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Florida's Cigar Scene
Key West works as its own cigar stop when Greene Street's bar lounge sits next to three Old Town factories and Flama Cabana's waterfront humidor. This is not a Miami add-on and it is not a Naples page.
Use Greene Street or Flama Cabana when you want a seated room. Use Rodriguez, Key West Cigar Factory, and Point Break for factory retail on Duval, Fitzpatrick, and Whitehead.
Plan your visit
Choose a place by what you want to do
Find a shop for buying cigars or a lounge with verified on-site smoking.
See something wrong in this guide?
Send updated hours, lounge-access rules, closures, address changes, or missing cigar-first venues so we can keep the Florida guide current.
Cigar Lounges (2)
These listings include venues with designated cigar-smoking areas. Read each venue's access and smoking caveats before visiting, since availability and access vary.
Greene Street Cigar Company
Family-owned Key West cigar bar and lounge at 540 Greene Street with a seated Old Town room.
Flama Cabana
Waterfront lounge at Havana Cabana with a cigar menu and a fully stocked humidor at 3420 North Roosevelt Boulevard.
Cigar Shops (3)
Excellent cigar selections without dedicated lounges. Perfect for picking up premium cigars to enjoy elsewhere.
Rodriguez Cigars
Key West cigar factory at 113 Fitzpatrick Street with factory tours and a retail counter.
Key West Cigar Factory
Duval Street cigar factory and shop at 1075 Duval St C-21, open since 1963.
Point Break Cigars
Key West cigar factory and retail shop. The contact page lists 600 Duval Street first among five Old Town counters.
Florida Cigar Tips
Start On Greene Street
Greene Street Cigar Company is the Old Town bar-and-lounge pick at 540 Greene Street.
Walk The Factory Block
Rodriguez is on Fitzpatrick Street. Key West Cigar Factory and Point Break sit on Duval Street.
Save Flama For Evening
Flama Cabana at Havana Cabana opens Tuesday through Sunday at 5 p.m. with a cigar menu and a stocked humidor.
Frequently Asked Questions
Which Key West stop has a cigar lounge?
Greene Street Cigar Company is the Old Town bar lounge. Flama Cabana is the waterfront lounge at Havana Cabana with a cigar menu.
Are the Duval Street factories sit-down rooms?
Rodriguez, Key West Cigar Factory, and Point Break are factory and retail stops. Confirm seating before treating any of them as a long lounge session.
Why skip Miami on this page?
Miami already has its own guide. This page stays on Key West streets.