10 Bars & Clubs in Key West That You Shouldn't Miss

August 31, 2021 Mollie Coke

Does time ever pass in the Florida Keys? Everyone and everything in Key West seems to go at its own pace, right down to the ice melting slooooowly in your margarita glass. Of course, it’s not all limes and leisure – Key West is known as the “Winter White House” because of its appeal to visiting U.S. presidents, and the island has been home to literary greats like Ernest Hemingway and Tennessee Williams. The diving here is phenomenal, as is the kid-friendly Florida Keys Eco-Discovery Center.
Restaurants in Key West

1. Conch Town Liquor & Lounge

3340 N Roosevelt Blvd, Key West, FL 33040-8021 +1 305-296-4343
Excellent
89%
Good
11%
Satisfactory
0%
Poor
0%
Terrible
0%
Overall Ratings

5.0 based on 19 reviews

Conch Town Liquor & Lounge

Reviewed By jneubie - Key West, United States

Out of all of the local bars to frequent, I always goto visit Devon at Conch Town. She is always friendly and gives the best service!

2. Greene Street Cigar Company

540 Greene St Suite#3, Key West, FL 33040-6660 +1 305-741-7248 [email protected] http://www.greenestreetcigarcompany.com/
Excellent
91%
Good
7%
Satisfactory
0%
Poor
0%
Terrible
2%
Overall Ratings

5.0 based on 336 reviews

Greene Street Cigar Company

Greene Street Cigar & Cafe, is a Craft beer/Wine Bar located on the corner of Greene St & Simonton St in Key West, FL. We also have the only walk-in humidor in Key West. We carry the largest selection of Premium cigars, Craft beer on Draft, a great variety of Red & White Wine, Champagne and Port Wine.

Reviewed By Vtosto42

What an absolute find! Some friends and I were staying nearby on vacation and stopped in to pick up some cigars. Little did we know that we found our favorite spot in Key West! Not only was the staff helpful in making cigar suggestions, but Marisa and Sandra spent a lot of time to teach us how to play dominoes. Ended up coming back each day while we were down there to play dominoes and smoke some cigars. Highly recommend this spot!

3. Comedy Key West

218 Whitehead St #5, Key West, FL 33040-6595 +1 305-985-7370 [email protected] http://www.comedykeywest.com
Excellent
98%
Good
2%
Satisfactory
0%
Poor
0%
Terrible
0%
Overall Ratings

5.0 based on 52 reviews

Comedy Key West

Comedy Key West is the only comedy club in The Florida Keys. The closest club is in Cuba & they are not as funny as we are. Comedy Key West specializes in bringing national headliners every week. Join us in our intimate downtown Key West club as comedians from Comedy Central, Netflix, NBC, CBS & Comedy Festival Award Winners take the stage. Our headliners are used to playing in venues that hold thousands of guest. Our venue maxes out at 75 guests. Check our updated calendar at comedykeywest.com & swing into see our professional stand-up comedy shows every Thursday, Friday & Saturday.

Reviewed By judys49

We went to Comedy Key West the last night of our girls trip. It was a lot of fun, and we had some good laughs. The food was good too! A must see when you are at KW. We will be back! I even got to get a picture on stage.

4. Tipsy Rooster Liquor Store & Bar

1325 Simonton St, Key West, FL 33040-3113 +1 305-295-5287 [email protected] https://tipsyroosterkw.com/
Excellent
95%
Good
4%
Satisfactory
1%
Poor
1%
Terrible
0%
Overall Ratings

5.0 based on 187 reviews

Tipsy Rooster Liquor Store & Bar

Reviewed By 422kathyp - Carmel, United States

Stopped at this excellent little bar/ liquor store after a day of sightseeing. Some of our group had their jalapeño infused margaritas (just right) and the rest had their hand shaken Pina Coladas....mmmmm good. Walking distance to the Southernmost Point and to Duval St. Friendly staff, good service, & excellent drinks.

5. Heroes Bar & Liberty Lounge

506 Southard St, Key West, FL 33040-6836 +1 305-204-4991 [email protected] http://heroesbarkeywest.com/
Excellent
100%
Good
0%
Satisfactory
0%
Poor
0%
Terrible
0%
Overall Ratings

5.0 based on 64 reviews

Heroes Bar & Liberty Lounge

Est 2019 Heroes Bar & Liberty Lounge is a cozy bar downstairs and a craft cocktail lounge upstairs located in a 100-year old building in the heart of the historic district of Old Town Key West. Now with gourmet sandwiches and local fish dip made right on-site!

