pirate's Alley. The company flourished until 2002 when it was devastated by fire. In 2006, two cigar enthusiasts, Dave Uhlman and Stan Hirschman, arranged to buy the equipment and left over inventory and reopened the company.
(Photo courtesy of the Florida Memory Project, State Archives of Florida. Rex Shaw hand rolling cigars at his store on Fleming Street in Key West.)
Photos of Some of the Key West Cigar Factories and Workers
Havana-American Cigar factory, Key West. Courtesy of the State Archives of Florida
The Beautiful Art of the Key West Cigar Labels
International Key West cigar box label. From the DeWolfe and Wood Collection, Courtesy of Florida Keys - Public Libraries
Our Standard Key West Brand Cigar Box Label
Books about Cigar Label Art
Websites about Key West cigars and history
- HISTORY OF KEY WEST By Jerry Wilkinson
- Nice summary of the history of Key West, including a section on the cigar industry.
- The Long and Rich History of the Original Key West Cigar Factory
- Article on the history of the Original Key West Cigar Factory
- Cigar Walkin' in Old Key West
- A traveloque of cigar shops in Key West
- A Key to History by Ann Boese
- Wonderful article on the cigar history in Key West, the Cayo Hueso y Habana museum, and attempts being made to preserve that history.
- Cigar
- Wikipedia article on cigars and cigar making
- Key West Cigar Box Labels
- Nice blog on Key West cigar box labels with illustrations.
- Florida Cigars: Artistry, Labor, and Politics in Florida's Oldest Industry
- The Florida Memory Project's article on Florida cigar history.
Key West Perfectos Brand Cigar Inner Box Label
Books on Cigars
It's illegal for American citizens to purchase Cuban cigars
- Cuban Cigars - Why Cuban Cigars Are Illegal in the U.S.
- Details the history of the embargo.
- United States embargo against Cuba
- Wikipedia article about the Cuban Democracy Act.
- Cuban cigar prices may double when US Embargo is lifted
- 2008 article speculating on the lifting of the ban.
Key West Superiores Brand Cigar Box Label
Key West cigar items on ebay
Do you smoke cigars?
Key West Brand Cigar Box Label, Christopher Columbus

Key West Brand...
Buy This at Allposters.com
Cigars and related items
Bill "Tiny" Pearson, a Key West native and old high school friend of mine graciously allowed me to use some of his photos of cigar labels from his collection. He also collects old coins from Spanish galleons, mainly the Atocha. Visit his website for more fascinating information on the coins and history of the Atocha.
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To see all my articles about Key West as well as other information on the island, please visit my article, All About Key West.
Would love to hear your comments on my article on the cigar industry in Key West
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Kimbesa
May 19, 2012 @ 11:51 pm | delete
- This is awesome...thanks! Love this kind of local history stuff. I've only been to Key West once, but I'd love to go back!
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getmoreinfo
May 19, 2012 @ 2:07 pm | delete
- It is an interesting history about the cigar and my favorite are the collectible cigar boxes, I know of a few cigar bars that people like to go to and lounge at. It is pretty popular social activity.
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WorldVisionary3
May 19, 2012 @ 11:12 am | delete
- Very interesting information! Thanks for creating this unique lens.
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scarlettohairy Apr 8, 2012 @ 2:21 am | delete
- I love the art! Gorgeous!!
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KellydeBorda
Apr 7, 2012 @ 11:29 pm | delete
- This is a beautiful lens - the old cigar boxes were lovely. My grandfather ran a bar up on the east coast of Florida, and sold cigars there; he would save all the pretty boxes and bring them home for me to play with. If only I'd known enough to save them, unfortunately most of them ended up as Barbie furniture!
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boutiqueshops Apr 7, 2012 @ 11:23 pm | delete
- I absolutely love history and you've done a wonderful job on the story of the cigar industry's history in Key West. Blessed, pinned and shared!
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survivoryea
Feb 14, 2012 @ 7:49 pm | delete
- Interesting! Would love to get to Key West someday!
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AlleyCatLane
Feb 14, 2012 @ 7:58 pm | delete
- Hope you do. Thanks for the thumb's up.
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joycetmann
Jan 29, 2012 @ 6:06 pm | delete
- Fascinating, though I am not a smoker. I would love to visit Key West.
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AlleyCatLane
Jan 29, 2012 @ 6:47 pm | delete
- Thanks for stopping by and leaving a thumb's up. Hope you make it to Key West some day.
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Index
Click on any item and jump back to that section in the article
- History of the Key West Cigar Industry
- Photos of Some of the Key West Cigar Factories and Workers
- The Beautiful Art of the Key West Cigar Labels
- Our Standard Key West Brand Cigar Box Label
- Books about Cigar Label Art
- Websites about Key West cigars and history
- Hand rolling cigars
- Key West Perfectos Brand Cigar Inner Box Label
- Books on Cigars
- It's illegal for American citizens to purchase Cuban cigars
- Key West Superiores Brand Cigar Box Label
- Key West cigar items on ebay
- Do you smoke cigars?
- Cigars and related items
- Wow! This article received SquidAngel Blessings!
- If you enjoyed this article on the history of the Key West cigar industry, please leave us a thumb's up
- Would love to hear your comments on my article on the cigar industry in Key West
- A little about the author
- Some of my other articles you may enjoy
by AlleyCatLane
My hometown of Key West, Florida, has so many fascinating stories to tell. I decided to write an article on the history of the Key West Cigar Industry... more »
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