The Best 5 Bars In Key West
The Best 5 Bars In Key West

The Best 5 Bars In Key West

If you are looking for the perfect spot to kick back and enjoy a few drinks while discovering all that Key West, Florida has to offer, then look no further! From classic dive bars with delicious beachside grub and freshly-made cocktails to upscale lounges serving up some of the best wines in town – there’s something here for everyone. Here, we explore the top 5 bars in Key West where you can easily find your next favorite place! So, pull up a seat and get ready for an evening of entertainment and exploration at these quintessential watering holes – it’s sure to be unlike any night out you’ve ever had before.

bar in key west

The Green Parrot

This legendary bar has been voted as the #1 live music venue in Key West, and it’s easy to see why. With its vibrant yellow exterior and the palm trees out front, The Green Parrot is the perfect spot for bar enthusiasts. They host brilliant musicians and bands seven nights a week, and their drink selection is sure to impress anyone. Be sure to try their famous Pickle Back that features pickle brine and Jameson whiskey.

As mentioned on its website, “In 1890, on the southeast corner of Southard and Whitehead streets, diagonally across from the Monroe County Courthouse, Anthony Sanchez opened a grocery store. And under its low-pitched roof, Cuban and Bahamian transplants accompanied their staples of rice and beans and plantains with rum, cigars, and infectious Latin rhythms in the grocery’s small back room, where local musicians created impromptu descargas or jam sessions, often playing late into the night. Sanchez’s grandson Mario, a world-renowned woodcut folk artist, immortalized what would become The Green Parrot in Sanchez Corner, a woodcut capturing the grocery of his childhood.” The staff also go above and beyond to make sure their patrons feel welcomed. 

bar in key west

Hog’s Breath

Hog’s Breath is located in the heart of Duval Street and is famous for its live music, outdoor seating, and delicious bar food. Enjoy the colorful scene while sipping a refreshing frozen drink or a Margarita. The deck is always crowded with locals and vacationers alike, so come early and stay late. The bar also features fresh seafood dishes and snacks such as oysters, stone crab claws, conch fritters, crispy wings, and more. 

As mentioned on its website, “The Original Hog’s Breath Saloon was established in Ft. Walton Beach, FL, in 1976. It was the brainchild of Jerry Dorminy, a Birmingham, Alabama expatriate who left the mountains for the sun and fun of the gulf coast of Florida. The first order of business was to organize a watering hole where he and his friends could hang out at night after a full day of sailing or fishing. It immediately became the place where all the local watermen and women partied long after dark and on weekends.”

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bar in key west

Island Dogs Bar 

Island Dogs Bar is perfect for delicious American grub after exploring the nearby attractions like the aquarium, shipwreck museum, and Mallory square, a popular outdoor shopping center. Live music can be heard on the weekends from 8 P.M. to closing time by local upcoming artists. A fan-favorite cocktail to try is the key lime pie martini with a graham cracker rim as well as Hemingway’s death in the afternoon, which was his favorite drink to order, consisting of absinthe and champagne. Signature dishes to check out are the philly egg rolls, conch fritters, baja tacos, and fish & chips with key lime tartar sauce. Additionally, this is a great spot to enjoy an affordable delicious breakfast with bottomless coffee and mimosas. Don’t miss the good morning dog, breakfast pizza, or the breakfast burrito. 

Sloppy Joe’s

Located on the famous Duval Street, Sloppy Joe’s is one of the oldest and most iconic bars in Key West. Established in 1933, the bar is known for its lively atmosphere, live music, and excellent customer service. It’s a favorite spot for famous writers and celebrities who have frequented the bar since its inception, including Ernest Hemingway, who was a regular here. Ask the bartender to mix you their world-famous rum runner or indulge in their signature sloppy joe sandwich, which is said to be the best in town.

The Rum Bar

Located in the heart of the historic seaport district, The Rum Bar is one of the best spots for rum drinkers. The establishment boasts an impressive selection of over 200 rums from all over the world. The decor features nautical-themed design with bamboo furniture, seafaring murals, and porthole windows all around. Their team of expert mixologists creates enticing drinks, like the Pirate’s Punch, made with passion fruit and grapefruit juice, or the Rum Bar Smash, made with fresh pineapple, mint, and muddled lime. This is the perfect spot to relax and savor your favorite rum, as well as enjoying the sunset view over the seaport.

A night out in Key West is the perfect way to unwind and relax after a long day exploring the island. Whether you are looking for a lively spot with great food and drinks, or somewhere to take in the atmosphere, the bars in Key West have so much to offer. From upscale lounges to hidden speakeasies and cozy beach bars, there’s something for everyone. We hope that this guide provided you with all the information you need for a fun evening of exploration. If you’re looking for more tips for your trip to Key West, don’t forget to follow our Facebook, Twitter, and Pinterest!