Reviewed By joansW1614JO

Awesome bar. Great discounts for locals and military. Amazing happy hour 12-6 $3.00 well and domestics. The bartender morne' is awesome. You need to stop by especially on Sundays to see Michael Festa.

6. Capt. Tony's Saloon

428 Greene St, Key West, FL 33040-6567 +1 305-294-1838 http://www.capttonyssaloon.com/
Excellent
54%
Good
28%
Satisfactory
12%
Poor
3%
Terrible
3%
Overall Ratings

4.5 based on 1,061 reviews

Capt. Tony's Saloon

A popular Key West saloon which Hemingway is said to have frequented and used in his novels.

Reviewed By seasick36122018 - Coral Springs, United States

Capt. Tony’s is an fantastic look into Key West History. Tree growing right through the bar with live music and Delicious Rum Punch. Various business cards dollar bills and license plates from everywhere make up the decor. Definitely stop by this place if your in Key West.

7. Aqua Nightclub

711 Duval St, Key West, FL 33040-7403 +1 305-294-0555 [email protected] http://www.aquakeywest.com
Excellent
68%
Good
19%
Satisfactory
4%
Poor
4%
Terrible
5%
Overall Ratings

4.5 based on 657 reviews

Aqua Nightclub

Reviewed By carolpW843DJ - Liverpool, United Kingdom

we recently went down to florida keys for a couple of nights .. on a walk into the town we passed a bar very early in the evening and heard some great singing coming out of this place .. hardly anyone in due to the time but all enjoying themselves that were .. anyway a few drinks in and really getting in to the disney singing etc we stayed for the drag show .. amazing artists, atmosphere and everyone really having a great time .. had an absolute ball in this place .. thank you !!! .. not everyone's cup of tea I know but if you want to do something completely different this is the place ... get in there

8. Green Parrot Bar

601 Whitehead St, Key West, FL 33040-6548 +1 305-294-6133 [email protected] http://www.greenparrot.com
Excellent
56%
Good
30%
Satisfactory
8%
Poor
2%
Terrible
4%
Overall Ratings

4.5 based on 1,346 reviews

Green Parrot Bar

"The search for the definitive Key West saloon ends at the Green Parrot Bar," said Playboy magazine, naming The Parrot one of the Top Twenty Bars in America. Funky, open air, and laid back, one of the oldest watering holes in town, The Green Parrot Bar is a favorite hangout from yesterday that has survived virtually unchanged. Their juke box and live entertainment are arguably the best on the island. In the words of local author Joy Williams, "The Parrot has an engagingly louche clientele, a pool table and a dart board, odd art, and an attitude best described by the sign over the booze shelves: 'No Sniveling'."

Reviewed By MatthewG330 - Indianapolis, United States

We continued our tour of Key West bars by stopping into the Green Parrot and enjoyed great drinks and some live music! Definitely a locals bar but also a great time!

9. Durty Harry's

202 Duval Street, Key West, FL +1 305-296-4890 [email protected] http://ricksbarkeywest.com/pages/durty-harrys
Excellent
59%
Good
29%
Satisfactory
6%
Poor
1%
Terrible
5%
Overall Ratings

4.5 based on 162 reviews

Durty Harry's

Reviewed By Esox69LB

A good time was had by all, so much so we returned every night we were in Key West. The DurtBags Band can play it all!

10. Vinos on Duval

810 Duval St, Key West, FL 33040-7406 +1 305-294-7568
Excellent
75%
Good
21%
Satisfactory
1%
Poor
1%
Terrible
2%
Overall Ratings

4.5 based on 137 reviews

Vinos on Duval

A wine bar and shop in the heart of Duval Street, Key West featuring fine wine and beer, unique and eclectic style that is a haven for Key West locals and pleasantly surprised tourists.

Reviewed By 181emilees - San Antonio, United States

The wine selection was far larger than the other wine bars we visited and the prices were shockingly affordable, especially for being on the main strip. I wish I could take this place home to Texas.

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