9 Best Dive Bars in Key West

The Dive Bar Shirt Club Bar • $
320 Grinnell St, Key West

Customers` Favorites

Ground Beef Tacos
Brisket Tacos
Chips & Salsa
Chips & Queso
Cheese Dip

“Yes it's a dive bar as the name implies and they are proud of it!! As they should be!! Cold beer, limited snack type menu and a good quiet place to just relax and have a drink and a taco or burrito! Lots of classic bar type memorabilia hanging everywhere with one of a kind t-shirt designs plastered on the ceiling. You can buy their t-shirt of the month in the bar, while also subscribing to their t-shirt club which is a consortium of other like minded dive bars. Pretty neat and unusual concept.“

4.8 Superb62 Reviews
Bert's Bar Bar • $
212 Duval St, Key West

“Bert's Bar ... what a confusing yet interesting place ... One evening I noticed dozens and dozens of people drinking beers and congregating in front of Shorty's on Duval Street. A friend informed me that it wasn't just a random bachelor party setting their brews down on top of newspaper boxes - it was Bert's Bar! Not sure who Bert is or why he had this grand plan, but if you want to hang out with like-minded (drunk!) individuals without spending an arm and a leg, head on over to Bert's where you can have fun while socializing yet pinching your pennies.“

4.9 Superb38 Reviews
Green Parrot Bar Bar • $
601 Whitehead St, Key West

Customers` Favorites

Bloody Mary Aka Head Meds
Michelob Ultra Light
Root Beer Barrel
Miller High Life
Free Popcorn
Key Lime Pie

“The vibe was right at Green Parrot. The live music was on point and it really felt like this was the spot that kicked off the energy we needed for the night. Everytime I thought I was going to have to wait for a beer someone took care of me right away. A must stop place for the history and atmosphere.“

4.6 Superb195 Reviews
Smallest Bar Bar • $
124 Duval St, Key West

“This was a great spot to stop at, to say you've been there. Too small to stay a while, but a must go to. I Ordered a drink to walk around with and the bartender recommended the key lime pie shot which was DELICIOUS! That's a MUST try. I don't even like key lime pie and I LOVED this. Bartender was super friendly and I'd give the experience 5 stars. I'd definitely go back!“

4.5 Superb47 Reviews
Mary Ellen's Bar & Restaurant American • $
420 Appelrouth Ln, Key West

Customers` Favorites

Ernie's Pickle Fries GF
Awesome Burger
The Mary Ellen
Chicken Wings
Mac N Cheese
Tomato Soup
The Classic
Tator Tots
Buffalo
Corn Dog

“I really really loved it here. We came on a Thursday so we weren’t able to stay long enough to order food. 6oclock they start the vibrator races so we had a time crunch but I really appreciate them allowing us to go in for 45 minutes so we could experience the bar and order their Irish coffee which I heard about online. Can’t wait to go back next year to try some food as well!“

4.5 Superb110 Reviews
Capt Tony’s Saloon Bar • $
428 Greene St, Key West

Customers` Favorites

Cracked Conch Mahi Bites and Hand Cut Fries from Conch Shack
The Local Butcher's Wagyu Ribeye Sandwich
Amber or Lite in Souvenir Pint Glass
Capt Tony's Amber in Souvenir Cup
22 Oz Capt Tony's Amber Refill
Michelob Ultra Yuengling
12 Oz Capt Tony's Amber
Chicken Nuggets
Chocolate Cake
Stella Artois

“The dive bar of dive bars. Grungy of grungy. Dollar bills and bras get left behind here! Live music. Reasonably priced drinks. Pool tables. Other stuff. But most importantly alcohol! Short walk from cruise ship pier. And it's the oldest bar in Florida!!!“

4.5 Superb110 Reviews
Chart Room Cocktail Lounge Cocktail Bar • $$
1 Duval St, Key West

Customers` Favorites

John's Famous Simmering Red-Hot Pot
Popcorn

“We really struggled finding this from Google maps but with assistance we did and it was worth the effort. A very small bar with map charts all over the walls and ceiling. They usually have free hot dogs, peanuts and popcorn but apparently the hot dog crock pot wasn't working and although there was some popcorn the machine is on its last leg and we had more kernels than popped corn. None of this impacted the experience. It's an incredible spot that should be visited!!“

4.3 Superb34 Reviews
Bobby's Monkey Bar Bar • $
900 Simonton St, Key West

“Top notch karaoke bar with a twist! The drinks are strong, just like the talented karaoke singers! Pool table to keep you busy, great service, fun conversations and great music! If you were on the fence about trying it, jump and run into Bobby's!“

4.3 Superb45 Reviews
Half Shell Raw Bar Seafood • $$
231 Margaret St, Key West

Customers` Favorites

Raw Oysters on the Half Shell
Key West Beer Steamed Shrimp
Bucket of Steamed Clams
Large Stone Crab Claws
Fried Seafood Platter
Peel and Eat Shrimp
Corn on the Cob
Shrimp and Chips
Conch Fritters
Buffalo Shrimp

“It was a great first time visit to this location. The service was excellent for such a large group that we had. The food was good but not out of this world. They do have a great happy hour. They have very limited parking, but there is a parking lot close by. The appetizers were plenty full and tasty.Parking: There’s a paid parking lot next-door“

4.3 Superb234 Reviews
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