10 Best Dive Bars in Key West

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

Customers` Favorites

John's Famous Simmering Red-Hot Pot
Popcorn

“Only in Key West. A dive bar with a resort built around it. Have not stayed at the Pier House Resort, but the Chart Room is definitely worth a visit. Very old school KW, surrounded by very new school KW. This is where Jimmy Buffett 1st stopped upon arriving in KW (allegedly) and played for the likes of Hunter S. Thompson and Jim Croce. This is where Mel Fisher charted his days searching for the shipwrecked Atocha (at the round table in the back). This is where Tennessee Williams and Truman Capote wet their whistle (but not at the same time). This is where the Pirate Who Looked at Forty Philip Clark tended bar. This is where David Allan Coe was inspired by poet Shel Silverstein. This is where famous and not-so-famous regulars have their ashes interred in the bar (seriously, look for the corks). Most of Key West's history is embellishments and outright BS, and this awesome bar fits right in.“

4.3 Superb44 Reviews
Green Parrot Bar Bar • $
601 Whitehead St, Key West

Customers` Favorites

Funky Buddha Floridian Hefeweizen
Bloody Mary Aka Head Meds
Michelob Ultra Light
Root Beer Barrel
Miller High Life
Green Parrot Bar
Unlimited Free
Free Popcorn
Key Lime Pie

“laid back lots of fun all levels“

4.6 Superb308 Reviews
Mary Ellen's Bar & Restaurant American • $
420 Appelrouth Ln, Key West

Customers` Favorites

The Classic Grilled Cheese
Select Cocktails on Draft
Ernie's Pickle Fries GF
Mary Ellen Special
Fried Mushrooms
Awesome Burger
Chicken Wings
The Mary Ellen
Mac N Cheese
Tomato Soup

“if you know you know. I plan my key west trips around Mary Ellen's calendar....... especially Thursdays. I have the best time every time I go. it never lets you down.“

4.6 Superb136 Reviews
Smallest Bar Bar • $
124 Duval St, Key West

“Great atmosphere and friendly staff“

4.7 Superb62 Reviews
The Dive Bar Shirt Club Bar • $
320 Grinnell St, Key West

Customers` Favorites

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

“Great stop in Key West..new fave! Great food and staff.“

4.6 Superb121 Reviews
Bert's Bar Bar • $
212 Duval St, Key West

“Best hidden gem in KW.“

4.8 Superb26 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
Oysters Rockefeller
Shrimp and Chips
Corn on the Cob
Conch Fritters

“Great service! Great food!“

4.4 Superb293 Reviews
Bobby's Monkey Bar Bar • $
900 Simonton St, Key West

“Fun place. Karaoke is a blast“

4.1 Good55 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
22 Oz Capt Tony's Amber in Souvenir Cup
Amber or Lite in Souvenir Pint Glass
22 Oz Capt Tony's Amber Refill
Michelob Ultra Yuengling
22 Oz Miller Lite Refill
12 Oz Capt Tony's Amber
Capt Tony's Amber Ale
Chicken Nuggets

“This is one of my husband’s favorite spots in Key West, so it’s a must stop every time we’re there. He loves the history, the music and all of the stories. We were just there to celebrate our Birthdays and our Anniversary and my husband wanted to put a dollar on the wall to commemorate. The bartender, where my husband was having a drink, says to get a marker from the gift shop where you buy the shirts. I saw someone grab a marker from a jar and I did the same thing, not realizing it said tip on the jar. The man working that area called me rude and said a few other unkind words to me. I explained that I didn’t see the tip sign for the marker right away but I’d gladly tip and he said don’t bother. Needless to say, I didn’t take the marker to sign our dollar and that dollar marker tip costed the sale of two t-shirts and a sun visor, along with a couple more drinks. We will be back because that place means so much to my husband, and I understand that everyone has a bad day, but my word of advice, treat your customers better.“

4.2 Good195 Reviews
The Bull Bar • $$
224 Duval St, Key West

Customers` Favorites

Guinness Angry Orchard
Crazy Lady Blonde
Stella Artois
Soup of The
Yuengling
Land Shark
O'Doul's

“Great place for drinks. 2 for 1 margaritas were amazing!“

4 Good120 Reviews

Discover More Cuisines In Key West