Our Favorite Key West Bars

You are here

Key West is known for its laid-back atmosphere and after-dark partying.  Most of Key West's hottest bars can be found along Duval Street or within a stone's throw of it.  Everyone has their favorite;  have fun finding yours.

Jack Flats - One of the best laid back sports bars located on Duval Street. You can watch sports on large screens from every seat in the house. Feeling a little under the weather from the night before try their burger, it will give you your second wind.

Sloppy Joes – One of Ernest Hemmingway’s favorite drinking holes. Staff is experienced and the bartenders know their stuff.  Try an order of the “Sloppy Fries”. There is nothing healthy about them but they will satisfy your carb cravings. Parking is tight in this part of town. Don’t forget you’re on their webcam so your friends back home can check it out.

Green Parrot – One of the oldest bars in Key West. The Parrot is in an open air building with ceiling fans, free popcorn, good drinks, and features fantastic bands from around the country including Blues, Rock, Motown and Funk.  Grab a barstool early for the 5:30 pm sound check. 

Fat Tuesdays - Frozen daiquiris along with music and a dance floor – who could ask for more on a warm evening.  Check out the “190 Octane” which consists of orange and grain alcohol. Not up for a late evening, no worries! Happy hour Monday through Friday 4-7pm.

Ricks and Dirty Harry’s Bar – 8 bars in this complex on the lower end of Duval Street. Bars close at 4:00 am so make it your last stop of the evening and order the “Trash Can”.

Don’s Place – aka Million Dollar Bar – Off the tourist beaten path this local “Dive” bar is located at 1000 Truman Avenue.  Enjoy the cold Beer, free pool and friendly conversation. Local dogs are welcome. A designated 4 legged friend can always help their human companions home.

Schooner’s Wharf – Located on the Historic Seaport Harbor Walk. Open air bar where locals, tourists, pirates and their four legged friends are welcome. Join the “Breakfast Club” which has been meeting for years at 7:30 every morning. Hang out later and listen to the live music. One of the last bastions of “Old Key West”

Virgilio’s - Tucked away behind La Trattoria Restaurant (Duval Street) on Applerouth Lane Virgilio’s has a dance floor, music and a full bar but known for their martinis. Parking is very tight so Uber it or take a taxi. NOTE: after drinking your martini(s) you may want to slip across the lane to Mary Ellen’s and enjoy a gourmet grilled cheese sandwich.

Vinos on Duval – A cozy spot on Duval Street with an extensive wine selection that won’t break the bank. Excellent knowledgeable servers and friendly atmosphere. Enjoy the light appetizers and the $5.00 per glass sangria. Take your wine to the front porch, sit back and people watch to your hearts content.

Conch Flyer – At the Key West International Airport. On your way out of Key West, stop by the Conch Flyer and enjoy one of the best Bloody Mary’s on the island. Whether you’re leaving at 6:00 am or 6:00 pm you can’t go wrong with a little pick me up.