
There is definitely no shortage of booze on Duval Street in Key West. Intertwined with all the souvenir shops, you’ll find several great bars. Whether you’re a rum connoisseur or prefer a craft beer on tap, there’s a bar for everyone on Duval Street. So which are the best bars on Duval Street? Here are a few picks for you.
1. Irish Kevin’s Bar
211 Duval St, Key West, FL 33040 | (305) 292-1262 | irishkevins.com
Irish Kevin’s offers live music and an impressive selection of beers on tap. We loved the entertainment, and the 2-for-1 drinks were strong. Check out their website to see what they have available on tap. The performers know how to get a crowd going. Towards the end of the night, everyone was up dancing! If you’re hungry, they have a good selection of appetizers.
Live entertainment, Great tap selection
2. Smallest Bar Key West
124 Duval St, Key West, FL 33040 | (305) 294-8507 | oldcustomshouse.com
With only 72-square feet to work with, this bar is as cozy as it is unique. If you’re looking for a more intimate experience, stop in. If not for a drink, it makes for a fun photo.
Unique, Great photo opportunity

3. The Rum Bar
1115 Duval St, Key West, FL 33040-3156 | 305-296-2680 | speakeasyinn.com
If you love rum, this is your place. The bartenders have extensive knowledge and will expertly create your delicious cocktail. Go for a rum tasting if you’re not sure what you’ll like. This is a great place to people-watch from their front porch.
Great rum selection
4. Vinos On Duval
810 Duval St, Key West, FL 33040-7406 | (305) 294-7568 | vinoswinebars.com
Vinos is one of the best bars on Duval Street to grab a glass of wine. They also offer tapas and artisan cheese plates for snacking on their outdoor porch. Vino’s is tucked away and a bit quieter than the other spots. A cozy wine bar with an excellent selection.
Great wine selection, Quiet, Cozy
5. Sloppy Joe’s Bar
201 Duval St, Key West, FL 33040 | (305) 296-2388 | sloppyjoes.com
Sloppy Joes has been long standing since the 1930s. This place is full of history. A must-see for any fan of Ernest Hemingway, as it was his bar of choice. They even have an annual Hemingway look-alike contest. The menu is decent, offering fish, pizza, and of course… sloppy joes. Definitely a must-see bar on Duval.
Rich history, Good food menu

6. Fat Tuesday
305 Duval St, Key West, FL 33040 | (305) 296-9373 | fattuesday.com
If sweet frozen drinks and daiquiris are more your speed, check out Fat Tuesday. This bar is a chain, so its not as unique as some of the other spots on the list. However, if you’re looking for an alcoholic slushy, they have you covered.
Frozen drinks
TIP: Ask the tour and information guides have 2-for-1 coupons for these bars. Scope them out for a great deal!
Have you ever been to Key West? What was the best bar on Duval Street during your experience?